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Outbound Squad

This sales podcast is for B2B reps and sales teams who want to turn complete strangers into paying customers. Join me (you can call me JBay) as I interview sales experts, leaders, and top-performing reps to learn the stories, secrets, and skills of the world’s most successful sales professionals.

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22 episodes
weekly
Avg 1 hr 4 min
English

Episodes 22

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Monday · 1 hr 6 min
Building an AI-native sales motion with Heath Barnett
In this episode, ⁠Jason⁠ and ⁠Heath Barnett⁠, formerly of Mixmax, talk about why PLG and product-led sales aren't the same thing
August 31 · 1 hr 12 min
Tackling new territories, multi-threading, and more with Krysten Conner
In this episode, Jason and ⁠Krysten Conner⁠, sales coach at ⁠krystenconner.com⁠, talk about the where-we-win report every new AE should run
August 24 · 1 hr 11 min
The Too Good To Ignore Outbound Methodology
In this episode, ⁠Jason⁠, ⁠Clara Johnson⁠, and ⁠Amanda Long⁠ from ⁠Outbound Squad⁠, talk about why outbound needs its own methodology
August 17 · 1 hr 6 min
Meet Amanda Long, our newest Pipeline Consultant
In this episode, Jason and Amanda Long from Outbound Squad, talk about the daily practice ritual that took her to the top of the leaderboard, how she made it impossible for her manager not to promote her, and how to nail your first front-line leadership role. Check out more free content and get help with outbound at ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://outboundsquad.com.⁠
August 10 · 1 hr 6 min
VP of Revenue at AdRoll on empathy, accountability, pipegen, and more
In this episode, Jason and ⁠Mark Haas⁠ from ⁠AdRoll⁠, talk about why the top rep is often the worst first-time manager
August 3 · 1 hr 21 min
Founding AE at 30 Minutes To President’s Club, Alex Murphy
In this episode, Jason and ⁠Alex Murphy⁠ from ⁠30 Minutes to President's Club⁠, talk about cold calling without the telemarketer feel
July 27 · 1 hr 12 min
CRO of Orum on AI, cold calling, and the future of SaaS
In this episode, Jason and ⁠John Eitel⁠ from ⁠Orum⁠, talk about why top sales teams admit they haven't cracked AI
July 20 · 1 hr 6 min
Scaling Rippling’s 400+ BDR org with Ashley Kelly
In this episode, Jason and ⁠Ashley Kelly⁠ from ⁠Rippling⁠, talk about how Rippling scaled from 40 to 400 BDRs in under four years
July 13 · 1 hr
From rep to manager to leading global enablement at Shopify with Siobhan Sweeney
In this episode, Jason and ⁠Siobhan Sweeney⁠, formerly of ⁠Shopify⁠, talk about her journey from door-to-door sales rep in New York City to first-time sales leader
July 6 · 44 min
Too Good To Ignore
In this episode, Jason guests on ⁠The Revenue Insiders⁠ to talk about ⁠Outbound Squad⁠'s Too Good To Ignore framework
June 29 · 50 min
Tito Bohrt on building a world-class sales development org
In this episode, Jason and ⁠Tito Bohrt⁠ from ⁠AltiSales⁠, talk about his 4-part framework for building and diagnosing sales orgs
June 22 · 56 min
Motive CRO on moving up-market and leading an org of 3,000+
In this episode, Jason and ⁠Adam Block⁠ from ⁠Motive⁠, talk about why they made the move up market
June 15 · 54 min
World-class enablement, AE self-sourcing, and onboarding
In this episode, Jason and ⁠Mitch Thomas⁠ from ⁠Brooksource⁠, talk about how to position enablement as a true sales partner
June 8 · 1 hr 8 min
From rep at ADP to CRO at Houzz with Tara Di-Cristo-Schmitt
In this episode, Jason and Tara Di-Cristo-Schmitt from Houzz, talk about her journey from rep at ADP to CRO
June 1 · 59 min
Scaling unconventional outbound with Sr Dir of Sales Development at Rippling
In this episode, Jason and ⁠Ken Amar⁠ from ⁠Rippling⁠, talk about how he booked meetings at a 41% rate as an SDR
May 25 · 57 min
“Our BDR booked 7 meetings yesterday” with Paul Salamanca
In this episode, Jason and ⁠Paul Salamanca⁠ from ⁠Cymon AI⁠, talk about how his BDR booked 7 meetings in a single day.
May 19 · 1 hr 6 min
Leading teams at Google, Apple, Amazon, Gong, Yelp, and more
In this episode, Jason and ⁠Miram Ebrahim⁠ from ⁠Nomix Group⁠, talk about creative plays that land meetings
May 12 · 1 hr 4 min
Armand Farrokh on building an outbound machine + creative ways to build pipeline
In this episode, Jason and Armand Farrokh from 30 Minutes to President's Club talk about turning around an SDR team fast
May 5 · 55 min
State of Outbound (Guest appearance on Mike Weinberg's podcast)
Jason was a guest on The Sales Management. Simplified. Podcast hosted by Mike Weinberg.
April 30 · 2 hr 44 min
Outbound Masterclass: The ultimate guide to building qualified pipeline in 2026 (Full Course)
The Outbound Masterclass is a free, 3-hour course covering the complete methodology we've used to train 20,000+ reps at companies like Shopify, Gong, Zoom, Rippling, and iHeartMedia.

Showing 1–20 of 22 episodes