Weiss Advice

Yonah Weiss
  • 5.0 (237)
  • INVESTING
  • UPDATED SEMIWEEKLY

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

  1. DEC 18

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

    Send us a text 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 IsraelHad 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 dealDefines 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 businessesPrivate 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 sponsorsGets 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. Support the show

    34 min

  2. NOV 26

    Why Your Tenants Matter with Joe Rinderknecht

    Send us a text 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 bondFather 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 propertyProperty 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 onAdmits 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 himselfProvides 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 livesWhen 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 unitsBelieves 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 turno Support the show

    34 min

  3. OCT 28

    Is Your Business Stealing Your Joy with Amy Calandrino

    Send us a text 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-freeWorked 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 budgetGrew 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 AzorRealized 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 brokerageExperienced 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 communityCreated 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 p Support the show

    33 min

  4. OCT 20

    How To Work Less & Impact More with Divya Smith

    Send us a text 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 companiesThe unsettling realization that financial advisors didn't know as much as expectedTesting 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 issuesBeing $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 teamsCreating community through quarterly events: pizza parties, Halloween celebrations, Easter huntsWhy 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 deniedParadigm-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

    30 min

  5. SEP 1

    Why I Left Hollywood for Real Estate with Michael Jacobs

    Send us a text 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 acquisitionSpecialized in $5M-and-under movie production for Netflix, Disney Channel, LifetimeThe decision to transition away from Hollywood's demanding travel scheduleStarted 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 teamThe challenge of 100-year-old infrastructure: cast iron pipes, knob-and-tube wiringExpanding from rental properties to becoming one of Pittsburgh's premier design-build firmsWhy 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 businessesThe danger of social media hype and "get rich quick" mentalitiesHow to test, measure, and scale gradually while watching the numbersBalancing 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 SundaysParadigm-shifting book: "Buy Back Your Time" by Dan MartellSkill to learn: Guitar (joining the ranks of aspiring musical entrepreneurs)Success definition: Providing for family and keeping nine children and two grandchildren happyConnect 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

    29 min

  6. AUG 17

    Why Investors Follow People, Not Brands with Julia Anderson

    Send us a text  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 c Support the show

    35 min

  7. AUG 10

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

    Send us a text 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

    38 min

  8. AUG 6

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

    Send us a text 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 cashHow he used a 0% credit card to survive his first yearThe 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 leadsThe significance of learning lead generation techniques that scaleWhy 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 holdingWhy buying even one property can become a wealth-building strategyThe 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 estateHow being a real estate professional creates tax advantagesWhat 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 dealsWhat he looks for in a commercial property investmentThe 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 lea Support the show

    36 min
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5
out of 5
237 Ratings

About

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

Information

  • Creator
    Yonah Weiss
  • Years Active
    2020 - 2025
  • Episodes
    454
  • Rating
    Clean
  • Copyright
    © 2025 Weiss Advice
  • Show Website
    Weiss Advice

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