Episode 334: Accelerating Long-Term Growth in Real Estate, with Anne Gannon
Massive Passive Cash Flow Podcast
Release Date: 05/14/2025
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_outlineAnne Gannon is an entrepreneur at heart. She founded The Largo Group in 2016 because of her belief that accounting needs to be done differently. Rather than an accounting firm with a hands-off approach, she structured The Largo Group to take an active role with businesses through a monthly accounting system.
They first found the way into restaurants, because it’s an industry that has so many variables and is the hardest accounting job.
Over the past ten years, Anne has worked with over 500 companies all over the United States - ranging in revenue from $5 to $50 million. There are very few people that know more about small businesses than Anne, simply because she has spent a decade on weekly calls with owners around the country. She hears their frustrations, understands their pain points, and helps them navigate challenges while planning for the expansion phase of the business
What You Will Learn:
- Who is Anne Gannon?
- What led Anne Gannon to transition from a competitive golf career to accounting?
- How did Anne’s entrepreneurial background influence her approach to accounting?
- What prompted Anne to launch her own company, Largo Group, in 2016?
- What strategies did Anne implement to help business owners regain control during the pandemic?
- What role does real estate play in long-term investment strategies, according to Anne?
- What insights does Anne share from her book, The Real Estate Accelerator?
- How did the pandemic shift investor strategies from long-term rentals to short-term rentals?
- What advantages do short-term rentals offer compared to traditional long-term rentals?
- What financial benefits are investors seeing from shifting to short-term rental strategies?
- How do short-term rental investors approach property management differently than traditional landlords?
- Why is asset protection important for investors in short-term rentals?
- How can the legal structure of real estate investments protect owners from liability
- What types of business structures are most effective for real estate investors, according to Anne?
- What is the significance of understanding effective tax rates for business owners and investors?
- How does Anne define a "real estate accelerator" and its importance for investors?
- What insights does Anne share from her experiences with real estate investment during economic downturns?
- Anne shares how everyone can contact her.
Additional Resources from Anne Gannon:
- Website: https://www.thelargogroup.com/
- LinkedIn: https://www.linkedin.com/in/anne-gannon-529107148/
- Facebook: https://www.facebook.com/thelargogroup
- Instagram: https://www.instagram.com/thelargogroup/
- YouTube: https://www.youtube.com/channel/UClOZZyNtjnrogAMBOeB5n9Q/videos
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