Mike Doherty & Ryan Deasy
Sky's the Limit with Mike & Ryan
Welcome to the Sky’s the Limit podcast with hosts Mike Doherty and Ryan Deasy! On this podcast you will dive deep into the mechanics of real estate investing and will be left with actionable tips, tricks and advice that you can use on your own investing journey to financial freedom. The hosts, as experienced investors themselves, discuss what it really takes to be a success in this space and share everything from actual numbers, raw stories and wins and losses from not only their own day-to-day experiences but from their guests as well. Come be a part of the podcast and the community that is g...
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Szerző
Mike Doherty & Ryan Deasy
Kategória
A podcast weboldala
Legutóbbi epizód
2026. szept. 30.
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Epizódok
EP 50: Scaling a $220M Real Estate Portfolio Through Syndications with Jeff Ervick 21.10.2025 30:49
In this episode of the Sky’s The Limit, host Mike talks with Jeff Ervick, Managing Partner, Investor Relations at Valoris Capital Partners, about his journey from a 20-year tech career to managing a real estate portfolio worth over $220 million. Jeff shares how he started with house hacking and single-family rentals before moving into multifamily syndications and commercial deals. He explains how...
EP 49: How I Earned $38K/Month in Passive Income with 53 Rentals with Zach Zimmer 07.10.2025 27:52
In this episode of the Sky’s The Limit, Mike talks with Zach Zimmer, founder of The Passive Life, who walked away from the corporate grind to build a real estate portfolio he fully owns. Zach explains how a five-year mindset shift took him from chasing titles in private equity and manufacturing to acquiring more than 150 real estate deals and holding 53 cash-flowing single-family rentals. He break...
EP 48: How I Built a Multifamily Development Company from the Ground Up with Nate Helbach 23.09.2025 23:24
In this episode of Sky’s the Limit, Mike sits down with Nate Helbach to unpack how he left his job and co-founded Neutral, a multifamily development company redefining what it means to build sustainable, future-focused communities. Nate shares how he structures deals, raises capital, and consistently delivers investors strong returns while tackling the challenges of ground-up development. They div...
EP 47: What I Wish I Knew Before Quitting My 9 to 5 for Real Estate with Wayne Courreges III 02.09.2025 27:01
In this episode of Sky’s the Limit , Mike sits down with Wayne Courreges III, multi-family investor, short-term rental operator, and strategic planner, to explore how he’s scaling with intention in both real estate and life. Wayne shares his transition from full-time W-2 employee to owning hundreds of units and balancing family life. He breaks down the evolution of his investing philosophy, includ...
EP 46: The Smarter Way to Manage Rentals with Stephanie Cabral 19.08.2025 30:22
In this episode of Sky’s the Limit, Mike sits down with Stephanie Cabral to unpack how she runs a lean, systemized rental business, powered by one virtual assistant, automations, and practical AI workflows. Stephanie breaks down the real advantages of mid-term rentals (cleaner units, fewer heavy turns, steadier occupancy), how she’s structuring creative deals (including a real seller-finance/1031...
EP 45: From House Hacker to $80M Real Estate Developer with Alec McElhinny 05.08.2025 23:17
In this episode of Sky’s the Limit Podcast , Mike Doherty sits down with Alec McElhinny, the founder and CEO of Landplay, to discuss how he carved a path in the alternative real estate space through industrial value-add projects and niche flex space developments. Alec shares how he transitioned from pursuing actuarial science to house hacking and ultimately to building and flipping commercial real...
EP 44: $100M Real Estate Growth Strategy with John Casmon 15.07.2025 31:28
In this episode of Sky’s The Limit, Mike Doherty sits down with multifamily investor and marketing expert John Casmon. John shares his journey from working in corporate marketing for major brands like Nike and Coors Light to building a successful real estate portfolio with over $100 million in multifamily assets under management. From breaking into real estate while juggling a 9-to-5 to hosting hi...
EP 43: How to Succeed With Multifamily Properties with Ken Gee 24.06.2025 29:20
In this episode of Sky’s the Limit, Mike Doherty sits down with Ken Gee, founder and managing partner of KRI Partners, to explore his journey from CPA to real estate powerhouse. Ken dives deep into the world of multifamily investing, sharing how he transitioned from accounting to acquiring and managing thousands of apartment units across the U.S. He explains why Cleveland is his target market, how...
EP 42: Why Tax Sales Could Be Your Next Goldmine with Brian Seidensticker 27.05.2025 25:43
In this episode of Sky’s the Limit , Mike Doherty talks with Brian Seidensticker , founder and CEO of Tax Sale Resources: a platform that aggregates and simplifies the complex world of tax lien and tax deed auctions across the U.S. Brian shares how a personal experience with receiving dozens of certified letters about tax liens on his property sparked his deep dive into the industry. What started...
EP 41: How to Leave Your W2 for Real Estate with Ryan Wittig 13.05.2025 25:18
In this episode of Sky’s the Limit, Mike Doherty sits down with Ryan Wittig, real estate investor and founder of Kinvarra Capital, to talk about building a business through residential development and commercial buy-and-hold investing in the Boston area. Ryan shares how he transitioned from a 17-year career in sales to full-time real estate in 2021 after developing properties on the side for years...
EP 40: How to Build a $575M Real Estate Portfolio with David Saxe 29.04.2025 24:04
In this episode of Sky’s the Limit, Mike Doherty sits down with David Saxe, Co-Founder and Managing Principal at Calvera Partners, to dive deep into building a real estate investment firm from the ground up. David shares how he transitioned from working with Sam Zell’s Equity Office to co-founding Calvera, which has now completed over $575 million in transactions across apartments, retail, offices...
EP 39: The Truth About Value-Add Investing with Matt Brawner 15.04.2025 25:08
In this episode of Sky's The Limit Podcast, Mike Doherty sits down with Matt Brawner, founder of Endurus Capital and Minnesota Capital Management, to talk about his journey from buying his first townhome with $5,000 to building a diversified real estate portfolio that includes large multifamily deals and even land lease developments. Matt shares how he scaled from small, hands-on investments...
EP 38: The Future of Property Management: AI + Automation with Dana Dunford 01.04.2025 25:21
In this episode of Sky's the Limit, Mike Doherty sits down with Dana Dunford, CEO of Hemlane, a venture-backed property management platform revolutionizing the way investors manage rentals from anywhere in the country. Dana shares how she went from working at Apple and Nest to co-founding a platform that now supports over 28,000 rentals and processes $1 billion in payments. She dives into her...
EP 37: Buying Real Estate with Little To No Money Down with Morgan Ehrenzeller 18.03.2025 23:46
In this episode of Sky's the Limit, Mike Doherty sits down with Morgan Ehrenzeller, a real estate investor who built a 330-unit portfolio across 9 states—all on his own. 🚀 Morgan shares how he started investing at just 17 years old, using seller financing and creative deal structures to acquire properties with little to no money down. He explains his off-market deal sourcing strategies, how...
EP 36: Save Thousands in Taxes with Cost Segregation with Erik Oliver 04.03.2025 24:51
In this episode of Sky's the Limit, Mike Doherty sits down with Erik Oliver, Vice President of National Accounts at Cost Segregation Authority, to break down the power of cost segregation in commercial real estate investing. Erik explains how investors can accelerate depreciation, reduce their tax liability, and maximize cash flow by strategically categorizing building components. We dive int...
EP 35: Building Wealth Through Multifamily Investing with Karl Krauskopf 18.02.2025 26:43
In this episode of Sky's the Limit, Mike Doherty sits down with Karl Krauskopf, the founder of Gold Multifamily, to discuss his journey from flipping single-family homes to building a portfolio of 104 multifamily units. Karl shares how he transitioned from a corporate job in healthcare strategy to real estate, the lessons he learned along the way, and his approach to sourcing and managing dea...
EP 34: The Secrets to Success in Vacant Land Investing with Brent Bowers 07.01.2025 25:42
In this episode of Sky's the Limit, Mike Doherty sits down with Brent Bowers, an Army veteran turned real estate investor and coach specializing in vacant land investing. Brent shares his inspiring journey from military service to achieving financial freedom through land flipping and seller financing. Learn how he turned a $300 investment into a $5,000 payday, scaled his business to consisten...
EP 33: Building Legacy Wealth Through Real Estate with Joe Evangelisti 24.12.2024 29:59
In this episode of Sky's the Limit, Mike Doherty interviews Joe Evangelisti, a U.S. Navy veteran turned real estate investor, developer, and coach. Joe shares his journey from working construction to creating a legacy through self-storage development and coaching others to achieve financial freedom. They discuss the lessons Joe learned during the 2008 market crash, the power of having a coach...
EP 32: Why Self-Storage is the Ultimate Real Estate Investment with Jon Farling 10.12.2024 22:49
In this episode of Sky's the Limit, Mike sits down with Jon Farling, a former outside sales professional who left the corporate world in 2020 to pursue self-storage investing full-time. Jon shares his incredible journey from acquiring his first three facilities to now owning and operating 14 self-storage properties in Ohio. He opens up about the challenges of scaling, the lessons he’s learned...
EP 31: Mindset for Success: Turning Challenges into Opportunities with Dr. Ryan Smolarz 26.11.2024 51:56
In this episode of Sky's the Limit, host Ryan welcomes Dr. Ryan Smolarz, a surgeon, entrepreneur, and founder of Stor Partners. Dr. Smolarz shares his incredible journey from the operating room to managing self-storage facilities, launching innovative patents, and running assisted living facilities. He discusses his strategies for balancing multiple businesses, the power of mindset, and how h...
EP 30: Secrets to SUCCESS in Self-Storage Real Estate with Matthew Horne 12.11.2024 46:40
In this episode of Sky's the Limit, host Ryan interviews Matthew Horne, co-founder and CEO of Storage Point Capital. Matthew dives deep into his journey in the self-storage industry, sharing his experiences from starting out in real estate to leading one of the fastest-growing private real estate companies. They discuss the benefits of self-storage investments, the challenges of acquisitions,...
EP 29: MAXIMIZING Passive Income with Laundromats: Interview with Jordan Berry 29.10.2024 36:13
In this episode, host Mike Doherty chats with Jordan Berry, founder of Laundromat Resource and successful laundromat owner, about his journey from being a pastor to becoming an expert in the laundromat industry. Jordan shares the ups and downs of transitioning to laundromats, the crucial lessons he's learned along the way, and how he now teaches others to achieve financial freedom through lau...
EP 28: HOTEL to 143 UNIT multi-family conversion: Interview with Dan Delgado 15.10.2024 36:34
In this episode of Sky’s the Limit , Mike Doherty interviews Dan Delgado, co-founder and CEO of Azure Point Capital. Dan discusses his extensive experience in multifamily real estate and shares insights into his company’s latest project, a 141-unit hotel conversion into multifamily housing in Louisville, Kentucky. With over 10 years of investing experience, Dan and his wife, Catherine, have succes...
EP 27: From ZERO to 42 Units: Rick Bush's Real Estate Success Story! 01.10.2024 47:39
Rick discusses why you should never sell if you don’t have to and how to scale your portfolio to lead you to retirement. Rick currently owns a construction company, a property management company, a real estate brokerage, and several real estate holding companies. He currently has 42 units and manages 300 units for other investors. Rick is the president of the Connecticut Association of Real Estate...
EP 26: Building Wealth Through Real Estate: Proven Strategies from Jered Strum 28.05.2024 54:57
In this episode, Mike and Ryan are joined by Jered Strum, a successful real estate investor, and CEO/Co-Founder of SNS Capital Group. Jered shares his journey from starting as a maintenance tech to managing a portfolio of 1300 units in Cincinnati, Ohio. He discusses the challenges and strategies behind scaling his real estate investments, the importance of living below your means, and the signific...
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