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Run the Numbers

CJ Gustafson

Run the Numbers is a business podcast about financial metrics and business models for CFOs, aspiring CFOs, finance leaders, and ambitious people operating tech startups. Hosted by CJ Gustafson, CFO and writer of Mostly Metrics, the show shares lessons, frameworks, and operator insights from the trenches as a tech exec. Think of it as a playbook for the things CJ wishes he knew earlier in his career, covering SaaS metrics, annual budgeting, forecasting, headcount, equity, dilution, fundraising, and the decisions that drive performance and growth.

Play
  • 24 episodes
  • a few times a week
  • Avg 46 min
  • English
Counted on this page — what you have heard stays on this device, so it is not something the list can be paged by.
  • Thursday · 54 min

    40 Years of IPOs with Jay Ritter: What the Data Actually Says

    In this episode of Run the Numbers, CJ sits down with Jay Ritter. They break down what Apple, Nvidia, the dot-com boom, and today’s AI giants can teach us about IPOs, why companies leave money on the table on day one, why firms stay private longer, and what the data actually says about long-term IPO performance. — SPONSORS: Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer posts 98% of transactions directly to its ERP, with the remaining 2% routed to a human for review. You pay for outcomes, not seats. See it at https://www.maximor.ai/ Brex is an intelligent finance platform with AI-powered workflows that enforce expense policies at the point of sale, match receipts automatically, and reduce month-end close from weeks to hours. Thousands of companies, including Anthropic, Coinbase, and DoorDash, already run on Brex. Stop asking A-level finance talent to do B-level admin work. Learn more at https://www.brex.com/metrics Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj EY has been part of Silicon Valley since it was just a valley, helping the most successful names in tech go from startup to exit to megacap. With teams across strategy, tax, audit, and transactions, EY helps you get your financials right early, long before your investors start asking for it. You build the next big thing, and EY will help you build it right. Learn more at https://www.ey.com/techstartups — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN Guest: https://www.linkedin.com/in/jay-ritter-1323861/ Company: https://www.ufl.edu/ CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — TIMESTAMPS: 0:00 Preview and Intro 3:10 Meet Jay Ritter, Mr. IPO 4:02 The Original 1983 Question 5:08 PCs, Internet, and AI Compared 9:36 Network Effects 14:46 Sitzfleisch: Outlasting the Field 16:10 Where Have All the IPOs Gone 23:29 IPOs as Relationship-Building 26:31 Why Investors Tolerate Founder Control 29:16 Dual-Class Stock's Origins 30:21 How Jay's Thinking Evolved 31:36 Why Boards Don't Get Angry 34:39 Banks' Real Client: Institutions 37:08 Book Building 38:56 Why Direct Listings Haven't Taken Over 39:57 What Goldman Is Really Selling 41:57 Sentiment vs. Long-Term Performance 43:13 Does Staying Private Help Society 49:35 Asking Better Questions with EY 52:12 Are Markets Efficient

  • Monday · 45 min

    How AI Is Rewriting Product-Market Fit, Pricing, and Go-to-Market

    CJ sits down with Rebecca Schwartz of Tabs, Fred Havemeyer of Fleet AI, and Rahul Rekhi of Rogo for a live conversation about what it actually takes to build an AI-native company. — SPONSORS: RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer posts 98% of transactions directly to its ERP, with the remaining 2% routed to a human for review. You pay for outcomes, not seats. See it at https://www.maximor.ai/ Brex is an intelligent finance platform with AI-powered workflows that enforce expense policies at the point of sale, match receipts automatically, and reduce month-end close from weeks to hours. Thousands of companies, including Anthropic, Coinbase, and DoorDash, already run on Brex. Stop asking A-level finance talent to do B-level admin work. Learn more at https://www.brex.com/metrics Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn EY has been part of Silicon Valley since it was just a valley, helping the most successful names in tech go from startup to exit to megacap. With teams across strategy, tax, audit, and transactions, EY helps you get your financials right early, long before your investors start asking for it. You build the next big thing, and EY will help you build it right. Learn more at https://www.ey.com/techstartups — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN https://www.tabs.com/ https://fleetai.com/ https://www.rogo.com/ CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — TIMESTAMPS: 0:00 Preview and Intro 1:16 Welcome to Run the Numbers 3:17 Meet the Panel: Rebecca, Fred, Rahul 9:52 How Rogo Found PMF 13:47 How Tabs Found PMF 14:51 Growth Rates: Headcount and Revenue 16:23 The Real Hiring Constraint 17:21 What "Forward Deployed" Actually Means 18:53 What's Blocking AI Adoption Now 20:19 How Sales Hiring Has Changed 24:34 How Go-to-Market Has Changed 25:28 Pricing Models: Then vs. Now 28:18 Tabs' Pricing Evolution 29:20 What the Finance Team Looks Like 31:00 How Far You Can Push Outsourced Accounting 32:43 Managing AI Gross Margins 35:07 The North Star Metric for AI Companies 37:02 Token Spend vs. Per-Seat Pricing 39:34 Asking Better Questions: What Counts as ARR 41:38 Biggest Bug in Cash to Collections 43:05 Closing Advice for Founders

  • August 20 · 54 min

    The Stripe Guide to Pricing, Billing, and Quote-to-Cash with Wisam Hirzalla

    In this episode of Run the Numbers, CJ sits down with Wisam Hirzalla, Head of Product at Stripe Billing, to trace the full journey of a dollar—from product packaging and pricing through quoting, contracts, billing, tax, collections, and revenue recognition. — SPONSORS: Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer posts 98% of transactions directly to its ERP, with the remaining 2% routed to a human for review. You pay for outcomes, not seats. See it at https://www.maximor.ai/ Brex is an intelligent finance platform with AI-powered workflows that enforce expense policies at the point of sale, match receipts automatically, and reduce month-end close from weeks to hours. Thousands of companies, including Anthropic, Coinbase, and DoorDash, already run on Brex. Stop asking A-level finance talent to do B-level admin work. Learn more at https://www.brex.com/metrics EY has been part of Silicon Valley since it was just a valley, helping the most successful names in tech go from startup to exit to megacap. With teams across strategy, tax, audit, and transactions, EY helps you get your financials right early, long before your investors start asking for it. You build the next big thing, and EY will help you build it right. Learn more at https://www.ey.com/techstartups — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN Guest: https://www.linkedin.com/in/wisam-hirzalla-9b20a91/ Company: https://stripe.com/ CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — TIMESTAMPS: 0:00 What Drives Billing Downstream 1:41 Welcome to Run the Numbers 2:37 Wisam's Path to "Queen of Billing" 4:55 What Head of Billing at Stripe Entails 5:45 Defining Quote-to-Cash 7:50 Layer 1: Pricing and Packaging Mistakes 14:46 Pricing Models Rising Because of AI 18:11 Layer 2: Inside a Quote 19:27 Why Enterprise Deals Get So Messy 24:38 Layer 3: Contracting 27:21 Layer 4: Billing 30:15 Why Usage-Based Billing Is So Complex 34:51 Tokens as a Pricing Unit 36:57 Billing's Move Out of the ERP 39:53 Layer 5: Provisioning and Entitlements 43:36 Layer 6: Tax 44:27 Layer 7: Getting Paid 48:18 Layer 8: RevRec 50:52 When Billing Stopped Being Back Office 51:47 Asking Better Questions Segment 52:28 Will AI Replace Finance Jobs

  • August 17 · 54 min

    The CFO-COO Is Coming: Meredith Finn of Front on the Future of Finance

    Front CFO & COO Meredith Finn joins CJ to explain why finance leaders are taking on more of the operator’s job. They break down the CFO-COO dual mandate, how Front funds new bets inside a mature SaaS business, why AI requires more coordination than simply handing everyone new tools, and how finance teams should think about the growing cost of AI. — SPONSORS: Brex is an intelligent finance platform with AI-powered workflows that enforce expense policies at the point of sale, match receipts automatically, and reduce month-end close from weeks to hours. Thousands of companies, including Anthropic, Coinbase, and DoorDash, already run on Brex. Stop asking A-level finance talent to do B-level admin work. Learn more at https://www.brex.com/metrics Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer posts 98% of transactions directly to its ERP, with the remaining 2% routed to a human for review. You pay for outcomes, not seats. See it at https://www.maximor.ai/ — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN Guest: https://www.linkedin.com/in/meredithfinn1/ Company: https://front.com/ CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — RELATED EPISODES: Adam Swiecicki - CFO of Rippling https://youtu.be/JyGJVpmZNac Aurélien Nolf - CFO of Navan https://youtu.be/siwzJSRXAvY — TIMESTAMPS: 0:00 The CFO/COO Dual Mandate 1:45 Welcome to Run the Numbers 2:52 Front's In-House Podcast Studio 3:41 Meredith's Investment Thesis on Front 7:21 The "Portfolio Career" Analogy 8:35 What She Had to Unlearn as an Operator 13:13 Books on Strategy vs. Execution 16:17 When a CFO Should Also Be COO 18:27 What the COO Hat Actually Covers 20:20 Where the Two Roles Conflict 25:42 Budgeting for AI Token Costs 29:16 Using Internal Usage as a Benchmark 35:40 Funding a Series A Bet Inside a Series D Company 38:04 Sizing Bets: Core, Adjacent, Moonshot 40:04 The Secret to Re-Accelerating Growth 41:46 Going Deeper, Not Wider 43:18 What the Pricing Overhaul Taught Her 47:30 Why Customer P&L Matters 50:11 Lightning Round Begins 51:32 Advice to Her Younger Self 52:33 Front's Finance Tool Stack 53:21 Craziest Expense Ever #RunTheNumbersPodcast #CFOLife #FinanceLeadership #AIinFinance #SaaSGrowth

  • August 13 · 49 min

    Xero’s CFO: Why Finance Is Taking On More of the Business

    In this episode of Run the Numbers, CJ Gustafson sits down with Xero CFO Claire Bramley to discuss how the CFO role is expanding beyond finance into strategy, operations, transformation, and technology. Claire also shares how she builds teams around her weaknesses, what small businesses actually want from AI, and why she views diversity as a business performance decision. — SPONSORS: Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer posts 98% of transactions directly to its ERP, with the remaining 2% routed to a human for review. You pay for outcomes, not seats. See it at https://www.maximor.ai/ Brex is an intelligent finance platform with AI-powered workflows that enforce expense policies at the point of sale, match receipts automatically, and reduce month-end close from weeks to hours. Thousands of companies, including Anthropic, Coinbase, and DoorDash, already run on Brex. Stop asking A-level finance talent to do B-level admin work. Learn more at https://www.brex.com/metrics Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN Guest: https://www.linkedin.com/in/claire-bramley-133b7174/ Company: https://www.xero.com/ CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — TIMESTAMPS: 0:00 Preview and Intro 3:00 Xero and CJ's History With It 4:12 Xero's Size and Scale Today 5:10 The Expanding CFO Role 7:06 Hiring Experts You're Not 8:47 Imposter Syndrome 11:00 Getting Better at Asking Questions 15:04 Asking the "Stupid Question" 16:21 Finance as the Corporate Junk Drawer 17:48 The Trial Period Idea 18:24 Tripwires: Leading Indicators for CFOs 25:35 AI Hype vs. Main Street Reality 26:44 What Small Business Owners Actually Want 28:45 What Big Corps Underestimate 31:10 Trust as a Competitive Moat 33:45 Why the Line Is Thinner for Small Biz 35:12 AI Inside Claire's Finance Team 37:23 AI for Investor Relations 39:28 Diversity as Capital Allocation 42:07 A Decision Diversity Changed 44:45 Lightning Round Begins 46:06 Advice to Her Younger Self 48:49 Craziest Expense Ever #RunTheNumbersPodcast #CFOLife #FinanceLeadership #AIinFinance #WomenInFinance

  • August 10 · 34 min

    A CFO Explains Private Jets

    On this episode of Run the Numbers, CJ and Ben trace corporate private jets from Sam Walton’s scrappy two-seater to Alex Karp’s $17 million jet bill. They break down when flying private actually makes business sense, how jets hit the balance sheet, the tax and accounting implications, what companies disclose to investors, and when executive travel crosses the line from productivity tool to corporate excess. — SPONSORS: Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer posts 98% of transactions directly to its ERP, with the remaining 2% routed to a human for review. You pay for outcomes, not seats. See it at https://www.maximor.ai/ Brex is an intelligent finance platform with AI-powered workflows that enforce expense policies at the point of sale, match receipts automatically, and reduce month-end close from weeks to hours. Thousands of companies, including Anthropic, Coinbase, and DoorDash, already run on Brex. Stop asking A-level finance talent to do B-level admin work. Learn more at https://www.brex.com/metrics Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — RELATED EPISODES: Jersey Mike’s IPO: The $4.2B Sandwich Machine https://youtu.be/ZL6AbqHI-0g — TIMESTAMPS: 0:00 Fly Like a G6 0:29 $17M on jets: Alex Karp guess 1:16 Sam Walton starts it all 2:49 The yellow legal pads 4:37 Walmart Aviation founded (1968) 5:14 Piston to Bombardier jets 6:51 Walmart's modern jet fleet 8:13 Where it hides in SEC filings 9:25 SEC Reg S-K Item 402 13:37 Gulfport Energy scandal 14:42 Tyco: Kozlowski & Schwartz 16:57 When jets are actually useful 17:55 P&L vs. balance sheet treatment 18:40 PP&E and depreciation basics 19:04 Off-balance-sheet leases 19:28 The chartering loophole 19:54 "Uber Jet" fractional ownership 23:14 How activists hunt jet spend 23:36 Flight registries & tail numbers 24:13 Jack Sweeney vs. Elon Musk 25:00 What top companies spend 25:18 Walmart's fleet is #1 26:17 Charter vs. lease vs. own 29:02 Should we care? 3 angles 30:06 Angle 2: opportunity cost 30:59 Angle 3: company size 31:42 General Electric's shadow jet 32:50 Back to Alex Karp 34:02 Credits #RunTheNumbersPodcast #PrivateJets #CorporateFinance #ExecutivePerks #CFOLife

  • August 6 · 49 min

    The Business of Saving Lives: Inside RapidSOS

    On this episode of Run the Numbers, CJ Gustafson sits down with Richard Haram, VP of Finance at RapidSOS, to unpack how finance supports a public safety AI platform that helps 911 operators and first responders act faster. They cover building AI fluency, combining FP&A with BI, monetizing vertical software, integrating acquisitions, and the leadership lessons Richard carried from entrepreneurship. — SPONSORS: Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer posts 98% of transactions directly to its ERP, with the remaining 2% routed to a human for review. You pay for outcomes, not seats. See it at https://www.maximor.ai/ Brex is an intelligent finance platform with AI-powered workflows that enforce expense policies at the point of sale, match receipts automatically, and reduce month-end close from weeks to hours. Thousands of companies, including Anthropic, Coinbase, and DoorDash, already run on Brex. Stop asking A-level finance talent to do B-level admin work. Learn more at https://www.brex.com/metrics Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN Guest: https://www.linkedin.com/in/richardharem/ Company: https://rapidsos.com/ CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — TIMESTAMPS: 0:00 Preview and Intro 3:10 What RapidSOS does 4:59 CJ’s own car accident 5:33 What's broken about 911 6:50 Who's the actual customer 7:46 How RapidSOS monetizes 10:13 Sponsors — Pulley | Rillet | Maximor 13:27 Too much data, too much noise 16:35 Data pollution and trust 18:24 The data stack early on 19:25 Should BI have come sooner? 20:45 The framework: questions to decisions 22:43 Building a data culture 23:58 Sponsors — Brex | Anrok | RightRev 26:51 Bottoms-up vs. top-down AI 28:42 Inspiration, not training 32:24 The three-phase AI progression 33:31 Founding an AV company at 8 35:37 Giving people room to grow 38:12 Depending on heroes 39:55 Working under founder personalities 41:23 Do startups undervalue what they sell 42:48 A price hike, zero churn 43:24 Signs you're underpricing 44:57 Lightning round 45:03 Screwed up: refreshed data before a demo 47:15 Advice to younger self 47:41 Finance software stack 48:37 Craziest expense: personal gas 49:29 Credits

  • August 3 · 52 min

    Building an AI-Native Finance Team with Plaid CFO Seun Sodipo

    On this episode of Run the Numbers, CJ sits down with Plaid CFO Seun Sodipo. Seun explains how her team is using AI to improve speed, accuracy, and ambition; why finance leaders need both bottom-up experimentation and top-down direction; and how she approaches planning, network effects, and building a durable company. — SPONSORS: RightRev is a revenue recognition platform built for the AI economy, helping finance support usage-based pricing, credits, hybrid contracts, seats plus consumption, and whatever commercial model comes next. It gives product teams the freedom to keep innovating without outdated revenue systems slowing them down. Learn how RightRev can help at https://rightrev.com/cj Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer posts 98% of transactions directly to its ERP, with the remaining 2% routed to a human for review. You pay for outcomes, not seats. See it at https://www.maximor.ai/ Brex is an intelligent finance platform with AI-powered workflows that enforce expense policies at the point of sale, match receipts automatically, and reduce month-end close from weeks to hours. Thousands of companies, including Anthropic, Coinbase, and DoorDash, already run on Brex. Stop asking A-level finance talent to do B-level admin work. Learn more at https://www.brex.com/metrics Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN Guest: https://www.linkedin.com/in/seun-sodipo-1498b580/ Company: https://plaid.com/ CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — TIMESTAMPS: 0:00 Preview and Intro 2:12 What Plaid does 3:53 How Plaid makes money 7:04 Eight months in, not new anymore 8:57 Sponsors — RightRev | Pulley | Rillet 11:48 Career path: Stripe, Glossier, Plaid 14:32 Evaluating durability from the outside 15:36 Rising expectations and AI 17:23 Top-down vs. bottoms-up AI adoption 20:06 Sponsors — Maximor | Brex | Anrok 23:20 Coolest AI use case: sorting physical mail 25:21 How her questions have changed 27:11 AI should make you think deeper 27:51 Finance AI Day explained 31:23 A four-month journey to usable tools 32:22 How AI changed her leadership style 33:19 Skills that matter more now 36:22 The Objective, Strategy, Tactics framework 39:56 What planning reveals about an org 41:36 Sequential vs. parallel planning 45:38 Measuring the value of a network 47:33 What people underestimate about Plaid 48:56 Lightning round 48:56 Screwed up: the reversed page order 49:39 Advice to younger self 50:32 Finance software stack 51:43 Craziest expense: the photo shoots 52:20 Credits

  • July 27 · 38 min

    How to Tell a Demanding Founder They’re Wrong

    On this special episode of Run the Numbers, CJ Gustafson revisits standout moments from past conversations with Alex Immerman, Curt Sigfstead, Daniel Kang, Adam Ante, and David Laptor. Together, their advice reveals how great CFOs earn trust, challenge founders, speak up when the data says something is wrong, and become true strategic partners without relying on the power of the purse strings. — SPONSORS: Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn RightRev is an automated revenue recognition platform that lets your product team ship new pricing without asking finance for permission, and your sales team close deals without creating downstream chaos. Check out their free tool at calculator.rightrev.com It scores your rev rec process, shows what's exposing you to risk, and tells you exactly where to focus before it bites you in the rear end. Check it out at https://calculator.rightrev.com Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer cut their close in half, took audit findings from seven to zero, and cut back-office costs by 70% in six months. You pay for outcomes, not seats. See it at https://www.maximor.ai/ Brex is an intelligent finance platform with AI-powered agents that capture expenses automatically, enforce policy before the spend happens, and close your books in minutes instead of weeks. 35,000+ companies like OpenAI, Coinbase, Anthropic, and DoorDash already run on Brex. It's time to get Brex AF. Learn more at https://www.brex.com/metrics — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — TIMESTAMPS: 0:00 Preview and Intro 3:27 Alex Immerman's favorite CFO interview question 4:54 What a weak answer looks like 5:26 When the hard calls actually matter 6:37 Walt and Roy Disney 7:36 Liked even when making unpopular calls 8:43 Sponsors — Anrok | RightRev | Pulley 11:35 Curt from Clio: ego in the bottom drawer 13:52 CFO as supporting cast 15:10 Backbone vs. ego: when to use each 16:23 Daniel Kang: don't use the purse strings as power 17:36 Earn the seat, don't demand it 18:52 Money is one arrow, not the whole quiver 20:39 Sponsors — Rillet | Maximor | Brex 23:54 Adam Ante: finance people pigeonhole themselves 26:46 The CFO can sit in any meeting 27:30 First 90 days: listen before suggesting 28:46 David Laptor: listen, observe, think, speak 30:50 Build a culture where speaking up is welcomed 31:51 Curt from Clio: don't come in as a know-it-all 33:08 Earn trust through curiosity 33:46 Beware of all-green dashboards 35:28 What would CJ say to Ballmer? 37:14 Parting thoughts from Ben 38:00 Credits

  • July 23 · 57 min

    The Four Stages of World-Class FP&A with Datadog’s AJ Ljubich

    On this episode of Run the Numbers, CJ sits down with Datadog SVP of FP&A AJ Ljubich to break down the four stages of a world-class finance team. — SPONSORS: Brex is an intelligent finance platform with AI-powered agents that capture expenses automatically, enforce policy before the spend happens, and close your books in minutes instead of weeks. 35,000+ companies like OpenAI, Coinbase, Anthropic, and DoorDash already run on Brex. It's time to get Brex AF. Learn more at https://www.brex.com/metrics Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn RightRev is an automated revenue recognition platform that lets your product team ship new pricing without asking finance for permission, and your sales team close deals without creating downstream chaos. Check out their free tool at calculator.rightrev.com It scores your rev rec process, shows what's exposing you to risk, and tells you exactly where to focus before it bites you in the rear end. Check it out at https://calculator.rightrev.com Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer cut their close in half, took audit findings from seven to zero, and cut back-office costs by 70% in six months. You pay for outcomes, not seats. See it at https://www.maximor.ai/ — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN Guest: https://www.linkedin.com/in/aj-ljubich-cfa-727ab912/ Company: https://www.datadoghq.com/ CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — TIMESTAMPS: 0:00 Preview and Intro 2:42 FP&A as a product team 4:53 The five pillars of AJ's team 6:39 How far FP&A has come 7:33 How do you know you're doing a good job? 10:20 FP&A as the dashboard, not the engine 10:20 Sponsors — Brex | Anrok | RightRev 13:18 The four-stage FP&A maturity model 16:00 Can you reach all four stages at Series B? 16:45 Why AJ holds weekly forecast meetings 18:24 How often to actually change the forecast 21:42 Sponsors — Pulley | Rillet | Maximor 24:49 Single source of truth: still on the vision board 26:12 AI and the self-serve data risk 26:21 CAC payback over LTV to CAC 29:39 Inside sales vs. enterprise payback comparison 31:47 Finance as the yes, but people 34:02 FP&A vs. IR: which is harder? 36:14 How IR makes you a better FP&A leader 37:19 Is the IR profile shifting? 42:01 IPOs are branding events, not finish lines 43:27 The Datadog IPO during the WeWork meltdown 45:15 Career philosophy: do great work where you are 49:52 Datadog didn't have a role for AJ when he started 52:16 Lightning round 52:24 Screwed up: forgot the currency guy 54:37 Finance software stack 56:16 Advice to younger self 57:13 Credits

  • July 20 · 1 hr

    Dave McClure and Aman Verjee on Angel Investing at Scale, 500 Startups, and Practical VC

    On this episode of Run the Numbers, CJ sits down with Dave McClure and Aman Verjee of Practical VC to talk about the evolution of startup investing — from the PayPal mafia and Founders Fund era to 500 Startups, YC-style scale, and today’s secondary market. — SPONSORS: Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer cut their close in half, took audit findings from seven to zero, and cut back-office costs by 70% in six months. You pay for outcomes, not seats. See it at https://www.maximor.ai/ Brex is an intelligent finance platform with AI-powered agents that capture expenses automatically, enforce policy before the spend happens, and close your books in minutes instead of weeks. 35,000+ companies like OpenAI, Coinbase, Anthropic, and DoorDash already run on Brex. It's time to get Brex AF. Learn more at https://www.brex.com/metrics Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn RightRev is an automated revenue recognition platform that lets your product team ship new pricing without asking finance for permission, and your sales team close deals without creating downstream chaos. Check out their free tool at calculator.rightrev.com It scores your rev rec process, shows what's exposing you to risk, and tells you exactly where to focus before it bites you in the rear end. Check it out at https://calculator.rightrev.com Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN Guests:https://www.linkedin.com/in/davemcclure/https://www.linkedin.com/in/aman-verjee/ Company:https://practicalvc.com/ CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — TIMESTAMPS: 0:00 Preview and Intro 3:00 Writing as a distribution strategy 5:17 How Dave's blog led to Founders Fund 7:24 Aman: writing at PayPal and law school 9:29 PayPal: the red pen of David Sacks 11:44 Sponsors — Rillet | Maximor | Brex 14:59 500 Startups: the original thesis 16:22 The volume strategy: more shots on goal 18:44 Twilio, Lyft, Sendgrid, Credit Karma 20:15 60x returns: right place, right time 23:07 Sponsors — Anrok | RightRev | Pulley 25:58 Accelerator ecosystem evolution 28:42 500 vs. YC: scale as a weapon 32:52 Globalizing the accelerator model 35:04 Seed to secondaries: how it happened 37:00 Scratching their own itch for liquidity 38:10 The secondary market explained 40:50 Types of secondaries 43:29 Why would a VC sell a winner? 46:07 Managing DPI as a late-stage manager 47:02 The five horse framework 49:15 Skipping the J curve 51:44 Imperfect information as a feature 55:22 Landmines: fraud, mismarked valuations 57:00 VCs lie about valuations three ways 57:58 Forward contracts and counterparty risk 1:00:29 Credits

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  • July 16 · 36 min

    Cumberland Farms S-1 Breakdown: Fuel, Snacks, and Debt

    On this episode of Run the Numbers, CJ breaks down Cumberland Farms’ IPO filing and the surprising business behind it. — SPONSORS: RightRev is an automated revenue recognition platform that lets your product team ship new pricing without asking finance for permission, and your sales team close deals without creating downstream chaos. Check out their free tool at calculator.rightrev.com It scores your rev rec process, shows what's exposing you to risk, and tells you exactly where to focus before it bites you in the rear end. Check it out at https://calculator.rightrev.com Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer cut their close in half, took audit findings from seven to zero, and cut back-office costs by 70% in six months. You pay for outcomes, not seats. See it at https://www.maximor.ai/ Brex is an intelligent finance platform with AI-powered agents that capture expenses automatically, enforce policy before the spend happens, and close your books in minutes instead of weeks. 35,000+ companies like OpenAI, Coinbase, Anthropic, and DoorDash already run on Brex. It's time to get Brex AF. Learn more at https://www.brex.com/metrics Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — TIMESTAMPS: 0:00 Preview and Intro 2:57 Key metrics 4:28 Europe now out-earns America 5:01 $5.8B debt at 8x leverage 6:20 TLDR: snacks, gas, borrowed money 7:58 Fuel vs. inside: the gross profit photo finish 8:58 COCO, CONCO, and OTHER explained 10:57 Sponsors — Maximor | Brex | Anrok 14:02 Why scale matters: four reasons 16:02 The US convenience store market 17:42 EVs: long the birth rate 18:05 Back to the debt 19:10 The sale leaseback 20:24 Sponsors — RightRev | Pulley | Rillet 23:26 Does the deleveraging math work? 24:27 The growth thesis 25:06 600–700 stores become Cumberland Farms 26:16 The chicken fryer ROI 27:00 Coffee and loyalty: 6M members in 13 months 28:15 Red flag 1: five-for-five COSO failures 28:41 Red flag 2: entire C-suite is new 29:04 Red flag 3: lending to their own parent 29:42 Red flag 4: Big Tobacco funds loyalty 29:57 Red flag 5: foreign issuer, Cayman charter 30:10 Red flag 6: one supplier is 31% of costs 30:32 Red flag 7: balance sheet is stale 30:45 Cap table: TDR Capital and the Issa brothers 31:55 Casey's vs. ARCO 33:47 Goldman got bumped 34:08 Massachusetts banned the pump clip until 2015 34:57 No health insurance disclosure for 16K US workers 35:30 Robert Swan (ex-Intel CEO) is on the board 36:08 Credits

  • July 13 · 59 min

    Token Economics, AI ROI, and the Future of Investment Banking with Rahul Rekhi

    In this episode of Run the Numbers, CJ sits down with Rogo president Rahul Rekhi to unpack what AI actually changes in investment banking and finance. They dig into token economics, why adoption without ROI is a trap, how vertical AI wins, and why domain expertise still matter. — SPONSORS: Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer cut their close in half, took audit findings from seven to zero, and cut back-office costs by 70% in six months. You pay for outcomes, not seats. See it at https://www.maximor.ai/ Brex is an intelligent finance platform with AI-powered agents that capture expenses automatically, enforce policy before the spend happens, and close your books in minutes instead of weeks. 35,000+ companies like OpenAI, Coinbase, Anthropic, and DoorDash already run on Brex. It's time to get Brex AF. Learn more at https://www.brex.com/metrics Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn RightRev is an automated revenue recognition platform that lets your product team ship new pricing without asking finance for permission, and your sales team close deals without creating downstream chaos. Check out their free tool at calculator.rightrev.com It scores your rev rec process, shows what's exposing you to risk, and tells you exactly where to focus before it bites you in the rear end. Check it out at https://calculator.rightrev.com — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN Guest: https://www.linkedin.com/in/rahulrekhi/ Company: https://www.rogo.ai/ CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — RELATED EPISODES: A CFO Explains the Stock Exchanges https://youtu.be/pooOE6ZNGR4 A CFO Explains Marketplaces https://youtu.be/LpbH9GpBrSY — TIMESTAMPS: 0:00 Preview and Intro 2:44 Why finance was first to verticalize AI 6:28 What the president title means at Rogo 9:55 Sponsors — Pulley | Rillet | Maximor 13:02 The problem Rogo is solving 16:16 Token maxing is not transformation 17:43 Why ROI is so hard to measure 19:39 Sponsors — Brex | Anrok | RightRev 22:37 ROI is business-unit specific 24:03 Budgeting tokens like a benefits load 25:00 AI incentives aren't aligned to efficiency 26:26 The model broker function 32:03 Not all token spend is equal 37:14 Who owns AI efficiency? 40:59 The forward deployed banker 43:00 Domain expertise: the Interstellar analogy 49:21 Lightning round 49:28 Screwed up: DCF error in a live deal 51:13 Will new grads have the spidey sense? 53:03 Meeting Pope Francis 55:04 Fact-checking jobs numbers at the White House 57:39 Advice to younger self 59:21 Credits

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  • July 9 · 28 min

    Jersey Mike’s S-1 Breakdown: How a $4.2B Sandwich Machine Works

    On this episode of Run the Numbers, CJ breaks down Jersey Mike’s S-1 and the franchise machine behind more than $4 billion in sandwich sales. He explains how an asset-light royalty model works, why franchise economics can be so powerful, what Blackstone saw in the business, and what the filing reveals about growth, margins, and the real money behind the subs. — SPONSORS: RightRev is an automated revenue recognition platform that lets your product team ship new pricing without asking finance for permission, and your sales team close deals without creating downstream chaos. Check out their free tool at calculator.rightrev.com It scores your rev rec process, shows what's exposing you to risk, and tells you exactly where to focus before it bites you in the rear end. Check it out at https://calculator.rightrev.com Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer cut their close in half, took audit findings from seven to zero, and cut back-office costs by 70% in six months. You pay for outcomes, not seats. See it at https://www.maximor.ai/ Brex is an intelligent finance platform with AI-powered agents that capture expenses automatically, enforce policy before the spend happens, and close your books in minutes instead of weeks. 35,000+ companies like OpenAI, Coinbase, Anthropic, and DoorDash already run on Brex. It's time to get Brex AF. Learn more at https://www.brex.com/metrics Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — TIMESTAMPS: 0:00 Sell $4B in subs, own none of the stores 0:33 Origin story: Peter Cancro buys a sub shop at 17 1:47 It's a royalty business 2:42 Key metrics 6:07 What you're actually buying 6:42 The three revenue streams 7:19 The franchisee's P&L 10:00 Sponsors — RightRev | Pulley | Rillet 13:02 Corporate P&L: 47% EBITDA margins 13:33 The Blackstone math 14:38 $2.1B whole business securitization 15:09 Full EBITDA bridge 16:00 The CEO buying back the 2% 17:10 Red flag 1: Up-C structure 18:11 Red flag 2: tax receivable agreement 18:45 Red flag 3: controlled company governance 19:05 Red flag 4: sponsor already took $500M 19:29 Red flag 5: charitable donations added back 20:13 Red flag 6: cheap debt maturing in 2029 20:52 Sponsors — Maximor | Brex | Anrok 23:56 Valuation: $10–12B 24:32 Peer comparison 25:27 How do you underwrite $12B? 25:58 Misc: quantum attack on the provolone 26:28 The hidden 53rd week 26:57 No drive-thru is a feature 27:13 Verdict 27:56 Credits #RunTheNumbersPodcast #IPO #Investing #BusinessStrategy #FinanceLeadership

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  • July 6 · 46 min

    The CFO Who Was “Ill Equipped” to Save Lehman Brothers

    What actually prepares someone to become a CFO? CJ revisits Erin Callan’s short, brutal run as Lehman Brothers CFO and pulls lessons from past guests on operational reps, simple communication, fast-moving bad news, budget mistakes, and why great finance leaders can’t just report the numbers, they have to shape them. — SPONSORS: Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn RightRev is an automated revenue recognition platform that lets your product team ship new pricing without asking finance for permission, and your sales team close deals without creating downstream chaos. Check out their free tool at calculator.rightrev.com It scores your rev rec process, shows what's exposing you to risk, and tells you exactly where to focus before it bites you in the rear end. Check it out at https://calculator.rightrev.com Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer cut their close in half, took audit findings from seven to zero, and cut back-office costs by 70% in six months. You pay for outcomes, not seats. See it at https://www.maximor.ai/ Brex is an intelligent finance platform with AI-powered agents that capture expenses automatically, enforce policy before the spend happens, and close your books in minutes instead of weeks. 35,000+ companies like OpenAI, Coinbase, Anthropic, and DoorDash already run on Brex. It's time to get Brex AF. Learn more at https://www.brex.com/metrics — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Slacker Stuff: https://www.slackerstuff.com/ Ben on LinkedIn: https://www.linkedin.com/in/slackerstuff/ Mostly metrics: https://www.mostlymetrics.com — RELATED EPISODES: Steve Isom https://youtu.be/a4lEdrgFW5E Jake Kornreich https://youtu.be/GKo0B1w4bo4 Manu Diwakar https://youtu.be/J0J4Rfne54E Dan Bettes https://youtu.be/b4w_OHpSNNw Alan Imberman https://youtu.be/UD9lYhkfA6U — TIMESTAMPS: 0:00 Erin Callan: Lehman's CFO Set up to Fail 5:48 Steve Isom: broadcaster vs. team captain 9:37 Be in rhythm with the business 11:15 Sponsors — Anrok | RightRev | Pulley 14:07 Jake Kornreich: title vs. impact 18:23 Get into the room where decisions are made 22:08 Sponsors — Rillet | Maximor | Brex 25:23 Dan Betts: don't church it up 27:11 The higher up you go, the simpler it gets 29:04 Dan Betts: the many faces of EBITDA 30:39 Understand what success means to them 32:07 Jake Kornreich: the $5M budget bust 33:04 Bad news travels fast 35:01 Alan Imberman: the $100K coffee tab 38:15 ROI on perks 40:25 Alan Imberman: long-term vs. short-term investors 43:28 Would you take the Lehman job? 45:44 Credits #RunTheNumbersPodcast #CFO #FinanceLeadership #StartupGrowth #FinanceHistory

    • Transcript
  • July 2 · 39 min

    How Finance Teams Are Actually Using AI | Opendoor, Datadog, PwC

    In this episode of Run the Numbers, CJ goes live from Rillet Recon with Dana Decker (VP of Finance at Opendoor), AJ Ljubich (SVP, FP&A at Datadog), and Micah Richard (Principal, AI at PwC) to unpack how finance teams are actually using AI. — SPONSORS: Brex is an intelligent finance platform with AI-powered agents that capture expenses automatically, enforce policy before the spend happens, and close your books in minutes instead of weeks. 35,000+ companies like OpenAI, Coinbase, Anthropic, and DoorDash already run on Brex. It's time to get Brex AF. Learn more at https://www.brex.com/metrics Anrok is the sales tax platform that watches your exposure everywhere, automates compliance, and flags risk before it turns into a surprise back-tax letter from a state you've never set foot in. Companies like Anthropic, Notion, and Vanta already trust Anrok to stay ahead of rules that move faster than any spreadsheet can. Talk to a sales tax expert for a personalized exposure estimate at https://www.anrok.com/rtn RightRev is an automated revenue recognition platform that lets your product team ship new pricing without asking finance for permission, and your sales team close deals without creating downstream chaos. Check out their free tool at calculator.rightrev.com It scores your rev rec process, shows what's exposing you to risk, and tells you exactly where to focus before it bites you in the rear end. Check it out at https://calculator.rightrev.com Pulley is an equity management platform that lets you issue options, model dilution, and complete 409As without your cap table turning into a spreadsheet disaster. Founders raising, hiring, and scaling use Pulley to keep equity clean and stay focused on building. Learn more or request a demo at https://pulley.com/mostlymetrics Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj Maximor is an autonomous finance platform that runs order-to-cash, procure-to-pay, the close, cash management, and reporting on self-learning agents instead of a dozen disconnected tools. One PE-backed customer cut their close in half, took audit findings from seven to zero, and cut back-office costs by 70% in six months. You pay for outcomes, not seats. See it at https://www.maximor.ai/ — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN Guests: https://www.linkedin.com/in/aj-ljubich-cfa-727ab912/ https://www.linkedin.com/in/dana-decker/ https://www.linkedin.com/in/micah-richard-64a53238/ Companies: https://www.datadoghq.com/ https://www.opendoor.com/ https://www.pwc.com/ CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — TIMESTAMPS: 0:00 Preview and Intro 2:27 Panel intros: AJ, Micah, Dana 4:00 FP&A a year ago vs. today 6:45 Opendoor: default-to-AI company 7:40 Leadership being in the weeds 8:30 Building a daily P&L view with Claude 9:39 Sponsors — Brex | Anrok | RightRev 12:38 Forecasting at Datadog: consumption model 14:20 AI picks up seasonality, misses customer context 15:10 Semantic layer and blessed queries 16:35 Self-serve data: how far can you go? 20:10 Best-in-class adoption: build over buy 20:23 Sponsors — Pulley | Rillet | Maximor 23:30 Does a 2-year head start matter? 24:10 Build vs. buy criteria haven't changed 25:10 Evaluating vendor roadmaps 26:20 Procurement shifting toward build 28:00 Data access controls and RBAC 31:00 Token usage: haves and have-nots 32:50 Encouraging tokens across the org 34:40 ROI metrics haven't changed 35:45 90-day advice: just start 36:55 Leadership has to pull the red tape 38:05 Get the data right first 39:07 Credits

    • Transcript
  • June 25 · 43 min

    Lime’s S-1 Breakdown: The $1.8B Scooter IPO

    In this episode of Run the Numbers, CJ breaks down Lime’s S-1 as the scooter company heads toward the public markets. He gets into the $1.8B valuation, Wayne Ting’s turnaround playbook, Lime’s unit economics, the post-Covid recovery, and the debt wall that may be forcing the IPO window open. — SPONSORS: SpendHound cuts your SaaS and AI spend by up to 30% using real pricing benchmarks across 10,000 vendors, so you always know what fair pricing looks like before your next renewal. Rated #1 on G2 in SaaS spend management, it's free forever for teams up to 1,000 employees. Sign up by June 12th and get $500 just for getting started. Go to https://www.spendhound.com/cj Brex is an intelligent finance platform with AI-powered agents that capture expenses automatically, enforce policy before the spend happens, and close your books in minutes instead of weeks. 35,000+ companies like OpenAI, Coinbase, Anthropic, and DoorDash already run on Brex. It's time to get Brex AF. Learn more at https://www.brex.com/metrics Aleph is a modern FP&A platform built for teams that want more than another planning tool. By connecting your ERP, CRM, and other systems into one trusted data layer with AI workflows, Aleph helps you move faster with real-time insights. Get a personalized demo at https://www.getaleph.com/run RightRev is an automated revenue recognition platform that lets your product team ship new pricing without asking finance for permission, and your sales team close deals without creating downstream chaos. Check out their free tool at calculator.rightrev.com It scores your rev rec process, shows what's exposing you to risk, and tells you exactly where to focus before it bites you in the rear end. Check it out at https://calculator.rightrev.com Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj EY has been part of Silicon Valley since it was just a valley, helping the most successful names in tech go from startup to exit to megacap. With teams across strategy, tax, audit, and transactions, EY helps you get your financials right early, long before your investors start asking for it. You build the next big thing, and EY will help you build it right. Learn more at https://www.ey.com/techstartups — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — RELATED EPISODES: SpaceX S1 Breakdown https://youtu.be/AARjbTO8FKo — TIMESTAMPS: 0:00 Intro 1:48 What Lime does 2:47 Phoenix rising from the ashes 3:53 Revenue: $887M, 29% growth 6:38 Gross margin and the depreciation trick 7:53 Adjusted EBITDA: $218M, up 42% 8:27 Why the net loss got bigger 9:54 Sponsors — SpendHound | Brex | Aleph 13:08 Revenue per vehicle per day 13:42 Marketing: only 2% of revenue 14:01 Subscription mix: 28% and rising 14:25 The debt: $821M but most converts 15:37 The turnaround story 16:42 What Wayne found taking over 17:31 The three numbers he locked in on 18:05 The warehouse overhaul 19:31 Sponsors — RightRev | Rillet | EY 22:33 The debt deep dive 23:20 Why the net loss widened 24:27 Post-IPO: nearly debt free 25:07 Why more scooters make each scooter worth more 28:43 How a scooter pays for itself 30:43 The swappable battery 32:39 Is this a real moat? 34:14 Red flag 1: going concern 35:11 Red flag 2: depreciation change before IPO 36:11 Red flag 3: permits can disappear 36:32 Red flag 4: Uber is everything 37:24 Red flag 5: vehicles catch fire 37:56 Valuation: under 2x revenue 39:55 Comps: between Lyft and Uber 40:55 Bull vs. bear 41:52 Legal name is Neutron Holdings 42:47 Credits

  • June 22 · 44 min

    How Confluent’s CFO Runs Planning, Pricing, and Prioritization

    On this episode of Run the Numbers, CJ sits down with Confluent CFO Rohan Sivaram to talk goal setting, prioritization, consumption-based pricing, hybrid zero-based budgeting, and the frameworks finance leaders use to scale companies. Rohan shares why he carries his 12-month goals with him, how he evaluates opportunities through TAM, technology, and team, and why usage-based pricing changes the entire operating model. — SPONSORS: EY has been part of Silicon Valley since it was just a valley, helping the most successful names in tech go from startup to exit to megacap. With teams across strategy, tax, audit, and transactions, EY helps you get your financials right early, long before your investors start asking for it. You build the next big thing, and EY will help you build it right. Learn more at https://www.ey.com/techstartups SpendHound cuts your SaaS and AI spend by up to 30% using real pricing benchmarks across 10,000 vendors, so you always know what fair pricing looks like before your next renewal. Rated #1 on G2 in SaaS spend management, it's free forever for teams up to 1,000 employees. Sign up by June 12th and get $500 just for getting started. Go to https://www.spendhound.com/cj Brex is an intelligent finance platform with AI-powered agents that capture expenses automatically, enforce policy before the spend happens, and close your books in minutes instead of weeks. 35,000+ companies like OpenAI, Coinbase, Anthropic, and DoorDash already run on Brex. It's time to get Brex AF. Learn more at https://www.brex.com/metrics Aleph is a modern FP&A platform built for teams that want more than another planning tool. By connecting your ERP, CRM, and other systems into one trusted data layer with AI workflows, Aleph helps you move faster with real-time insights. Get a personalized demo at https://www.getaleph.com/run RightRev is an automated revenue recognition platform that lets your product team ship new pricing without asking finance for permission, and your sales team close deals without creating downstream chaos. Check out their free tool at calculator.rightrev.com It scores your rev rec process, shows what's exposing you to risk, and tells you exactly where to focus before it bites you in the rear end. Check it out at https://calculator.rightrev.com Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN Guest: https://www.linkedin.com/in/rohan-sivaram-69007b7/ Company: https://www.confluent.io/ CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — RELATED EPISODES: A CFO Explains Marketplaces https://youtu.be/LpbH9GpBrSY — TIMESTAMPS: 0:00 Preview and Intro 2:26 Writing down 12-month goals and carrying them 6:33 Rule of 168: 168 hours a week 7:36 Delegation and calendar management 9:25 Learning to say no: cultural shift 11:32 Sponsors — EY | SpendHound | Brex 14:29 Joining Confluent: the state of the company 16:57 Building blocks of a budgeting process 19:46 Execute, learn, adapt 21:59 Healthy tension in the planning cycle 22:26 Sponsors — Aleph | RightRev | Rillet 25:46 What is hybrid zero-based budgeting? 30:37 Moving from subscription to consumption pricing 32:22 Why this was a one-way door 33:56 New metrics required in a consumption business 35:28 Evaluating job opportunities: the three T's 37:39 Networking and reciprocity 39:54 Lightning round 40:04 Screwed up: free cash flow sign error 42:03 Advice to younger self: take more risks 42:38 Finance software stack 43:00 AI tools the team has built 43:44 Credits

  • June 18 · 38 min

    Salesforce Paid $2.1 Billion for His Company: Meet the CFO Who Made it Happen

    In this episode of Run the Numbers, CJ sits down with Jake Kornreich, CFO of CoLab and former CFO of Own, live from the New York Stock Exchange. Jake breaks down the six-part framework behind Own’s $2.1B sale to Salesforce, why “control your destiny” matters, how CFOs should think about IPO readiness, board communication, share price theater, and why great finance leaders operate beyond the spreadsheet. — SPONSORS: Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj EY has been part of Silicon Valley since it was just a valley, helping the most successful names in tech go from startup to exit to megacap. With teams across strategy, tax, audit, and transactions, EY helps you get your financials right early, long before your investors start asking for it. You build the next big thing, and EY will help you build it right. Learn more at https://www.ey.com/techstartups SpendHound cuts your SaaS and AI spend by up to 30% using real pricing benchmarks across 10,000 vendors, so you always know what fair pricing looks like before your next renewal. Rated #1 on G2 in SaaS spend management, it's free forever for teams up to 1,000 employees. Sign up by June 12th and get $500 just for getting started. Go to https://www.spendhound.com/cj Brex is an intelligent finance platform with AI-powered agents that capture expenses automatically, enforce policy before the spend happens, and close your books in minutes instead of weeks. 35,000+ companies like OpenAI, Coinbase, Anthropic, and DoorDash already run on Brex. It's time to get Brex AF. Learn more at https://www.brex.com/metrics Aleph is a modern FP&A platform built for teams that want more than another planning tool. By connecting your ERP, CRM, and other systems into one trusted data layer with AI workflows, Aleph helps you move faster with real-time insights. Get a personalized demo at https://www.getaleph.com/run RightRev is an automated revenue recognition platform that lets your product team ship new pricing without asking finance for permission, and your sales team close deals without creating downstream chaos. Check out their free tool at calculator.rightrev.com It scores your rev rec process, shows what's exposing you to risk, and tells you exactly where to focus before it bites you in the rear end. Check it out at https://calculator.rightrev.com — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN Guest: https://www.linkedin.com/in/jake-kornreich/ Company: https://www.colabsoftware.com/ CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com TIMESTAMPS: 0:00 Preview and Intro 2:20 First stock 3:28 Benefits of going public today 5:42 Come-up: chief of staff to CFO 6:31 Running HR like a sales org 8:32 Control your destiny 9:24 Synergies with Salesforce 10:09 Sponsors — Rillet | EY | SpendHound 13:10 Do your own ROI due diligence 14:40 Share price equals entertainment 16:26 Disciplined execution 17:45 Performance, not stories 19:24 Activist investors and the acquirer's board 20:13 Write the memo for the other side 20:45 Sponsors — Brex | Aleph | RightRev 24:02 Triangulate your way to success 25:18 Your board takes snapshots, you run the movie 26:21 Knowing when to sell 27:16 Valuation limits your exit options 27:38 Stakeholder comms during the acquisition 29:58 CFO as operator, not just function 31:31 What is CoLab? 32:09 Why Jake joined post-Series C 33:50 Personal product market fit for CFOs 35:27 Lightning round 35:42 Screwed up: $5M budget error 36:17 Advice to younger self 36:41 Finance software stack 37:34 Culture of expense discipline 38:22 Credits

  • June 15 · 40 min

    SoundCloud CFO Dan Bettes on Marketplace Liquidity, Music, and Forecasting

    In this episode of Run the Numbers, CJ sits down with Dan Bettes, CFO of SoundCloud, at the New York Stock Exchange. Dan breaks down how SoundCloud operates as a two-sided music marketplace, how he thinks about liquidity between fans and creators, and why great finance leaders need to make forecasting feel owned by the business — SPONSORS: Aleph is a modern FP&A platform built for teams that want more than another planning tool. By connecting your ERP, CRM, and other systems into one trusted data layer with AI workflows, Aleph helps you move faster with real-time insights. Get a personalized demo at https://www.getaleph.com/run RightRev is an automated revenue recognition platform that lets your product team ship new pricing without asking finance for permission, and your sales team close deals without creating downstream chaos. Check out their free tool at calculator.rightrev.com It scores your rev rec process, shows what's exposing you to risk, and tells you exactly where to focus before it bites you in the rear end. Check it out at https://calculator.rightrev.com Rillet is an AI-native ERP built for modern finance teams that want to replace NetSuite and close faster. With revenue recognition, close management, multi-entity support, and native Stripe and Salesforce integrations, Rillet helps scaling companies run their finance stack in one place. Hundreds of teams, including Windsurf and Mercor, use Rillet to make the zero-day close real. Book a demo at https://www.rillet.com/cj EY has been part of Silicon Valley since it was just a valley, helping the most successful names in tech go from startup to exit to megacap. With teams across strategy, tax, audit, and transactions, EY helps you get your financials right early, long before your investors start asking for it. You build the next big thing, and EY will help you build it right. Learn more at https://www.ey.com/techstartups SpendHound cuts your SaaS and AI spend by up to 30% using real pricing benchmarks across 10,000 vendors, so you always know what fair pricing looks like before your next renewal. Rated #1 on G2 in SaaS spend management, it's free forever for teams up to 1,000 employees. Sign up by June 12th and get $500 just for getting started. Go to https://www.spendhound.com/cj Brex is an intelligent finance platform with AI-powered agents that capture expenses automatically, enforce policy before the spend happens, and close your books in minutes instead of weeks. 35,000+ companies like OpenAI, Coinbase, Anthropic, and DoorDash already run on Brex. It's time to get Brex AF. Learn more at https://www.brex.com/metrics — LINKS: Mostly Talent: https://mostlymetrics.typeform.com/to/cLTxtAsN Guest: https://www.linkedin.com/in/danielbettes/ Company: https://soundcloud.com/ CJ: https://www.linkedin.com/in/cj-gustafson-13140948/ Mostly metrics: https://www.mostlymetrics.com — TIMESTAMPS: 0:00 Preview and Intro 2:17 First stock: a Vanguard index fund 3:13 Most memorable IPO: Groupon 4:54 Benefits of going public have changed 5:47 SoundCloud and the music industry 7:21 Three eras: physical, streaming, creator platform 8:49 Streaming unbundled the album 10:03 Artists don't need labels anymore 11:40 Sponsors — Aleph | RightRev | Rillet 15:00 SoundCloud's two-sided business model 16:23 Touring replaced the album 17:17 First metric every morning: net adds 18:31 DAU vs. MAU: it's a funnel 19:14 Viral moments and exogenous pops 20:10 LTV and the subscription funnel 21:38 Sponsors — EY | SpendHound | Brex 24:35 Tops-down vs. bottoms-up: reconcile both 26:21 Revenue is an output 27:45 Handling forecast deviation 29:24 How often to reforecast 30:23 The final boss: indirect cash flow statement 33:09 Cash vs. EBITDA fluency 35:04 Plain English and the power of reps 36:52 Tailor the message to the audience 37:45 Lightning round 37:45 Screwed up: miscounted corn at a banquet 38:41 Lean into discomfort 39:55 Craziest expense: a post-flight massage 40:17 Credits

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