Best Tait Duryea Podcasts (2025)

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Episode 513: Passive Income Strategies for High Earners with Tait Duryea 30:56

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2d ago30:56

30:56

In this episode of the Smart Real Estate Coach Podcast, I’m joined by Tait Duryea, a seasoned airline pilot turned real estate investor and the founder of Turbine Capital. We explore how he’s helping fellow pilots and high-income professionals break free from the paycheck-to-paycheck grind by building generational wealth through alternative investm…

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Creating a passive portfolio from the air with pilot Tait Duryea 28:42

3d ago28:42

28:42

Tait Duryea has always loved two things: flying planes and building financial freedom. He’s built a life that combines these two elements, and he’s helping other commercial pilots achieve the same success he has in alternatives. In this episode, he tells Ben how he decides if a deal is ready for liftoff, how he thinks about risk assessment, and how…

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#116 - Medical Checkride: Medical Myths, Truths, and Tips with Dan Monlux 55:19

3d ago55:19

55:19

What could cost you your flying career? Not being prepared for your medical. Hosts Tait Duryea and Ryan Gibson welcome back Dan Monlux of Wingman Med to discuss how pilots can protect their FAA medical certificates. Dan breaks down what happens during a medical exam, the importance of primary care, and why early detection matters. This is a must-li…

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Episode 512: Leverage Business Credit to Scale Your REI Business with Leo Kanell 30:15

9d ago30:15

30:15

In this episode of The Smart Real Estate Coach Podcast, we’re sitting down again with Leo Kanell, founder of Seven Figures Funding, for a powerful masterclass on how to strategically access business credit and funding—even if you’re just getting started. Leo breaks down how real estate investors and entrepreneurs can use personal and business credi…

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#115 - Inside Self-Storage: A Hidden Powerhouse for Investors 50:47

10d ago50:47

50:47

Get ready to uncover the secrets of one of commercial real estate’s most resilient and misunderstood asset classes: self-storage. In this in-depth episode, Tait Duryea and Ryan Gibson explore why self-storage continues to outperform in uncertain times, how millennials are transforming storage use, and what makes it such a powerful wealth vehicle fo…

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Making alt investing a family affair with Darrell Gargala 22:20

10d ago22:20

22:20

Darrell Gargala started investing in real estate as a way to stay busy after retiring from the Air Force. But it’s become a passion, and he’s even bringing his kids into the fold. In this episode, he shares how he’s built up a 7 digit real estate portfolio, why he keeps his projects active, and how he's passing on this knowledge to his kids. Find o…

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Episode 511: Negotiation Skills That Make or Break Deals with Tom Zeeb 28:38

16d ago28:38

28:38

In this week’s episode, I’m joined by negotiation expert Tom Zeeb, and we’re diving straight into the skills that make or break deals. From his near-death experience in 2001 to closing hundreds of transactions, Tom shares the real-world tools and mindset shifts that helped him go from broke to building financial freedom through real estate. We talk…

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#114 - Trusts, Taxes & Transfers: What Every Investor Should Know with Amanda Wynalda 59:50

17d ago59:50

59:50

In this episode, hosts Tait Duryea and Ryan Gibson sit down with attorney Amanda Wynalda from Anderson Advisors to unpack everything pilots and high-income earners need to know about trusts, wills, and asset protection. From revocable vs. irrevocable trusts to layering LLCs and avoiding the due-on-sale clause, this episode is a blueprint for protec…

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Lessons from 25 years of investing success with David Shaw 31:40

17d ago31:40

31:40

David Shaw has 25 years of massively successful investing and entrepreneurship behind him – but he wishes he started even earlier. From a decade of W2 slogging, he ditched the pay cheque in favour of big swings, and it worked in his favour. In this episode, he tells Ben why he opts for A-class properties, the value of time in compounding wealth, an…

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Episode 510: The Remote Turnkey Investing Strategy to Achieve Wealth with Dr Axel Meierhoefer 42:37

23d ago42:37

42:37

In this week’s episode, I sit down with Dr. Axel Meierhoefer—Air Force veteran, real estate investor, mentor, and the founder of the Ideal Wealth Grower system. Axel shares how he transitioned from corporate life to full-time real estate investor, scaling a portfolio across multiple states and countries while helping others achieve true time freedo…

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#113 - The Fed, The Treasury, and Your Portfolio with Dr. Peter Linneman 53:42

24d ago53:42

53:42

In this episode, hosts Tait Duryea and Ryan Gibson talk with chief economist Dr. Peter Linneman to demystify interest rates, the national deficit, and how it all affects pilots, real estate investors, and entrepreneurs. Discover why U.S. debt may not be the threat it’s made out to be, how capital flows drive values, and what most people get wrong a…

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Headlines: Should I dump or double down on Oil & Gas? 12:36

24d ago12:36

12:36

The oil & gas price has softened, but does that mean you should dump your investments, or double down? Bob and Ben Fraser discuss the headlines and the concerns they are hearing from their investors. They share their own perspectives, how oil & gas have fared in the past downturns, and where they’re betting that investment is going next. Find out m…

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Episode 509: Why Real Estate Is Your Fastest Path to Freedom 28:02

30d ago28:02

28:02

In this mid-year solo episode, I’m getting real with you—no guests, no fluff. Just a straight talk on why you might be the one holding yourself back in real estate right now. It’s not the market. It’s not the economy. It’s not the tools. It’s how you’re thinking, what you’re prioritizing, and whether or not you’re actually committed to your escape …

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#112 - The Tax Strategies Every Pilot Should Know in 2025 with Thomas Castelli 47:15

1M ago47:15

47:15

In this episode, Tait Duryea and Ryan Gibson welcome CPA Thomas Castelli of Hall CPA to break down the latest tax developments affecting high-income earners. From the potential return of 100% bonus depreciation to how the real estate professional status works in practice, Tom shares key strategies to help you keep more of what you earn. Whether you…

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How HNW Family Offices’ are Investing in Alts with Kendall Laughlin 33:25

1M ago33:25

33:25

Kendall Laughlin is an investor himself, but his real passion is helping family offices set goals and reach them. He serves as a director for 10 family offices, ranging from 20-55 Million, and he shares how they think about strategy and plan their legacies, and what those families are thinking about in 2025. Check out Kendall’s family office work a…

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#111 - Five Investing Strategies for High-Earning Pilots 44:56

1M ago44:56

44:56

Get ready to fast-track your financial freedom. In this power-packed solo episode, Tait Duryea and Ryan Gibson share the top strategies from over 110 episodes of Passive Income Pilots. From unlocking hidden cash in your 401(k) and home equity to leveraging life insurance and short-term rentals for major tax breaks, they distill years of pilot-speci…

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Episode 508: Strategic Tax Planning for Real Estate Investors with Thomas Castelli 29:21

1M ago29:21

29:21

On this week’s episode, I sit down with Thomas Castelli, real estate-focused CPA and partner at Hall CPA, to dive deep into real, practical tax strategies that can save investors thousands. If you’ve ever wondered whether your CPA is leaving money on the table, this episode will confirm your suspicion and give you the tools to fix it. Thomas shares…

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Headlines: Will tariffs lead to a recession? 16:35

1M ago16:35

16:35

In our first Headlines episode, Bob Fraser joins Ben to talk about the big question on many Aspen investors' minds: are we heading towards a recession? With tariff news and trade war threats dominating the news cycle, it’s easy to get worried, so Bob and Ben are taking a look at what the data says and its impact for investors. Find out more at www.…

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Episode 507: Stop Wasting Leads & Use AI to Filter, Follow Up, and Fund Deals Faster with Damon Remy 41:40

1M ago41:40

41:40

In this high-impact episode, I sit down with Damon Remy, the visionary behind REI BlackBook, to dive deep into the real-world application of AI, automation, and CRM systems for real estate investors. We go far beyond the buzzwords and get into the trenches—how to actually use AI to find better deals, filter out tire kickers, and close more transact…

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#110 - The IRA Club Advantage: The Self-Directed IRA Strategy for Pilots with Ramez Fakhoury 54:06

1M ago54:06

54:06

In this episode, hosts Tait Duryea and Ryan Gibson welcome Ramez Fakhoury from IRA Club. This episode dives into how pilots can unlock old 401(k)s, TSPs, and HSAs for real estate and other alternative investments. Hear a detailed story of a Southwest pilot transitioning to American Airlines and learn what decisions made the biggest impact. Whether …

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When the exit doesn’t go as planned with Curt Stevenson 30:20

1M ago30:20

30:20

Curt Stevenson has had a hugely successful career in tech consulting and entrepreneurship, and has lived through the big ups and some big downs. Curt’s ready to settle into an early retirement, so he shares with Ben how he’s building a portfolio that will offer him stable, reliable income for decades to come. Find out more at https://www.thebillion…

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Episode 506: The 9 Traits That Makes a Successful Real Estate Investor 24:06

2M ago24:06

24:06

What separates those who just dabble in real estate from those who build real freedom? After a decade in the business, coaching thousands of students, and scaling my own portfolio—I can tell you this: success isn’t about talent. It’s about traits. In today’s solo episode, I’m pulling back the curtain on the 9 traits that our most successful associa…

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#109 - The Flight Plan for Syndications: Risk, Returns, and Real Wealth 39:19

2M ago39:19

39:19

In this episode, hosts Tait Duryea and Ryan Gibson deliver an in-depth, pilot-friendly primer on syndications and passive real estate investing. They break down the risk spectrum from core to opportunistic deals, while sharing real-world analogies and experiences from their own projects, like the Canyon City land entitlement. Learn how to properly …

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The Real Estate Professional Life Hack with Jordan Linscombe 24:42

2M ago24:42

24:42

Jordan Linscombe is a bold entrepreneur and a careful investor. He and his wife Mindi have built up their bridal shop – Something New Boutique – over the past 18 years into something amazing. So much so, that Jordan has taken his own path as a real estate professional to manage their assets. Check out Jordan’s business https://www.somethingnewbouti…

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#108 - Case Study: Real Estate Professional Status That Held Up in Court with Brandon Hall 21:04

2M ago21:04

21:04

In this episode, Tait Duryea flies solo to spotlight a powerful tax strategy many high-income earners overlook: real estate professional status. Featuring Brandon Hall from Hall CPA, this episode breaks down a real tax court victory by a harbor pilot who leveraged a flexible W-2 job schedule to claim REP status and unlock massive tax savings. Disco…

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Episode 505: Seller Financing & Building a Fortune Without Cash or Credit with Matt Theriault 39:00

2M ago39:00

39:00

In this episode, I sit down with Matt Theriault, a Marine Corps veteran, entrepreneur, real estate investor, the CEO of Epic Real Estate and host of the Epic Real Estate Investing Podcast. Matt shares how he went from losing everything in the music industry to rebuilding his life and fortune through creative real estate strategies—without relying o…

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How small buys turned into 7 figures in passive income with Wes Hill 28:00

2M ago28:00

28:00

Wes Hill has been in the real estate game since he was young. And he didn’t start with a trust fund or a legacy – he built his 7-figure passive income portfolio through small steps, sacrifices and smart moves over many decades. Learn how Wes is thinking about real estate investing today after a career in the industry, and how you can build out your…

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Episode 504: How This Couple Closed Their First Sub-To Deal with Tim & Sandra Smith 30:15

2M ago30:15

30:15

In this FamilyCast episode, I’m joined by Tim and Sandra Smith, a power couple from upstate New York balancing a demanding W-2, medical challenges, and real estate success. Tim and Sandra share their journey from doing deals the traditional way to successfully closing their first creative financing deal with the Wicked Smart® community despite all …

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#107 - Take Control of Your Capital: Infinite Banking Strategy With Brent Kesler 38:43

2M ago38:43

38:43

Host Tait Duryea sits down with Brent Kesler, a seasoned life insurance strategist, to explore how pilots and high-income earners can build wealth by turning whole life insurance into a personal banking system. Brent breaks down the misunderstood "infinite banking" concept and how it can be used for real estate, debt payoff, or high-return lending—…

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Moving across the world for the right investment with Francois Braine-Bonnaire 25:50

2M ago25:50

25:50

Francois Braine-Bonnaire knows how to jump on an opportunity. He moved across the world for the perfect investing moment, and it’s paid off. In this conversation, he shares his advice on when to go all in, when to walk away, and when to know you’ve peaked. Check out Francois’ life coaching business at www.tobeoptimized.com Find out more at https://…

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Episode 503: Closing a $26K Creative Finance Deal While Working Full-Time with David Albin 38:28

2M ago38:28

38:28

In this special FamilyCast episode, I sit down with David Albin, a high-performing member of our Wicked Smart® community who just closed his first creative real estate deal—while juggling a demanding W-2 job and family life. David brings a unique background to the table: 26 years in the military, 25 years in corporate accounting, and now he’s divin…

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#106 – Time Freedom and Cash Strategies with Brian Herriot 39:31

2M ago39:31

39:31

Hosts Tait Duryea and Ryan Gibson welcome financial strategist Brian Herriot for a thought-provoking conversation on redefining retirement and wealth. Explore the power of time freedom, why cash might be your most underappreciated asset, and how to build passive income streams that work for pilots and professionals alike. Brian shares practical tac…

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The Aspen Playbook – inside the Mind and Portfolio of Aspen Founder with Bob Fraser 25:43

2M ago25:43

25:43

A very special episode – Bob Fraser, co-founder of Aspen Funds (and father of Ben Fraser) is in the hot seat. Bob tells the story of how he has won it all, lost it all, and built it back up again. We go inside Bob’s portfolio to hear what asset classes he’s most excited about today, and what lessons he has learned from his decades of investing that…

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Episode 502: Creative Financing, Subject-To Deals & Generational Wealth with Dwan Bent-Twyford 42:29

3M ago42:29

42:29

In this deeply inspiring and value-packed episode, I reconnect with my good friend and real estate powerhouse Dwan Bent-Twyford. Known as the Queen of Short Sales, Dwan returns to the show with a remarkable update that goes way beyond deals and numbers. Since her last appearance on Episode 213, she’s navigated one of the most challenging seasons of…

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#105 - Buying and Building a Profitable Aviation Business with James Spearman 46:05

3M ago46:05

46:05

In this episode, Tait Duryea and Ryan Gibson are joined by James Spearman, owner of Spearman Aircraft and Iconic Rides. James walks through his journey of acquiring and scaling an aircraft maintenance business through seller financing, boosting its value through streamlined systems and strategic marketing. He shares the mindset and steps that helpe…

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Invest Like a Billionaire is back! 1:19

3M ago1:19

1:19

Your favorite podcast about winning the alternative investing game is back, with a new focus. Every episode we’ll be taking you inside the portfolios of everyday millionaires to learn how they have built their successful portfolios. We’ll keep you up-to-date on the economics that matter to you, investable megatrends opportunities we’re watching clo…

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Episode 501: Business Owner vs. Investor: The Differences You Need to Know About with Dustin Heiner 36:49

3M ago36:49

36:49

In this week’s masterclass, we’re bringing back a powerhouse guest, Dustin Heiner. Dustin went from government employee to successfully unemployed by building a real estate business that runs without him and he’s on a mission to help a million people do the same. We talk about scaling a rental empire, shifting your mindset, busting through excuses,…

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#104 - Active vs. Passive: Storage Strategies from the Flight Deck with Michael Meylor 49:01

3M ago49:01

49:01

In this episode, Tait Duryea and Ryan Gibson sit down with Michael Meylor, a seasoned pilot and self-storage investor who has built an impressive portfolio without raising outside capital. Michael shares how he transitioned from military to commercial flying, how he and his wife started investing in single-family rentals, and why they pivoted to co…

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Episode 500: Lessons & the Power of the Creative Real Estate Investing to Build Wealth 40:13

3M ago40:13

40:13

By Chris Prefontaine

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#103 - Multifamily Mastery: Building Cashflow and Legacy with Gino Barbaro 45:35

3M ago45:35

45:35

In this episode, Tait Duryea welcomes Gino Barbaro of Jake & Gino to unpack the mindset and mechanics behind building lasting wealth through multifamily real estate. Gino shares his journey from running a family restaurant to becoming a real estate investor with over 1,800 units. They explore topics like values-based decision-making, creating "happ…

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Episode 499: Why Most Businesses Fail to Scale And How to Fix It with Solomon Thimothy 31:18

3M ago31:18

31:18

Wicked Smart listeners, get ready for an insightful conversation on scaling your business the smart way. In this episode, I sit down with Solomon Thimothy, an entrepreneur with nearly two decades of experience in growth marketing. As the founder of OneIMS and co-founder of ClickX, Solomon has helped businesses overcome growth plateaus and achieve m…

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#102 - Creating True Passive Income Through Note Investing with Tom Force 49:39

3M ago49:39

49:39

In this episode, Tait Duryea and Ryan Gibson sit down with retired airline captain and seasoned investor Tom Force to discuss a real estate strategy many overlook—note investing. They cover tax strategies, risk management, and how to get started in note investing. If you’re tired of tenant headaches and want to invest like a bank, this episode is f…

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Episode 498: $20M Annual Developer Success Secrets with Brandon Cobb 36:26

4M ago36:26

36:26

Ever wondered how to go from flipping houses to developing entire communities? In this episode, I sit down with Brandon Cobb, a former medical sales rep turned real estate developer managing $20M+ in new home construction annually. Brandon shares how he pivoted from single-family deals to large-scale land development, the risks he took to go all-in…

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#101 - Airbnb for Aircraft: Hangar Investing & Aviation Real Estate with Trenton Ray 41:21

4M ago41:21

41:21

Hangar space is in short supply, but Trenton Ray is changing that. In this episode, Tait Duryea and Ryan Gibson chat with Trenton about Hangar Direct, his platform that’s like Airbnb for hangars—making it easier for pilots to find and rent space. They dive into the supply shortage, investment potential, and what to know about leasing, financing, or…

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Episode 497: Why the Wealthy Avoid Stocks – And What They Invest in Instead with Dr. Allen Lomax 30:32

4M ago30:32

30:32

In this episode of Smart Real Estate Coach, we’re sitting down with Dr. Allen Lomax, a Ph.D. in Organizational Systems Psychology and real estate investor. Allen shares how he transitioned from academia to real estate, overcame the 2008 market crash, and built a system to turn low-performing investments into high-yield, recession-resistant assets. …

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#100 - Getting to Know Tait & Ryan 51:12

4M ago51:12

51:12

In this special 100th episode of Passive Income Pilots, Tait Duryea and Ryan Gibson take listeners behind the scenes of the podcast, sharing how it all started and what goes into creating each episode. They also dive into their personal journeys in aviation, investing, and entrepreneurship. From buying their first rental properties to scaling multi…

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Episode 496: From Canada to U.S. Real Estate: How to Invest Across Borders Successfully with Glen Sutherland 27:02

4M ago27:02

27:02

Ever wondered how to break into U.S. real estate investing—even if you’re based in another country? This week, I sit down with Glen Sutherland, a Canadian investor who successfully scaled his real estate business by expanding into the U.S. Glen shares the advantages of investing across borders, including access to creative financing strategies, lon…

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#99 - Turnkey Real Estate: Passive or Problematic? A Deep Dive with Zach Lemaster 52:24

4M ago52:24

52:24

In this episode, Tait Duryea and Ryan Gibson connect with Zach Lemaster to explore the world of turnkey real estate and build-to-rent properties. They discuss the benefits and challenges of owning physical real estate, the tax advantages of rental properties, and how busy professionals can invest without becoming full-time landlords. Zach shares in…

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Episode 495: The $300M Multifamily Empire & The Truth About Financial Freedom with Michael Blank 29:21

4M ago29:21

29:21

In this episode of Smart Real Estate Coach, you’ll hear from Michael Blank, a multifamily investing expert, bestselling author, and CEO of Nighthawk Equity. With a $300 million+ portfolio and a track record of helping students acquire over 40,000 multifamily units, Michael shares his journey from tech entrepreneur to real estate mogul. He opens up …

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#98 - The Right Coverage: Property Insurance Strategies with Valerie Cusano 49:46

4M ago49:46

49:46

In this episode of Passive Income Pilots, Tait Duryea and Ryan Gibson sit down with Valerie Cusano, an insurance expert with a background in law and decades of experience in commercial and residential insurance. Val dives deep into the critical aspects of real estate insurance, particularly for condo and rental property owners. She explains the dif…