Ashley Romiti serves as Founder and President of GCA1031, who specializes in helping long-term real estate investors navigate the often-overlooked side of investing: the exit. With nearly 15 years in commercial real estate underwriting and advisory, Ashley saw too many retiring landlords and business owners sitting on highly appreciated assets, facing management fatigue and major tax exposure—without fully understanding their options. She breaks down how 1031 exchanges and Delaware Statutory Trusts (DSTs) actually work, how to evaluate risk and income beyond headline returns, and how to transition from active ownership to passive income while preserving capital and deferring taxes. If you’re a seasoned investor thinking about selling, scaling back, or building a smarter long-term wealth plan, this conversation brings clarity to one of the most important (and misunderstood) decisions you’ll make.
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Gil Vaisman is the founder and CEO of Go ADU Construction, a Los Angeles–based design-build firm redefining how homeowners approach Accessory Dwelling Units and garage conversions. With an unconventional background as a professional picture editor in Hollywood, Gil brings a storyteller’s attention to detail and clarity to an industry often plagued by confusion, surprise costs, and poor communication. Frustrated by the lack of transparency in construction, he set out to build what he calls the “Anti-Contractor”—a client-first, tech-enabled company that simplifies permitting, zoning, and engineering so homeowners can confidently turn ADUs into smart, long-term investments. Passionate about solving the housing shortage and creating real value for families, Gil shares practical insights on ADU development, urban housing, and building a values-driven business rooted in trust, innovation, and integrity.
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John Collins is on a mission to help renters break the rent cycle and achieve homeownership with little to no money down. With nearly four decades of experience in real estate and sales, John found his true calling in homebuyer education, teaching everyday renters how to use grants and down payment assistance programs to buy homes they never thought were possible. Through his initiative, Own The Roof, he’s helped thousands of families move from renting to owning by closing the “possibility gap” and showing that you don’t need perfect credit, 20% down, or insider knowledge—just the right strategy. John now reaches renters nationwide through free webinars, practical education, and tools like NoDownPayment.app, where you can search over 2,500 homebuyer assistance programs available across the U.S.
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John Knowlton is an entrepreneur, investor, and former pastor who has built his life and career around one core belief: better thinking leads to better outcomes. His bi-vocational journey spans building a wealth management firm that grew to over $1 billion in client assets—allowing him to retire at 51—while also serving as a pastor, teacher, and jail chaplain, where he saw firsthand how mindset shapes direction and destiny. Today, John works with CEOs and business owners to help them think more clearly and lead with purpose, drawing from his experience facilitating executive retreats and advising leaders. He’s also redefining legacy by involving his adult children in shared governance of family wealth through a mission-driven family board, while actively investing in value-add real estate projects in Bend, Oregon. John is the author of Thinking for Success, a newly released book that offers practical stories and insights to improve productivity, relationships, and long-term impact...
Loodmy Jacques is a real estate entrepreneur who has built a standout, system-driven business in South Florida by blending high-touch service with modern technology. Originally from Port-au-Prince, Haiti, he moved to the U.S. in 2004 and, through determination and the guidance of strong mentors, grew his career into The Jacques Real Estate Team, now serving clients across Palm Beach, Broward, and St. Lucie Counties. Known for delivering an elevated client experience, Loodmy has guided hundreds of buyers and sellers, earned more than 300 five-star reviews, and consistently performs at the top of his market.Â
In this episode, you will be able to:
Michael Russell is a seasoned real estate investor and hospitality entrepreneur who turned short-term rentals on Maui into financial freedom before scaling into hostel and hotel investing. As the co-founder of Howzit Hostels—the #1 small hostel in North America—and Malama Capital, he brings over 20 years of experience across short-term rentals, long-term rentals, commercial real estate, and hospitality assets. He shares how he sources and analyzes hotel deals, leads acquisitions, and is leveraging systems and AI to create efficient, high–cash flow hospitality investments with strong equity upside. Also a co-host of the Hotel Investor Playbook podcast, he offers practical insights for investors looking to transition from Airbnb-style rentals into hotels, build scalable businesses, and design unforgettable guest experiences—all while balancing entrepreneurship, family life, and island living in Maui.
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Today we celebrate the closing of our newest acquisition, a 35 unit apartment in southern Minnesota. In addition, we cover some of the most important basics for those interested in raising capital for real estate. We break down the fundamentals of what investors actually want to know before they commit their money. From understanding the difference between equity and debt to navigating basic securities rules, structuring deals correctly, and building trust without a long track record, this conversation offers a clear, practical roadmap for anyone looking to scale through other people’s capital. We also cover how to find and attract the right investors, present deals with confidence, avoid common capital raising mistakes, and build long-term investor relationships that lead to repeat capital and sustainable growth. Whether you’re preparing for your first raise or refining your approach, this episode delivers actionable insights you can apply immediately.
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In this episode, we sit down with Kevin Shtofman, a seasoned corporate development leader and AI-driven real estate innovator who serves as the Global Head of Corporate Development at Cheere, a data management company building AI agents exclusively for the real estate industry. With over $3.4 trillion in real estate assets flowing through a patented knowledge-graph-powered platform, he shares how enterprise-level AI is transforming property data, decision-making, and investment strategy. Drawing on experience as a C-suite software executive, he unpacks how he’s leveraged AI to build a profitable “one-person” real estate business, the data he uses for free versus what he pays for, real-world AI use cases, and the hard-earned lessons and pitfalls from deploying AI agents over the past 18 months. An accomplished investor, advisor, and global speaker, he offers candid insights on the non-linear path to financial freedom, leadership at scale, and the future of AI in real estate.
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Cory Long is a visionary entrepreneur, author, and nationally recognized business strategist who helps leaders build profitable, purpose-driven businesses through modern marketing and faith-centered leadership. With over a decade of experience generating revenue for entrepreneurs and brands, Cory is the founder of Yroc Consulting and The Entrepreneurial Forge Accelerator, where he equips business owners to scale systems, reclaim time, and lead with integrity. A leading authority in AI search, digital reputation, and local SEO, Cory is known for his bold insight that “if AI can’t find you, clients won’t either.” He is also the host of the E-Forge Podcast and the author of To Love Is To Give, blending business strategy, innovation, and Biblical principles to help entrepreneurs grow businesses that truly matter.
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Amelia Turbyfill is a luxury real estate advisor and industry leader redefining high-end real estate in America’s premier mountain markets. As one of Montana’s most respected agents and the Northwest Regional Director of REAL Luxury, she blends deep local expertise with national influence, serving high-net-worth clients, investors, and developers across Bozeman and Big Sky. In under a decade, Amelia built a multi–seven-figure business and co-led sales and marketing for the $100 million Bozeman Yards development, a landmark project reshaping the region. Known for her advisory-first approach, data-driven strategy, and authentic relationship-building, Amelia shares powerful insights on personal branding, leadership, and thriving in competitive luxury markets.
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