Episode 347: Building a Collaborative Real Estate Community, with Debbi DiMagio
Massive Passive Cash Flow Podcast
Release Date: 07/30/2025
Massive Passive Cash Flow Podcast
Kyle Raniere is the Co-Founder & CEO of RealEstateContent.ai, the AI-powered platform built exclusively for real estate professionals who want to stand out online without spending endless hours on social media. Before launching his company, Kyle led an exciting career as a professional race car driver, competing in endurance events around the globe for Audi and Hyundai. His unique journey from motorsports to tech entrepreneurship has given him a rare perspective on performance, innovation, and the power of relationships. RealEstateContent.ai is an all-in-one social media solution designed...
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Ken Gee is the Founder and Managing Member of KRI Partners, a real estate private equity and investor education firm. With more than 26 years of experience in real estate, banking, and private equity, Ken has been involved in transactions valued at over $2 billion—covering acquisitions, management, and financing of multifamily projects. Before launching KRI Partners, Ken was a CPA with Deloitte’s tax & M&A practice, serving some of the largest private equity and real estate firms in the country. Earlier in his career, he worked as a commercial lender at a regional bank in Cleveland...
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Dave Kimbrough is a top-producing real estate agent and coach based in Grand Junction, Colorado, known for closing 100–150 transactions a year with just one assistant. After starting his career in pharmaceutical sales and overcoming personal tragedy, Dave transitioned into real estate where he quickly built a high-volume business. At the height of his production, he created Expectation Selling—a proven system designed to help agents set clear expectations, eliminate objections, and achieve a 10-out-of-10 client experience without sacrificing work-life balance. Today, Dave runs his business...
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Chris A. Williams is a 25-year-old real estate investor, entrepreneur, and the powerhouse behind The Assets Real Estate Team and 1st Class Real Estate Equity Group. He leads a top-ranked team representing buyers and sellers of distinguished properties throughout the Hampton Roads area. In 2024, his team’s very first year closed nearly $60 million in sales across 182 homes, earning the title of #1 team in sales volume out of 100+ 1st Class locations nationwide. Individually, Chris is consistently recognized as one of the top agents in his market, with accolades including the HRRA Circle of...
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Jim Whitesides is a Naval Academy graduate, former nuclear submarine officer, and seasoned energy trader who transitioned into the self-storage business and real estate investment world. Drawing from decades of hands-on experience, Jim has helped countless investors navigate the complex waters of 1031 Exchanges and Delaware Statutory Trusts (DSTs). His unique blend of analytical precision, operational discipline, and strategic foresight allows him to break down complicated tax strategies into clear, actionable steps for investors at any stage. Whether you’re seeking to defer capital gains...
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Quentin West is a North Carolina-based real estate investor and short-term rental expert who transformed a single Airbnb listing into a thriving business generating over $14,000 in monthly cash flow within his first year. With deep expertise in Airbnb arbitrage, mid-term rentals, and co-hosting strategies, Quentin has helped countless investors unlock additional income streams, even in slow real estate markets. His practical approach combines market knowledge, creative financing, and tech-driven optimization—making him one of the most trusted voices in the short-term rental industry. ...
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Debbi DiMaggio is a top 1.5% Realtor (of all agents nationwide), 4x author, Mother of Two, Wife, Podcast Host, and Philanthropist. Her love of meeting people, travel, design and experiencing new cultures has driven her success in real estate and beyond. Debbi aspires to inspire, by living her purpose and passion and is committed to helping her clients through their first, second or third transaction or when mentoring others on their own paths to greatness. Debbi is a full-time Realtor and a partner in her real estate firm, Corcoran Icon Properties, and the Marketing Director and coach for the...
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Athena Brownson is a living testament to the power of resilience and reinvention. A former professional skier who endured nine knee surgeries and two neck operations, Athena’s greatest challenge came when she was diagnosed with chronic Lyme disease—a debilitating condition that left her bedridden for months. Yet, instead of letting these setbacks define her, Athena used them to fuel her purpose, transforming pain into strength and obstacles into opportunities. Now a thriving entrepreneur and advocate for resilience, Athena empowers audiences to navigate life’s challenges with grit,...
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Cameron is a real estate & digital infrastructure investor and advisor to accredited investors & private funds, as well as a management consultant working with businesses across industries on real estate portfolio strategy. Prior to Landtheory, Cameron was a Managing Director focused on portfolio strategy at Newmark where he advised institutional investors and multinational corporations on over $1.2 billion in real estate capital expenditures across 5.5 million square feet of office, industrial, retail and lodging properties. As an independent advisor, he has coordinated over $150...
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As an entrepreneur, he has grown his real estate portfolio to over 2,000 multifamily units & $250,000,000 in Assets under management. Gino and his partner, Jake, are teaching others how to do the same through Jake & Gino, the premier multifamily real estate education community. To date, their students have closed 68,000+ units and have $4 Billion in Deal volume! He is the best-selling author of three books, Wheelbarrow Profits, The Honey Bee and Family, Food and the Friars. He currently resides in St. Augustine, Florida with his beautiful wife Julia and their six children. What You...
info_outlineDebbi DiMaggio is a top 1.5% Realtor (of all agents nationwide), 4x author, Mother of Two, Wife, Podcast Host, and Philanthropist. Her love of meeting people, travel, design and experiencing new cultures has driven her success in real estate and beyond. Debbi aspires to inspire, by living her purpose and passion and is committed to helping her clients through their first, second or third transaction or when mentoring others on their own paths to greatness.
Debbi is a full-time Realtor and a partner in her real estate firm, Corcoran Icon Properties, and the Marketing Director and coach for the company’s 80 Agents. Debbi loves helping others achieve their dream, having expanded her business into coaching. Debbi guides you towards achieving your goals while holding yourself accountable & keeping you on track. Easier said than done! Debbi’s tagline... Follow Your Passion, Live Your Purpose.
What You Will Learn:
- Who is Debbi DiMagio?
- What pivotal moment led Debbi to enter the real estate industry despite her initial reluctance?
- How did Debbi transition from matching tenants and landlords to a broader real estate career?
- What unique opportunities does the rental market in high-end areas like San Francisco present?
- How does Debbi utilize her mastermind group to support fellow agents?
- What insights has Debbi gained about the current real estate market through her mastermind discussions?
- How does Debbi leverage her network to facilitate referrals and collaborations across the country?
- What is the importance of platforms like LinkedIn in establishing connections and partnerships in real estate?
- How does Debbi foster a mindset of helping others within her real estate community?
- What exciting experiences has Debbi had while exploring properties during her travels?
- How does Debbi integrate her coaching experiences into her real estate practice?
- How did Debbi prepare for the LA Marathon, and what mindset strategies did she employ?
- How does Debbi encourage others to adopt a collaborative mindset in real estate?
- How does Debbi’s perspective on competition in real estate differ from traditional views?
- Debbi shares her contact information so that everyone can reach her.
Additional Resources from Athena Brownson:
- Website: https://dimaggiobettagroup.co/, https://debbidimaggio.org/
- Email: [email protected]
- LinkedIn: https://www.linkedin.com/in/debbidimaggiolifestyle/
- Instagram: https://www.instagram.com/DebbiDiMaggio
- Facebook: https://www.facebook.com/DebbiDiMaggio
- X: https://twitter.com/DebbiDiMaggio
- Pinterest: https://www.pinterest.com/debbidimaggio/
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