The RETSY Podcast

Where real estate meets real stories.Whether you’re a seasoned agent, a savvy investor, or just curious about how the industry really works, this podcast pulls back the curtain on the wins, losses, and lessons from inside the world of real estate. Hosted by Chris Morrison and Matthew Morrison of RETSY. RETSY is a tech-forward brokerage redefining the modern agent experience we bring you unfiltered conversations, wild transaction tales, and insights that go beyond the typical market talk.

The RETSY Podcast is a business podcast hosted by RETSY, with 62 episodes on record and a Required Pod Score of 80. PitchCentric scores this show on Booking Probability, Listen Score, and live audience signals refreshed every 24 hours.

RETSY hosts The RETSY Podcast, a business show with 62 episodes published.

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

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  Episode #4

  Protecting Your Commission: How to Bulletproof Your Real Estate Business

  Aug 19, 20261h 4mS3

  Top 3 Takeaways: The "I Have E&O" Myth: Most agents think Errors & Omissions insurance covers everything. It doesn't. E&O routinely excludes cyber breaches, copyright infringement, fraud, and commission disputes. If your brokerage doesn't carry additional Cyber and D&O (Directors & Officers) policies, you are highly exposed. The "Rule of 3" for Vendors: Never directly hire a handyman or contractor for your client. Lisa shares a terrifying story where an agent hired a handyman who used a blowtorch to fix an ice maker, resulting in a $1.2 million fire claim. Always provide a list of three licensed vendors and let the client make the choice. Cyber Fraud is the Ultimate Threat: Cyber claims—specifically funds transfer fraud where buyers are spoofed into wiring closing funds to hackers—are the fastest-growing exposure in real estate. Implementing Multi-Factor Authentication (MFA) and having strict, in-person or verified phone conversations about wire instructions is absolutely non-negotiable. About This Episode: In this episode of the RETSY Podcast, Chris and Matt sit down with Lisa Robinson of Pinnacle Insurance Consultants to discuss the hidden, high-stakes liabilities of the real estate industry. With over 30 years of experience in real estate insurance, Lisa explains why plaintiff attorneys are more aggressive than ever, driving six-figure claims through the roof. She pulls back the curtain on the harsh reality that agents don't have to do anything wrong to find themselves in a costly, frivolous lawsuit, and shares wild claims from the field—including a property manager throwing away life-saving medication and an unlicensed handyman burning down a luxury condo building. Chris and Lisa also dive deep into the proactive steps brokerages and agents must take to protect their livelihoods. They discuss the critical importance of over-disclosing on the SPDS (Seller Property Disclosure Statement), why keeping a detailed paper trail prevents 80% of lawsuits, and how RETSY navigated the recent industry-wide antitrust commission lawsuits by being one of the few private brokerages armed with robust D&O coverage. Whether you are a new agent or a seasoned broker, this episode is a masterclass in risk management and protecting your business. 00:00 - Welcome to the Podcast: Meet Lisa Robinson of Pinnacle Insurance Consultants 02:04 - What is E&O Insurance? Why Having a Great Broker is Your Best Defense 05:32 - The Craziest E&O Claims in 30 Years of Real Estate Insurance 08:15 - Million-Dollar Payouts: The Biggest Insurance Claims Lisa Has Ever Seen 13:38 - Debunking E&O Myths: Why Your Policy Doesn't Cover Everything 24:06 - Protecting Your Business: Getting Back to Basics and the Power of Disclosure 34:36 - The "Rule of 3": Why Recommending Just One Vendor Can Get You Sued 39:26 - The Danger of Non-Disclosure: Why You Must Report Everything (Even Old Issues) 48:14 - The Cyber Threat: Wire Fraud and the Fastest Growing Claim in Real Estate 01:00:28 - Insurance Needs: How to Connect with Lisa Robinson Connect with Lisa Email her at lisa@pinnacleinsuranceco.com Learn more about RETSY www.retsy.com / www.instagram.com/retsy / www.youtube.com/@retsy . Original music by @jacktwarner

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  Episode #3

  Inside the Lives of the Ultra Wealthy: What a Luxury Estate Manager Actually Does

  Aug 12, 202652 minS3

  Top 3 Takeaways: What is a Fractional Estate Manager? It is the highly personal, concierge side of property management. Beth Hinkleman handles everything from stocking private jets with perfectly wrapped Christmas gifts to managing staff, overseeing exotic car fleets, and handling high level asset inventories, giving her ultra wealthy clients their most valuable asset back: time. Dodging the "Luxury Tax" Contractors often inflate their bids the second they pull into a high end zip code like Paradise Valley. Beth acts as the ultimate shield for her clients, utilizing her vast construction background to audit bids, manage aggressive contractors, and negotiate warranties so her clients never get gouged. Navigating Red Tape and Bureaucracy. From battling the California Coastal Commission for over a year to secure a Capitola seawall permit, to untangling warranty nightmares with major national builders, having a seasoned professional handle project management is non-negotiable for high net worth individuals. About This Episode: In this episode of the RETSY Podcast, Chris and Matt sit down with Beth Hinkleman, founder of A-List Luxury Estate Management. Beth shares her fascinating career evolution, starting from the ground up in 1980s waterfront development and eventually transitioning to managing the personal lives and properties of some of the world's wealthiest and most famous individuals. Beth pulls back the curtain on what it actually takes to manage the lifestyles of the ultra high net worth (UHNW) demographic. She shares wild stories of stepping in to manage disastrous construction projects, dealing with extortionist neighbors, and why "fractional" estate management is becoming the ultimate life hack for busy executives who don't want 40 hour a week staff in their homes. Chris and Matt also dive into the differences between the heavily regulated Phoenix building codes versus the "Wild West" of Montana, and why so many elite buyers are fleeing states like California and Washington for the tax benefits and privacy of Arizona. 00:00 - Welcome to the Podcast: Meet Estate Manager Beth Hinkelman 01:31 - From 1980s Construction to Managing Estates for the Ultra Wealthy 03:20 - What is Estate Management? Handling Private Jets, Assets, and Buying Back Time 11:06 - Solving Massive Problems: Navigating the California Coastal Commission for a Seawall 16:35 - Wealth Migration: Where Ultra High Net Worth Clients Go When Arizona Gets Hot 31:40 - Crazy Requests and Hostile Neighbors: Navigating the Politics of Luxury Construction 36:46 - The Patience Required to Manage Estates and Why "Quality Over Quantity" is Crucial 41:02 - Fractional Estate Management: Building a Highly Vetted, Trustworthy Team 49:24 - How to Connect Connect with Beth Visit her website at alistluxuryestatemanagement.com Learn more about RETSY www.retsy.com / www.instagram.com/retsy / www.youtube.com/@retsy . Original music by @jacktwarner

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  Episode #2

  The Mid-Year Reset: Are You Hitting Your 2026 Real Estate Goals?

  Aug 5, 202658 minS3

  Top 3 Takeaways: Reconnect With Your "Why": The foundation of the one-page business plan isn't the math; it is understanding the deep, personal reason you are working so hard. If you don't have a strong "why" (family, retirement, legacy), you will slip into cruise control the moment the market gets tough. Extreme Accountability Works: If you are falling behind on your mid-year goals, you need real stakes. Chris shares his favorite coaching tactic: forcing agents to write a $10,000 check to an ex or a fierce competitor, ready to be mailed if they fail to complete their weekly prospecting tasks. The "5-5-4" Daily Routine: When your pipeline is dry, you must lean into sweat equity. The most consistent top producers follow the 5-5-4 method daily: 5 new contacts, 5 sphere of influence touches, and 4 follow-up calls. About This Episode: In this episode of the RETSY Podcast, Chris and Matt sit down for a highly tactical, mid-year check-in on the RETSY "Level Up" One-Page Business Plan. With half of 2026 already in the books, the hosts put their coaching hats back on to help agents analyze their pipelines, recalibrate their income goals, and refill the funnel for the summer and fall. Chris dives into his background as a top real estate coach, sharing extreme accountability tactics (including a legendary "bikini car wash" mastermind group) and emphasizing why tracking the exact ROI of your lead sources is critical for scaling. The guys also discuss the "unwritten rule" of real estate (why going out of town magically gets you busy), how to leverage AI to organize your database, and tease the massive Forbes Global Properties event coming to Scottsdale. Whether you are crushing your goals or completely off track, this episode is the ultimate reset to help you dominate the rest of the year. 00:00 - Welcome to the Mid Year RETSY Podcast Check In 01:44 - Putting on the Coaching Hat: The History of Chris and Matt's Coaching Careers 04:26 - The "Level Up" One Page Business Plan: Establishing the "Why" Behind Your Work 15:25 - Finding Your Purpose: How to Uncover Your "Why" if You Don't Know It 25:32 - Books and Podcasts That Have Fueled Chris and Matt's Success 29:44 - Stop Sandbagging Your Goals: How to Shoot Big and Recalibrate Mid Year 32:59 - Coaching Advice: Mastering 5 5 4s, Open Houses, and Staying Busy 40:35 - General Tips for Growth: Switching Up Your Routine to Expand Your Sphere 45:11 - Beta Testing the Future: New RETSY Tools Coming Soon 49:55 - Extreme Tactics: Tips and Tricks for Ultimate Accountability 55:00 - RETSY Agents: Reach Out to Your Partners if You Need Anything Click here to download the Level Up 2026 Plan Learn more about RETSY www.retsy.com / www.instagram.com/retsy / www.youtube.com/@retsy . Original music by @jacktwarner

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  Episode #1

  The "Monday to Monday" Hustle: How Dylan Schwarm Landed on a Top Luxury Team

  Jul 29, 202652 minS3

  Top 3 Takeaways Take the Ultimate Leap. Dylan walked away from a highly successful Director role at Dutch Bros corporate to move to Arizona with a baby on the way, crash at "Grandma Jean's" house, and pass the 90-hour real estate crash course in just 10 days. The Zillow Bootcamp. After a slow first 7 months, Dylan leaned heavily into a high-volume Zillow team. The sheer volume of phone calls, showings, and writing contracts in his car gave him the crucial "reps" and confidence needed to close 21 deals in his first full year. Provide Value to Top Producers. Dylan didn't ask top agent Alex Smith for free leads. Instead, he asked for permission to simply shadow his design meetings, walk his properties, and learn the luxury construction process. That humility and eagerness to learn organically evolved into a massive co-listing partnership. About This Episode In this episode of the RETSY Podcast, Chris and Matt sit down with RETSY Agent Dylan Schwarm, who shares the incredible story of his massive life and career pivot. Leaving behind a secure corporate job in the apparel division of Dutch Bros in Oregon, Dylan moved his growing family to Scottsdale to start completely from scratch in the highly competitive real estate industry. Dylan opens up about his grueling first year in the business, grinding out 21 transactions by answering a barrage of Zillow leads during the 2020 pandemic boom. He reveals the strategic steps he took to leave that "burn and turn" model behind to break into the luxury market by partnering with top-producing agent Alex Smith. The conversation also dives into the importance of understanding the luxury construction process, why you can never take your foot off the prospecting gas pedal (even when you're busy), and how Dylan leverages RETSY's tech, specifically the Forewarn app and off-market property portal, to secure high-net-worth clients. 00:00 - Meet RETSY Agent Dylan Schwarm 01:41 - Working in Apparel: How Dylan Found Himself at Dutch Bros Corporate 08:20 - Relocating to Arizona and Passing the Real Estate Exam on the First Try 16:38 - The Incredible Support from Dutch Bros Before Diving into Real Estate 20:30 - Closing 21 Deals in Year One: Surviving the Zillow Lead Boom 23:26 - Hustling for Experience: Meeting Team Lead Alex Smith 26:05 - Full Circle: Becoming the Preferred Agent for the New Dutch Bros HQ 28:40 - The "Monday to Monday" Open House That Led to Co-Listing 30:13 - How to Be a Great Team Member and Learn from High-Producing Leaders 38:40 - The Biggest Lesson Learned: You Must Prospect When You're Too Busy 44:23 - Favorite RETSY Tools: Pitching Off-Market Properties and Catching Scammers 49:24 - The Time Machine Question: "Everything is Going to be Just Fine" 50:39 - How to Connect Connect with Dylan Instagram: @dylanschwarm Email: dylan@smithphx.com Phone: 541-973-9945 Learn more about RETSY www.retsy.com / www.instagram.com/retsy / www.youtube.com/@retsy . Original music by @jacktwarner

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  Episode #30

  The Psychology of Sales: How a Master’s in Counseling Closes Real Estate Deals

  Jul 22, 20261h 8mS2

  In this episode of the RETSY Podcast, Chris and Matt are joined by RETSY agent Jen Sheedy, who shares how her incredibly diverse career path perfectly prepared her for the world of luxury real estate. Jen discusses her early days working as a flight attendant for Southwest Airlines in the 1990s, where she learned the invaluable art of top-tier customer service, calming nerves, and de-escalation. She later transitioned to project management for the elite luxury builder Nance Construction, training her eye to spot true quality craftsmanship versus shoddy flips. To top it off, Jen earned a Master’s degree in Counseling—a skill she uses daily to navigate the intense emotions, stressful negotiations, and complicated dynamics of high-stakes real estate transactions. The conversation also explores Jen's transition to RETSY and the power of letting go of total control to leverage a world-class support team, from marketing specialists to expert Transaction Coordinators. Chris and Matt then dive into a fascinating macroeconomic discussion with Jen, exploring the current state of the Phoenix housing market, the strict lending standards preventing another 2008-style crash, and the hidden "private banking" loopholes that ultra-high-net-worth buyers use to secure shockingly low interest rates. Whether you want to master the client experience or understand the hidden levers of luxury finance, Jen’s wealth of experience delivers on all fronts. 00:00 - Welcome to the Podcast: Meet RETSY Agent Jen Sheedy 01:26 - Flying Southwest in the 90s: Learning the Ultimate Customer Experience 05:15 - The Nance Construction Standard: Why Quality Building Ruins You for Cheap Flips 17:18 - Choosing RETSY: Elite Tech, Marketing Support, and a True Family Culture 29:55 - What is "Air Gapping"? Keeping Agent Databases and Contacts Highly Secure 45:12 - Sourcing Business: The Strategy Behind Geographic and Demographic Farming 49:50 - Bullish on Phoenix Real Estate: Why Waiting for a Market Crash is a Trap 52:20 - The 2008 "Canary in the Coal Mine": Why Strict Lending Prevents Another Crash 58:30 - Navigating the New Fed Chair and Private Banking Hacks for Low Interest Rates 1:06:23 - How to Connect with Jen Sheedy Connect with Jen Call or text her at 602-502-6600 Find her on IG @jensheedy Or send her an email at jensheedy@retsy.com Learn more about RETSY www.retsy.com www.instagram.com/retsy www.youtube.com/@retsy . Original music by @jacktwarner

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