Weiss Advice

Hosted by Yonah Weiss

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460

Latest episode

Mar 2026

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EN-US

About the show

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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60 recent

March 17, 202640 min

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

Send us Fan MailIn 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 & Timestamps00:03 – 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 CREAbout the GuestFly 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_itsflySupport the show

March 11, 202639 min

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

Send us Fan MailIn 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 & Timestamps00:00 – 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, 202634 min

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

Send us Fan MailIn 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 resilienceHow starting in property management gave her the confidence to investThe truth about scaling from small multifamily to larger syndicationsWhy networking consistently beats underwriting hundreds of dealsThe philosophy behind holding real estate long-term vs. value-add flipsHow social media and authentic content transformed her businessWhy “Save the Chat” might be the most underrated networking advice⏱️ Key Timestamps00:49 – 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 timeLinda’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 InstagramMarried To Real Estate on FacebookLinkedIn https://www.linkedin.com/in/linda-holtz-1493495a/Support the show

February 2, 202636 min

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

Send us Fan MailIn 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 Highlights01:00 – Welcome to Weiss Advice and Faraz’s return to the conversation after a social media hiatus02:15 – Faraz’s background in commercial real estate and growing up in a family office environment04:30 – Limited-service hospitality explained and early exposure to real asset operations07:45 – Transitioning from analyst and asset manager to brokerage12:30 – How investment experience changes the way brokers add value18:10 – Insights into the Manhattan office market and current investor mindset24:00 – Why designations like SIOR and CCIM matter in complex transactions28:40 – Lessons learned from managing, owning, and now advising on real estateThis 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 Farazhttps://www.linkedin.com/in/farazcheemacre/https://x.com/FarazUCheemaCREhttps://www.instagram.com/faraz.cheema.cre/Support the show

January 22, 202628 min

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

Send us Fan MailIn 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 Timestamps00:01:30 – 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 CoveredScaling from hands-on investing to multifamily operationsProperty management due diligence and accountabilityAsset management systems that protect investor returnsAvoiding shiny object syndromeLeveraging LinkedIn for real business growthBuilding a long-term, focused investment strategy🌐 Connect with ChristinaLearn more and connect with Christina at ChristinaKovacs.com www.linkedin.com/in/kovacsmultifamilyfacebook.com/christinakovacs8instagram.com/christina_kovacsSupport the show

January 13, 202631 min

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

Send us Fan MailIn 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 Timestamps00:00 – 02:10 | Gabe’s background: capital markets, real estate finance & early career02:50 – 06:00 | Launching Prays: faith, clothing, and viral street interviews07:30 – 09:55 | Overcoming fear, confidence growth & approaching high-profile figures10:50 – 14:00 | The problem with NYC rentals & the idea behind VryfID14:00 – 17:30 | Renter fraud, document verification & landlord buy-in18:45 – 20:10 | Balancing a startup with brokerage work & long-term vision24:50 – 30:30 | Final Four questions: books, skills, success & mindset🔗 Connect with GabeSocial: Gabe Einhorn (all major platforms)linkedin.com/in/gabe-einhorn-55b74822b https://www.instagram.com/praysstudios/ Faith Brand: Prays / Pray StudiosReal Estate Tech: VryfID (VerifyID)Support the show

December 18, 2025Episode 44633 min

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

Send us Fan MailWhat 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 CallServed 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 WealthThe 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 LendingBanks 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 ReturnsPooling 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 CreditUltra-wealthy get really good at 1-3 asset classes for best due diligence and deal flow[25:11 - 31:00] Time Is the Real AssetQuestions the accumulation theory: why defer taxes in a 401(k) when taxes will likely increase?[31:01 - 33:05] Final Four & How to ConnectConnect with Dave:Website: https://holisticwealthstrategy.com (free book download)Podcast: Wealth Strategy Secrets of the Ultra WealthyLEAVE 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.LinkedInYoutubeExclusive Facebook Groupwww.yonahweiss.comNone 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 WolcottSupport the show

November 26, 2025Episode 44533 min

Why Your Tenants Matter with Joe Rinderknecht

Send us Fan MailWhat 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 GritGrew 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 PropertyAsked 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 SponsorNever 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 MatterLost 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 BusinessQuestions 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 NextBought 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 ConnectConnect 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.LinkedInYoutubeExclusive Facebook Groupwww.yonahweiss.comNone 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 RinderknechtSupport the show

October 28, 2025Episode 44432 min

Is Your Business Stealing Your Joy with Amy Calandrino

Send us Fan MailSometimes 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 GritStarted 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 BrokerageFounded 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 BusinessSought 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 LessonsSpent 90 days transitioning clients and wrapping up her brokerageExperienced grief despite making the right decision[19:31 - 27:15] Redirecting Energy: The Aspiring Entrepreneur ProgramFounded 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 ConnectConnect with Amy: LinkedIn: https://www.linkedin.com/in/amycalandrino/Email: Amy.Calandrino@cushwake.comBook: "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.LinkedInYoutubeExclusive Facebook Groupwww.yonahweiss.comNone 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 CalandrinoSupport the show

October 20, 2025Episode 44330 min

How To Work Less & Impact More with Divya Smith

Send us Fan MailWhat 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 Investing20+ 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 MistakesManaging 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 BusinessCurrently 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 FreedomWorst 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 coachingConnect with Divya:Website: https://www.ascendingavenue.comLinkedIn: https://www.linkedin.com/in/divyasmith/Instagram: https://www.instagram.com/investwithdivyaLEAVE 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.LinkedInYoutubeExclusive Facebook Groupwww.yonahweiss.comNone 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 SmithSupport the show