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Weiss Advice

Yonah Weiss

Learning from the Best in Real Estate Business and Beyond. I love talking to successful people, and asking them for advice and tips on business and life. I'm very blessed to have an amazing network. They say your Network is your Net Worth, and it's true. If you want to learn more from these successful people, listen in. Learn more at www.yonahweiss.com

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  • 20 episodes
  • Avg 33 min
  • English

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  • September 10 · 36 min

    “Be a Cat When Everybody’s a Dog”: How Mike Preshman Built a 220-Unit Portfolio

    Send us Fan Mail Mike Preshman didn’t start out planning to build a 220-unit multifamily portfolio. With a background in computer science and tech entrepreneurship, his entry into real estate began almost accidentally—with a vacation home on Cape Cod. That first property opened his eyes to the income potential of real estate. He added more vacation rentals before realizing that the model was difficult to scale. Over the next decade, Mike shifted toward multifamily properties throughout Greater Boston and the Northeast, ultimately building his portfolio without bringing in outside equity investors. In this episode of Weiss Advice, Mike explains why his strategy has centered on cash flow, downside protection, and owning assets that can be held for the long term rather than relying on appreciation and a future sale. He also shares the contrarian philosophy behind his investing: “Be a cat when everybody’s a dog.” When investors pile into the hottest markets and strategies, Mike would rather look for opportunities others are overlooking. The conversation goes beyond real estate into decision-making, masterminds, poker, asymmetric risk, and why successful investing requires being comfortable making decisions when the outcome is uncertain. Mike also explains how his definition of success has evolved—and why building wealth today is increasingly tied to a much bigger mission. Timestamps 00:52 – Mike’s journey from tech entrepreneur to real estate investor 01:56 – The accidental vacation rental that started everything 07:15 – Why Mike wants “generational assets” instead of playing real estate “hot potato” 12:19 – “Be a cat when everybody’s a dog”: Mike’s contrarian investing philosophy 15:00 – Masterminds, surrounding yourself with growth-minded people, and avoiding shiny objects 19:51 – What poker taught Mike about investing and decision-making under uncertainty 21:55 – Avoiding paralysis by analysis and taking risks that won’t wipe you out 27:17 – Asymmetric risk: protecting the downside while preserving the upside 30:45 – What success means to Mike today 32:49 – The ambitious lifetime giving goal that became Mike’s North Star Mike’s story is a reminder that building wealth doesn’t necessarily require following the hottest market, raising large amounts of outside capital, or constantly selling assets. Sometimes the bigger opportunity comes from thinking independently, protecting the downside, and building something you’re comfortable owning for decades. Connect with Mike: https://www.linkedin.com/in/mike-preshman-4347a31/ LEAVE A 5-STAR REVIEW by clicking this link. WHERE CAN I LEARN MORE? Be sure to follow me on the below platforms: Subscribe to the podcast on Apple, Spotify, Google, or Stitcher. LinkedIn Youtube Exclusive Facebook Group www.yonahweiss.com None of this could be possible without the awesome team at Buzzsprout. They make it easy to get your show listed on every major podcast platform. Support the show Support the show

  • March 17 · 40 min

    The Power of Content in CRE: Fly Jamerson on Social Media, Storytelling, and Standing Out

    Send us Fan Mail In this episode of Weiss Advice, we sit down with Fly Jamerson, a commercial real estate marketing strategist known for her creative approach to social media and storytelling in CRE. Fly shares how she transitioned from a 15-year career in theater, film, and academia into the world of commercial real estate marketing—and how content creation helped her build relationships across the industry. Fly discusses the power of authentic online engagement, the story behind her viral video series “Cold Calling Cold Callers,” and why social media is becoming one of the most powerful networking tools in commercial real estate today. Through candid stories and practical insights, this conversation explores how creativity, curiosity, and consistency can open unexpected doors in business. Key Topics & Timestamps 00:03 – Introduction and why Fly Jamerson is a longtime listener of the show 02:14 – Fly’s unconventional path from theater, film, and academia into commercial real estate marketing 05:47 – The origin story behind the Cold Calling Cold Callers video series 15:31 – How social media creates real relationships and opportunities in CRE 25:56 – Turning everyday brokerage activities into compelling content 31:16 – Overcoming fear of public speaking and cold calling through content creation 38:05 – Advice for professionals trying to build a presence on social media in CRE About the Guest Fly Jamerson is a commercial real estate marketing strategist specializing in social media, storytelling, and digital media. She works with MoVO Media Marketing, where she co-hosts Social Surge, a bi-weekly live show focused on social media in commercial real estate. Fly is active in the CREi and ICSC communities and is widely recognized for her video series Cold Calling Cold Callers, where she features candid conversations with CRE professionals across the industry. Connect with Fly: LinkedIn: https://www.linkedin.com/in/flyjamerson Instagram: https://www.instagram.com/hey_itsfly X (Twitter): https://x.com/hey_itsfly Support the show

  • March 11 · 39 min

    From the Military to $150M in Multifamily: Rey’s Playbook for Passive Investing

    Send us Fan Mail In this episode of Weiss Advice, Yonah Weiss sits down with Rey, a former U.S. military officer turned multifamily real estate investor and fund manager. Since entering the space in 2016 and retiring from the Armed Forces in 2019, Rey has helped lead acquisitions of over $150 million in multifamily assets. Rey is the Co-Founder and Senior Managing Principal of Stressless Capital Fund, a customizable real estate investment fund focused on helping investors participate in multifamily opportunities. He is also the bestselling author of “BLUF: The Bottom Line Up Front,” a guide designed to help passive investors better understand multifamily investing. In this conversation, Rey shares how his military training shaped his investment philosophy, why he started as a passive investor before becoming a sponsor, and the critical lessons he learned raising capital and navigating changing market conditions. Whether you're an experienced investor or someone curious about passive real estate investing, this episode breaks down the mindset, discipline, and strategy needed to succeed in multifamily real estate. Key Topics & Timestamps 00:00 – Introduction Yonah welcomes Rey to the show and introduces his background in multifamily investing and military service. 01:14 – Military Beginnings Rey shares how joining the military at 17 shaped his discipline, leadership skills, and long-term career path. 04:43 – Learning the Business Through Passive Investing Before leading deals himself, Rey invested as a limited partner (LP) to understand multifamily syndications and how deals are structured. 06:07 – Raising Capital and Stewardship of Investors Rey explains the responsibility that comes with managing investor capital and the importance of trust in syndications. 08:32 – Market Shifts and Interest Rate Changes How rising interest rates changed the multifamily landscape and how experienced investors adapt to new market conditions. 38:15 – What “Passive Income” Really Means Rey breaks down common misconceptions about passive income and how investors should think about long-term wealth building. 40:40 – Where to Connect with Rey Rey shares how listeners can learn more about his investing approach, consulting, and his book BLUF: The Bottom Line Up Front. Connect with Rey here: https://ismaelreyreyes.com/link-in-bio/ Support the show

  • February 18 · 34 min

    Married to Real Estate: How Linda Holtz Scaled from W2 to Multifamily

    Send us Fan Mail In this episode of Weiss Advice, Yonah Weiss sits down with Linda Holtz, multifamily investor, property management expert, and co-founder of M2RE (Married to Real Estate). Originally from France, Linda moved to the United States in 2012 with two suitcases and a dream. What started with door-to-door sales in New York City turned into a decade-long career in property management, eventually leading her and her husband into multifamily investing. This conversation dives into the real journey behind scaling in real estate: the grit, the networking, the mistakes, and the long-term vision required to build generational wealth. 🔎 What You’ll Learn: Why Linda credits door-to-door sales for building her entrepreneurial resilience How starting in property management gave her the confidence to invest The truth about scaling from small multifamily to larger syndications Why networking consistently beats underwriting hundreds of deals The philosophy behind holding real estate long-term vs. value-add flips How social media and authentic content transformed her business Why “Save the Chat” might be the most underrated networking advice ⏱️ Key Timestamps 00:49 – From France to NYC: How door-to-door sales built grit and discipline 02:11 – Falling into property management and discovering real estate 05:00 – House hacking a Chicago triplex and becoming landlords during COVID 09:07 – Why networking and masterminds accelerated their multifamily journey 11:09 – Finding partners vs. chasing 100 deals a month 16:34 – How LinkedIn and consistent content changed Linda’s business 21:41 – “If you own real estate, never let it go” — lessons learned from selling 22:00 – Reconciling short-term syndication models with long-term wealth building 27:19 – The vision behind “Save the Chat” and building real relationships 32:02 – The Millionaire Next Door and redefining what wealth actually looks like 33:18 – What success truly means: choosing how you spend your time Linda’s story is a powerful reminder that you don’t need to quit your W2 overnight to build wealth. Confidence compounds. Relationships compound. Real estate compounds. And if there’s one takeaway from this episode, it’s this: The magic isn’t just in the deal. It’s in the consistency. Connect with Linda: @M2RETX on Instagram Married To Real Estate on Facebook LinkedIn https://www.linkedin.com/in/linda-holtz-1493495a/ Support the show

  • February 2 · 36 min

    Why Investment Experience Matters in Brokerage: Faraz Cheema’s CRE Playbook

    Send us Fan Mail In this episode of Weiss Advice, host Yonah Weiss sits down with Faraz Cheema, SIOR, CCIM, a Manhattan office specialist at BKREA, to unpack what it really means to understand commercial real estate from the inside out. Faraz shares his journey from growing up around a family office to working as a financial analyst and asset manager, and how that foundation shapes the way he approaches brokerage today. With deep experience across hospitality, retail, multifamily, and now office, Faraz explains why investors value advisors who truly understand the numbers, operations, and long-term strategy behind every deal. The conversation dives into the realities of the Manhattan office market, how capital thinks in today’s environment, and why credibility is built through experience, not just transactions. Episode Highlights 01:00 – Welcome to Weiss Advice and Faraz’s return to the conversation after a social media hiatus 02:15 – Faraz’s background in commercial real estate and growing up in a family office environment 04:30 – Limited-service hospitality explained and early exposure to real asset operations 07:45 – Transitioning from analyst and asset manager to brokerage 12:30 – How investment experience changes the way brokers add value 18:10 – Insights into the Manhattan office market and current investor mindset 24:00 – Why designations like SIOR and CCIM matter in complex transactions 28:40 – Lessons learned from managing, owning, and now advising on real estate This episode is a must-listen for investors, operators, and brokers who want a clearer picture of how experience across ownership, analysis, and brokerage creates better outcomes in commercial real estate. Connect with Faraz https://www.linkedin.com/in/farazcheemacre/ https://x.com/FarazUCheemaCRE https://www.instagram.com/faraz.cheema.cre/ Support the show

  • January 22 · 28 min

    Shiny Objects, Hard Lessons & Scalable Wealth: Christina Kovacs’ Real Estate Evolution

    Send us Fan Mail In this episode of Weiss Advice, host Yonah Weiss sits down with real estate investor and broker Christina Kovacs to unpack her full journey through residential flips, short-term rentals, multifamily ownership, and asset management at scale. Christina shares how getting her hands dirty early in her career shaped her as an operator, why she ultimately pivoted away from single-asset investing, and the lessons she learned the hard way about property management, partner selection, and staying focused in one lane. They also dive into tenant management, underwriting realities in Class C assets, the power of LinkedIn as a business tool, and why Christina is now doubling down on multifamily and commercial brokerage heading into 2026. This is a must-listen for investors who want real, operator-level insight into what actually drives performance in multifamily deals. ⏱️ Episode Timestamps 00:01:30 – Christina’s early real estate journey and live-in flips 03:30 – Pivoting from single-family and STRs into multifamily 06:45 – Joint ventures vs syndications and building confidence as an operator 07:50 – Why property management can destroy a great deal 09:00 – The 42-question property manager vetting process 11:00 – Auditing ledgers, hidden expense creep, and CapEx tracking 16:15 – Tenant horror stories and inherited problems after acquisition 18:45 – Managing delinquency and underwriting reality in Class C assets 20:00 – How LinkedIn became a powerful networking and deal-making tool 22:20 – The “Final Four” questions: books, skills, failure, and success 26:30 – Transitioning into commercial real estate brokerage 28:15 – What success truly means to Christina today 🔑 Key Topics Covered Scaling from hands-on investing to multifamily operations Property management due diligence and accountability Asset management systems that protect investor returns Avoiding shiny object syndrome Leveraging LinkedIn for real business growth Building a long-term, focused investment strategy 🌐 Connect with Christina Learn more and connect with Christina at ChristinaKovacs.com www.linkedin.com/in/kovacsmultifamily facebook.com/christinakovacs8 instagram.com/christina_kovacs Support the show

  • January 13 · 31 min

    Faith, Fearlessness & Founding at 24: How Gabe Einhorn Is Building with Purpose

    Send us Fan Mail In this episode of Weiss Advice, host Yonah Weiss sits down with Gabe Einhorn, a 23-year-old entrepreneur building at the intersection of real estate, technology, and faith. Gabe shares his journey from capital markets into founding VryfID, a renter-first real estate tech platform designed to securely store and verify sensitive rental documents—solving one of the biggest pain points in competitive rental markets like New York City. With no prior tech background, Gabe breaks down how he assembled a team, learned the space, and turned a real-world problem into a scalable startup. The conversation also dives deep into Gabe’s faith-based clothing brand Prays, and the viral street interviews that unexpectedly transformed his confidence, personal growth, and connection to God. Gabe explains why he chose to speak openly about faith in professional spaces where it’s often discouraged—and how doing so has opened doors instead of closing them. Finally, Gabe reflects on entrepreneurship, cold calling, personal discipline, and what success truly means at an early stage of life and business. ⏱️ Key Timestamps 00:00 – 02:10 | Gabe’s background: capital markets, real estate finance & early career 02:50 – 06:00 | Launching Prays: faith, clothing, and viral street interviews 07:30 – 09:55 | Overcoming fear, confidence growth & approaching high-profile figures 10:50 – 14:00 | The problem with NYC rentals & the idea behind VryfID 14:00 – 17:30 | Renter fraud, document verification & landlord buy-in 18:45 – 20:10 | Balancing a startup with brokerage work & long-term vision 24:50 – 30:30 | Final Four questions: books, skills, success & mindset 🔗 Connect with Gabe Social: Gabe Einhorn (all major platforms) linkedin.com/in/gabe-einhorn-55b74822b https://www.instagram.com/praysstudios/ Faith Brand: Prays / Pray Studios Real Estate Tech: VryfID (VerifyID) Support the show

  • S1 · E446
    Dec 18, 2025 · 33 min

    Why Billionaires Love Private Credit (And You Should Too) with Dave Wolcott

    Send us Fan Mail What if the greatest investment you could make isn't in real estate, stocks, or even private credit—but in yourself? Dave Wolcott, former Marine officer turned alternative investment expert, shares how studying millionaires and billionaires led him to discover a holistic approach to wealth that goes far beyond your bank account. In this episode, Dave breaks down private credit (the hard money lending of the business world), explains why he focuses on just three asset classes, and reveals how investors are achieving 20%+ returns by cutting out the middlemen. [00:00 - 05:30] From Marines to Triplets: The Wake-Up Call Served as an officer in the Marine Corps, traveled the world including Israel Had triplets in 2000, quadrupling his family size overnight with an 18-month-old at home [05:31 - 09:25] The Six Forms of Capital: Beyond Financial Wealth The greatest investment is in yourself—not just the next deal Defines holistic wealth across six dimensions: financial, intellectual, spiritual, human, emotional, and social capital [09:26 - 15:05] Private Credit Explained: The Business World's Hard Money Lending Banks are tightening regulations, creating gaps in funding for growing small businesses Private credit fills the need for fast capital—think roofing companies with 3 years of backlogged work after hurricanes [15:06 - 20:05] How to Access Institutional-Quality Returns Pooling investor capital through a fund model to bring $10M+ to sponsors Gets the same terms as major institutions by working directly with sponsors (no middlemen) [20:06 - 25:10] The Three-Asset Strategy: Real Estate, Energy, and Private Credit Ultra-wealthy get really good at 1-3 asset classes for best due diligence and deal flow [25:11 - 31:00] Time Is the Real Asset Questions the accumulation theory: why defer taxes in a 401(k) when taxes will likely increase? [31:01 - 33:05] Final Four & How to Connect Connect with Dave: Website: https://holisticwealthstrategy.com (free book download) Podcast: Wealth Strategy Secrets of the Ultra Wealthy LEAVE A 5-STAR REVIEW by clicking this link. WHERE CAN I LEARN MORE? Be sure to follow me on the below platforms: Subscribe to the podcast on Apple, Spotify, Google, or Stitcher. LinkedIn Youtube Exclusive Facebook Group www.yonahweiss.com None of this could be possible without the awesome team at Buzzsprout. They make it easy to get your show listed on every major podcast platform. Key Quote: The real asset is time. Time is the asset. - Dave Wolcott Support the show

  • S1 · E445
    Nov 26, 2025 · 33 min

    Why Your Tenants Matter with Joe Rinderknecht

    Send us Fan Mail What if the key to successful multifamily investing isn't just about the numbers—but about the people living in your properties? Joe Rinderknecht, the cowboy-hat-wearing founder of Cowboy Capital, shares his unconventional path from shoveling manure on a Utah ranch to operating over 1,000 multifamily units. [01:40 - 06:15] From Ranch to Real Estate: Building on Grit Grew up ranching and breaking horses in northern Utah—learned that your word is your bond Father left the ranch for construction and cabinet making, taught Joe everything from concrete to framing [06:40 - 10:10] Trial by Fire: The 80-Unit Section 42 Property Asked for a property management job with zero experience—got thrown into an 80-unit low-income housing property Property had no manager for two weeks, with sky-high delinquency, vacancy, crime, drugs, and cockroaches [10:11 - 15:20] The Path to Becoming a Sponsor Never planned to stay in property management long-term—goal was always to learn and move on Admits being "unemployable" with a resume showing 6-8 month stints at various companies [16:35 - 23:35] Impact Investing: Making Every Dollar Matter Lost his brother (age 20) and grandmother in a 2013 car accident—nearly died himself Provides four types of support: capital, food, construction/home modifications, and mindset coaching [23:36 - 26:40] Why Treating Tenants Well Is Good Business Questions how slumlords succeed when they don't care about people's lives When tenants feel like a unit is their home, turnover drops, repairs decrease, delinquency falls [26:41 - 32:00] Rapid Growth and What's Next Bought 4 deals (419 units) since September 2024, currently under contract on 117 more units Believes there's a great buying opportunity in the next 10-24 months [26:45 - 32:55] Final Four & How to Connect Connect with Joe: Website: https://cowboycapital.us Email: Joe@CowboyCapital.us LinkedIn: Joe Rinderknecht Instagram: @joe_rinder LEAVE A 5-STAR REVIEW by clicking this link. WHERE CAN I LEARN MORE? Be sure to follow me on the below platforms: Subscribe to the podcast on Apple, Spotify, Google, or Stitcher. LinkedIn Youtube Exclusive Facebook Group www.yonahweiss.com None of this could be possible without the awesome team at Buzzsprout. They make it easy to get your show listed on every major podcast platform. Key Quote: "If you can get a tenant to feel like their unit is their home, your turnover goes down, your repairs and maintenance go down." - Joe Rinderknecht Support the show

  • S1 · E444
    Oct 28, 2025 · 32 min

    Is Your Business Stealing Your Joy with Amy Calandrino

    Send us Fan Mail Sometimes the best business decision is knowing when to let go. Amy Calandrino, founder of a commercial real estate brokerage, shares her journey from hammering in her own signs during the 2010 recession to building a team of nearly 10 advisors—and why she ultimately chose to close her firm to join Cushman & Wakefield. In this episode, Amy reveals the hidden costs of entrepreneurship, the importance of aligning your work with your values, and how she's redirecting her energy toward meaningful impact through her family foundation's financial literacy programs. [01:05 - 04:10] From Vermont to Orlando: Building a Career on Grit Started working full-time at age 13 and put herself through college debt-free Worked alongside her husband in a law office where she learned about commercial real estate [04:25 - 07:20] The Hidden Costs of Running a Brokerage Founded her brokerage in 2010 during the economic downturn with a shoestring budget Grew from solo founder to nearly 10 advisors by 2022 [07:21 - 11:45] Making the Leap: Consulting the Best in the Business Sought advice from industry leaders Sarah Malcolm, Allison Weiss, and Beth Azor Realized she could still be an entrepreneur without owning a brokerage [11:46 - 19:30] The Three-Month Transition and Its Unexpected Lessons Spent 90 days transitioning clients and wrapping up her brokerage Experienced grief despite making the right decision [19:31 - 27:15] Redirecting Energy: The Aspiring Entrepreneur Program Founded a family foundation with her husband to give back to the community Created an entrepreneurship program for elementary school students [27:20 - 31:50] Final Four & How to Connect Connect with Amy: LinkedIn: https://www.linkedin.com/in/amycalandrino/ Email: Amy.Calandrino@cushwake.com Book: "From Perfect to Real" (available on Amazon) LEAVE A 5-STAR REVIEW by clicking this link. WHERE CAN I LEARN MORE? Be sure to follow me on the below platforms: Subscribe to the podcast on Apple, Spotify, Google, or Stitcher. LinkedIn Youtube Exclusive Facebook Group www.yonahweiss.com None of this could be possible without the awesome team at Buzzsprout. They make it easy to get your show listed on every major podcast platform. Tweetable Quote: "Success to me is serving my clients in the best way possible and knowing each and every day that I've put forth the most amount of effort that I can. I never want to phone it in." - Amy Calandrino Support the show

  • S1 · E443
    Oct 20, 2025 · 30 min

    How To Work Less & Impact More with Divya Smith

    Send us Fan Mail What happens when a tech executive discovers she can beat her financial advisor's returns by 5%? Divya Smith, founder of Ascending Avenue, shares her journey from 20+ years in Fortune 500 leadership to managing $300M+ in multifamily assets while helping others achieve financial freedom without sacrificing family time. [00:00 - 07:00] From Corporate Technology to Real Estate Investing 20+ years in technology leadership and executive roles at Fortune 500 companies The unsettling realization that financial advisors didn't know as much as expected Testing her investment skills: 19% returns vs advisor's 14% (minus fees) How a LinkedIn connection who quit corporate for real estate sparked the transition [07:01 - 14:00] Learning from Single Family Rental Mistakes Managing one property with 5 tenants over 15 years - including police visits and drug issues Being $600 below market rent due to discomfort raising prices on struggling families [14:01 - 20:00] Building a Different Kind of Real Estate Business Currently managing 3 investments per year (down from 4 to avoid burnout) The importance of in-house property management and construction teams Creating community through quarterly events: pizza parties, Halloween celebrations, Easter hunts Why Class B multifamily became the sweet spot for investments [20:01 - 29:00] Final Four & The Real Goal of Financial Freedom Worst job: Asking for $9M in leftover funds for community initiatives - and being denied Paradigm-shifting book: "Atomic Habits" by James Clear (re-read annually) Skill to learn: Guitar (gifted 2 years ago, still waiting to be played) Success definition: Helping others define their own success and touching 10,000 lives through career coaching Connect with Divya: Website: https://www.ascendingavenue.com LinkedIn: https://www.linkedin.com/in/divyasmith/ Instagram: https://www.instagram.com/investwithdivya LEAVE A 5-STAR REVIEW by clicking this link. WHERE CAN I LEARN MORE? Be sure to follow me on the below platforms: Subscribe to the podcast on Apple, Spotify, Google, or Stitcher. LinkedIn Youtube Exclusive Facebook Group www.yonahweiss.com None of this could be possible without the awesome team at Buzzsprout. They make it easy to get your show listed on every major podcast platform. Key Quote: "The goal is not to quit your job. The goal is to do what you love to do." - Divya Smith Support the show

  • S1 · E442
    Sep 1, 2025 · 29 min

    Why I Left Hollywood for Real Estate with Michael Jacobs

    Send us Fan Mail What happens when a Hollywood producer trades movie sets for multifamily properties? Michael Jacobs, founder of Mar Vista Entertainment (sold to Fox Studios), shares his transition from 25 years in entertainment to building a vertically integrated real estate empire in Pittsburgh. [00:01 - 08:05] From Hollywood Producer to Real Estate Investor Built Mar Vista Entertainment from a 2003 business plan to Fox Studios acquisition Specialized in $5M-and-under movie production for Netflix, Disney Channel, Lifetime The decision to transition away from Hollywood's demanding travel schedule Started with three duplexes to test the rental market in Pittsburgh's Squirrel Hill [08:06 - 15:40] Building a Vertically Integrated Real Estate Business How frustration with general contractors led to building an in-house construction team The challenge of 100-year-old infrastructure: cast iron pipes, knob-and-tube wiring Expanding from rental properties to becoming one of Pittsburgh's premier design-build firms Why complete gut renovations became the standard approach for old housing stock [15:41 - 22:10] The "Singles and Doubles" Business Philosophy Why avoiding the pressure for home runs and grand slams builds sustainable businesses The danger of social media hype and "get rich quick" mentalities How to test, measure, and scale gradually while watching the numbers Balancing tenant satisfaction with property upgrades to reduce turnover [22:11 - 28:40] Final Four & Building for the Future Worst job: Cleaning motel rooms for $6/hour time-and-a-half on Sundays Paradigm-shifting book: "Buy Back Your Time" by Dan Martell Skill to learn: Guitar (joining the ranks of aspiring musical entrepreneurs) Success definition: Providing for family and keeping nine children and two grandchildren happy Connect with Michael: Website: https://marvistadb.com LinkedIn: Michael Jacobs LEAVE A 5-STAR REVIEW by clicking this link. WHERE CAN I LEARN MORE? Be sure to follow me on the below platforms: Subscribe to the podcast on Apple, Spotify, Google, or Stitcher. LinkedIn Youtube Exclusive Facebook Group www.yonahweiss.com None of this could be possible without the awesome team at Buzzsprout. They make it easy to get your show listed on every major podcast platform. Tweetable Quotes: "The numbers drive everything at the end of the day. " - Michael Jacobs Support the show

  • Aug 17, 2025 · 34 min

    Why Investors Follow People, Not Brands with Julia Anderson

    Send us Fan Mail What does it take to gain the trust of investors and build a business that thrives in such a relationship-driven industry? In this episode of Weiss Advice, Yonah speaks with Julia Anderson, founder of Capital Catalyst and fractional CMO, who shares her journey from managing restaurants to becoming a marketing leader in real estate syndication. Julia explains how her early hands-on business experience prepared her to help capital raisers build credibility, manage marketing systems, and create authentic connections with investors. She also discusses the pitfalls she sees when working with new clients, the importance of CRM systems, and why personal branding often outweighs company branding when raising capital. [00:01 - 07:30] From Restaurants to Real EstateKey Takeaways: How Julia transitioned from restaurant operations to real estate marketing. Why her early leadership roles shaped her confidence and skillset. The importance of seeing opportunity in unexpected industries. [07:31 - 14:00] Thrown Into the World of Multifamily What Julia learned at her first Best Ever Conference. How she began to understand multifamily syndication from the ground up. The significance of asking questions and staying curious in new industries. [14:01 - 21:30] Marketing Pitfalls and CRM Challenges Why CRMs often fail without proper customization. How messaging clarity impacts investor trust and action. The need to tailor marketing systems to both the business and its audience. [21:31 - 28:30] The Power of Personal Branding Why investors follow people, not just brands. How authenticity and storytelling build trust. What the significance of consistency is in social media and content creation. [28:31 - 34:47] Always Be Raising: Building Long-Term Systems Why raising capital isn’t an overnight process. How the right systems create sustainable investor relationships. The importance of preparation before a deal is on the table. Connect with Julia: LinkedIn: https://www.linkedin.com/in/andersonjulia/ LEAVE A 5-STAR REVIEW by clicking this link. WHERE CAN I LEARN MORE? Be sure to follow me on the platforms below: Subscribe to the podcast on Apple, Spotify, Google, or Stitcher. LinkedIn Youtube Exclusive Facebook Group www.yonahweiss.com None of this could be possible without the awesome team at Buzzsprout. They make it easy to get your show listed on every major podcast platform. Tweetable Quotes: “People follow a person. They don't follow a brand… So they need to know who you are as a person.” - Julia Anderson “The systems and the processes you build in a solid marketing foundation are what keep you from ever needing to scramble to raise capital quickly.” - Julia Anderson Support the show

  • #440
    Aug 10, 2025 · 37 min

    The Best Investment You Haven’t Heard Of (Yet) with Chris Hanson

    Send us Fan Mail What does it take to go from cash-advancing a credit card to building a vertically integrated, multi-state real estate empire? In this episode, Chris Hanson, the CEO and Founder of Hanson Capital Group, opens up about his real estate journey—from stumbling into trustee sales during the Great Recession to becoming a powerhouse in industrial real estate. He unpacks the lessons learned from losing deals, shutting down businesses, and redefining success beyond financial gains. He also reveals why small bay industrial is his top pick for 2025 and how he structures deals with a long-term vision and value creation in mind. [00:01 - 07:00] A Credit Card and a Craigslist Hustle Why starting small can lead to scalable success. The importance of offering value in a crowded market How service-based business models can sustain early investing mistakes. [07:20 - 14:24] When Apartments Clicked The significance of income-producing assets versus speculative flips. What can be learned from buying below market in a recession. The importance of persistence through uncertainty and fear. [14:25 - 21:41] Discovering Industrial: The Quiet Goldmine How triple net leases create stable, low-maintenance income streams. Why a 7-cap with a 4% cost of debt made more sense than chasing overheated multifamily deals. The need to adapt strategy based on macroeconomic shifts, not legacy bias. [21:42 - 28:19] Small Bay, Big Opportunity Why small bay industrial properties are in short supply and high demand. The significance of assembling smaller assets into institutional-grade portfolios. How last-mile logistics and population growth fuel tenant demand. [28:20 - 37:49] Negotiating with Purpose & Redefining Success How Chris applies high-level negotiation strategies to real estate deals. The importance of shifting from player to coach in leadership. Why success is now defined by impact, not income. Connect with Chris: Website: https://x.com/HansonCapital Facebook: https://www.facebook.com/carl.san12 LinkedIn: https://www.linkedin.com/in/chrishansonre/ LEAVE A 5-STAR REVIEW by clicking this link. WHERE CAN I LEARN MORE? Be sure to follow me on the platforms below: Subscribe to the podcast on Apple, Spotify, Google, or Stitcher. LinkedIn Youtube Exclusive Facebook Group www.yonahweiss.com None of this could be possible without the awesome team at Buzzsprout. They make it easy to get your show listed on every major podcast platform. Tweetable Quotes: "Success comes from... the ability to help others improve their situation." - Chris Hanson "If somebody else just lost $600K, I could lose the $70K... I hope I can figure this out." - Chris Hanson Support the show

  • #439
    Aug 6, 2025 · 35 min

    Why Lead Generation Is the Real Estate Skill That Changes Everything with Carl SanFilippo

    Send us Fan Mail Can one focused year of lead generation change your entire real estate career? In this episode, Carl SanFilippo, real estate broker, investor, and founder of a top-ranked RE/MAX franchise in New Jersey, shares how he went from a “dream job” he hated to building multiple businesses by mastering lead generation, distressed property niches, and scaling through smart investing. He dives into the transition from agent to investor, the power of REOs and short sales, and why patience and consistency matter more than flashy marketing. Carl also explains how he helps his agents build their long-term wealth through real estate investing. [00:01 - 07:35] The Sliding Door Moment Why Carl left his stable job to pursue real estate with zero clients or cash How he used a 0% credit card to survive his first year The importance of treating real estate like a full-time job from day one [07:36 - 14:58] Building a Niche in Distressed Properties How Carl built his business by targeting distressed property leads The significance of learning lead generation techniques that scale Why having a clear niche helps agents stand out in a crowded market [14:59 - 21:14] From Realtor to Investor What mindset shift helped Carl transition from flipping to holding Why buying even one property can become a wealth-building strategy The importance of scale in reducing investment risk [21:15 - 28:00] Coaching Agents to Think Like Investors Why Carl pushes agents to invest in real estate How being a real estate professional creates tax advantages What agents need to understand about marketing and data targeting [28:01 - 35:38] Data-Driven Growth & Expanding Into Commercial How Carl uses data to identify seller avatars and off-market deals What he looks for in a commercial property investment The importance of reputation and networking in deal flow Connect with Carl: Facebook: https://www.facebook.com/carl.san12 LinkedIn: https://www.instagram.com/carlsanfilippo/reels/ LEAVE A 5-STAR REVIEW by clicking this link. WHERE CAN I LEARN MORE? Be sure to follow me on the platforms below: Subscribe to the podcast on Apple, Spotify, Google, or Stitcher. LinkedIn Youtube Exclusive Facebook Group www.yonahweiss.com None of this could be possible without the awesome team at Buzzsprout. They make it easy to get your show listed on every major podcast platform. Tweetable Quotes: “At the end of the day, we are in the lead generation business... You could be the best realtor in the world, but if you have nobody to provide that to, it's worth nothing.” - Carl SanFilippo “There are opportunities for you as an agent... we live and breathe real estate every day, but when you're able to make that leap from agent to investor, your life changes.” - Carl SanFilippo Support the show

  • Jul 23, 2025 · 34 min

    From Software Revenue to Strategic Acquisitions with Morgan Ehrenzeller

    Send us Fan Mail How does a teenager go from flipping code and mining Bitcoin to owning over 600 real estate units—all before turning 30? In this episode, Morgan Ehrenzeller, a real estate investor who began his entrepreneurial journey at just 14, shares how his early ventures in software and cryptocurrency laid the groundwork for his transition into real estate, where he now owns hundreds of units across multiple states. His story is grounded in resourcefulness, persistence, and a hands-on understanding of construction from his upbringing. [00:01 - 07:36] From Coding to Bitcoin: The Early Hustle How Morgan’s frustration with PayPal led him to discover Bitcoin Why he started a software company at 14 and profited by 15 The importance of finding workarounds when traditional systems don’t support you [07:37 - 14:29] First Real Estate Deal at 17 How the decision to invest stemmed from observing wealthy individuals The significance of his construction background in evaluating properties What it meant to Morgan to secure his first duplex with only $5,000 [14:30 - 21:03] Scaling Without the Bank Why traditional banks rejected him and how that shaped his strategy How creative financing allowed him to bypass institutional limitations The importance of using past success to attract investor capital [21:04 – 28:20] Community as Strategy How he leverages mentorship groups for faster learning and connection Why starting a community helps with deal flow and boots-on-the-ground operations The need to align human capital, media, tech, and capital for business success [28:21 - 34:58] Giving Back and Building Legacy What drives Morgan to keep going despite financial security The importance of being around people who live the life you want Why working for free under the right mentor can be more valuable than a salary Connect with Morgan: LinkedIn: https://www.linkedin.com/in/morgan-ehrenzeller-7353651a5 Instagram: https://www.instagram.com/morganehrenzeller/?hl=en TikTok: https://www.tiktok.com/@morganehrenzeller LEAVE A 5-STAR REVIEW by clicking this link. WHERE CAN I LEARN MORE? Be sure to follow me on the below platforms: Subscribe to the podcast on Apple, Spotify, Google, or Stitcher. LinkedIn Youtube Exclusive Facebook Group www.yonahweiss.com None of this could be possible without the awesome team at Buzzsprout. They make it easy to get your show listed on every major podcast platform. Tweetable Quotes: “You have four levers in business: capital, human capital, media, and technology. If you can blend them, you’re really well positioned.” - Morgan Ehrenzeller “The more you learn, the more you earn. That stuck with me since my teenage years.” - Morgan Ehrenzeller Support the show

  • Jul 13, 2025 · 31 min

    How ADUs Are Reshaping Affordable Housing in California with Jonathan Mitchell

    Send us Fan Mail How can rethinking local zoning laws turn small residential lots into high-yield, multi-unit housing solutions? In this episode, Jonathan Mitchell, founder of ADU Pals, a real estate developer specializing in scalable, affordable housing solutions in San Diego, shares his journey from growing up in Section 8 housing to launching a solar company and ultimately becoming a real estate developer focused on Accessory Dwelling Units (ADUs). He breaks down how ADUs in San Diego have evolved from simple backyard structures to fully stacked multi-unit developments, and why that matters in a city with soaring housing costs. They discuss how city policy, construction know-how, and personal mission converge in Jonathan’s work, and what it takes to build profitably and responsibly in California. [00:01 - 06:24] Origins and Intentions How growing up on welfare in San Diego shaped his views on housing Why personal definition of success centers on using time wisely The significance of being a positive influence on future generations [06:25 - 12:43] From Solar to Structures How bootstrapping a solar company led to licenses in contracting Why learning on the job taught him about scaling and finance The importance of understanding margins over revenue [12:44 - 18:19] Redefining the ADU Model Why San Diego allows stacked ADUs that resemble multifamily buildings How zoning bonuses are tied to affordability through AMI The need to balance profit with policy in high-demand regions [18:20 - 24:00] Strategy, Risk, and Process How they rehab properties, develop in-house, and lease while building The importance of understanding entitlements, density, and financing What the “triple play” model means for equity, cash flow, and debt [24:01 - 31:54] Challenges, Culture, and Perspective The significance of understanding local policy shifts How bad actors in the space affected legislation Why consulting with experienced developers mitigates risk Connect with Jonathan: Website: www.adupals.com LinkedIn: https://www.linkedin.com/in/jonathan-mitchell-a1493410b Instagram: https://www.instagram.com/jonathanmitchellre/ LEAVE A 5-STAR REVIEW by clicking this link. WHERE CAN I LEARN MORE? Be sure to follow me on the below platforms: Subscribe to the podcast on Apple, Spotify, Google, or Stitcher. LinkedIn Youtube Exclusive Facebook Group www.yonahweiss.com None of this could be possible without the awesome team at Buzzsprout. They make it easy to get your show listed on every major podcast platform. Tweetable Quotes: “I don’t want to waste time, man. I want to utilize the time that God has given me to be a light, to be productive.” - Jonathan Mitchell “You can build a 10-unit property under one roof and call them ADUs—that’s how the game has changed in San Diego.” - Jonathan Mitchell Support the show

  • Jul 6, 2025 · 30 min

    From Family Business to Full-Service Firm with Frank Sproviero

    Send us Fan Mail What happens when generational grit meets strategic growth in commercial real estate? In this episode, Yonah sits down with Frank Sproviero, founder of One Alliance Companies, to unpack a career built on family legacy, hands-on experience, and entrepreneurial drive. From helping his immigrant family manage rental units in Brooklyn as a child to scaling a multi-division real estate company across the Southeast, Frank shares lessons on risk management, team culture, and long-term vision. He also discusses how he built a fully integrated real estate operation by recognizing market gaps and staying focused on execution. [00:01 - 06:45] Family Roots in Real Estate How growing up in an immigrant family shaped Frank’s early exposure to real estate Why multi-tenant buildings were a strategic move for his relatives The significance of hands-on learning from a young age [06:45 - 12:10] From Employee to Founder How Frank’s experience at a commercial real estate firm expanded his skills Why he relocated to North Carolina and what challenges followed The importance of mentorship and formal training in building expertise [12:11 - 18:30] Building One Alliance Companies \Why he began with management before adding brokerage and building services The need for specialization and how each division operates independently How working with out-of-state property owners grew the business [18:31 - 24:46] A Fully Integrated Real Estate Firm The strategy behind offering brokerage, insurance, and possibly lending What sets One Alliance apart from national firms The significance of internal culture and team cohesion [24:47 - 30:58] Lessons, Legacy, and Leadership How controlling risk and adjusting to market shifts protect growth Why Frank sees his work as a long-term calling, not a path to retirement The importance of staying grounded while scaling a business Connect with Frank: LinkedIn: https://www.linkedin.com/company/40698917/admin/dashboard/ Facebook: https://www.facebook.com/p/On%E2%80%A6ies-100084948727630/ Instagram: https://www.instagram.com/onealliancecompanies/ LEAVE A 5-STAR REVIEW by clicking this link. WHERE CAN I LEARN MORE? Be sure to follow me on the below platforms: Subscribe to the podcast on Apple, Spotify, Google, or Stitcher. LinkedIn Youtube Exclusive Facebook Group www.yonahweiss.com None of this could be possible without the awesome team at Buzzsprout. They make it easy to get your show listed on every major podcast platform. Tweetable Quotes: "We don't retire from this business. If you're passionate about it, you'll be successful—and it's hard to walk away from that." - Frank Sproviero "What I was doing in life—financially and business-wise—was correct. The compound effect reinforced that for me." - Frank Sproviero Support the show

  • #435
    Jun 22, 2025 · 34 min

    Why Passive Income Often Leads to Passive Losses with Shlomo Chopp

    Send us Fan Mail What happens when commercial real estate owners ignore the fine print in their loan documents, and how can one mistake cost them everything? In this episode, Yonah welcomes Shlomo Chopp, a seasoned expert in structured finance, real estate, and distressed asset workouts. Shlomo shares his unconventional path into commercial real estate, the importance of understanding debt structures, and the major pitfalls borrowers face in today’s high-interest environment. From his early days in flooring and software sales to managing complex loan workouts, Shlomo breaks down how structured finance operates, why many borrowers are in distress, and how his patented solutions might help reshape the future of shopping centers. [00:01 - 07:00] From Flooring Sales to Finance How career pivots shaped Shlomo's real estate journey Why necessity led him to structured finance The importance of deep document knowledge in distressed assets [07:01 - 14:00] What Structured Finance Actually Means What sets structured finance apart from traditional loans How lenders reduce risk by syndicating deals Why structured deals exploded pre-2008 and again recently [14:01 - 21:00] Current Market Distress & Why It’s Happening Which asset classes are struggling most—and why How overleveraging and poor planning created problems Why technicalities in loan documents can trigger major consequences [21:01 - 28:30] Innovation, Patents & Retail Reinvention Why Shlomo filed patents to rethink shopping centers How micro-fulfillment might bridge e-commerce and retail The significance of patience in innovation and timing [28:31 - 34:33] Philosophy, Negotiation & Defining Success How he measures success beyond just profits Why mentorship and strategic relationships matter The value of reading widely to stay sharp Connect with Shlomo: Website: www.caseinv.com LinkedIn: linkedin.com/in/chopp Twitter: x.com/ShlomoChopp LEAVE A 5-STAR REVIEW by clicking this link. WHERE CAN I LEARN MORE? Be sure to follow me on the below platforms: Subscribe to the podcast on Apple, Spotify, Google, or Stitcher. LinkedIn Youtube Exclusive Facebook Group www.yonahweiss.com None of this could be possible without the awesome team at Buzzsprout. They make it easy to get your show listed on every major podcast platform. Tweetable Quotes: “There’s no such thing as passive income—only passive losses.” - Shlomo Chopp “Structured finance isn’t just about money. It’s about aligning risks and rewards so everyone involved sees the path to getting paid.” - Shlomo Chopp Support the show

  • #434
    Jun 10, 2025 · 31 min

    Retail Isn’t Dead — It’s Misunderstood with Andy Weiner

    Send us Fan Mail What if your community's blighted mall could be transformed into a thriving, income-producing asset? Andy Weiner, founder of RockStep Capital, joins Yonah to share how he revitalizes struggling shopping centers by turning them into community-centered investments with strong cash flow. Drawing from over 30 years in retail and real estate, Andy explains why secondary and tertiary markets are prime for investment, how local partnerships reduce risk, and the philosophy behind his company’s culture of adaptability and integrity. [00:01 - 06:27] From Retail Collapse to Real Estate Opportunity Why Walmart’s dominance led to the end of Wiener’s retail chain How retail operations experience became the foundation for Andy’s real estate investment approach The importance of understanding tenant risk in shopping center investing [06:28 - 12:34] Investing in ‘Hometown America’ Why RockStep focuses on secondary and tertiary markets The role of local business leaders as equity partners and risk reducers How community banks offer flexibility national lenders can’t [12:35 - 18:22] Turning Blight into Economic Engines Examples from Louisiana, Kansas, and South Dakota showing how RockStep transforms communities How public-private coalitions help reposition underperforming malls Using incentives and local alignment to unlock property value [18:23 - 25:57] The RockStep Philosophy: Culture, Values, and Direction The meaning behind the company name "RockStep" A breakdown of Andy’s 25 “Rock Steps” – internal rules of behavior How culture drives performance, retention, and investor trust [25:58 - 31:00] Cash Flow, Malls, and the Future of Retail Why retail’s decline is overstated and where the opportunities are Three strategies to reposition malls for cash flow or mixed use RockStep’s goal to educate investors on shopping center economics Connect with Andy: Website: https://rockstep.com/learning-center https://investclearly.com/sponsors/rockstep-capital LinkedIn: https://www.linkedin.com/in/andy-weiner/ LEAVE A 5-STAR REVIEW by clicking this link. WHERE CAN I LEARN MORE? Be sure to follow me on the below platforms: Subscribe to the podcast on Apple, Spotify, Google, or Stitcher. LinkedIn Youtube Exclusive Facebook Group www.yonahweiss.com None of this could be possible without the awesome team at Buzzsprout. They make it easy to get your show listed on every major podcast platform. Tweetable Quotes: “We call it RockStep because it’s a dance move. You’ve got to be nimble. When there’s a threat or opportunity, you switch direction.” - Andy Weiner “If we can’t get a local investor to believe in me, RockStep, and the asset, we won’t do the deal.” - Andy Weiner Support the show

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