# Keith Gillespie

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Semper FI: Real Estate, Reps, and ROI with Keith Gillispie

In this episode of Get Your Fill, Financial Independence andLong Life, host Christine McCarron interviews Keith Gillespie, a former active-duty Marine turned serial entrepreneur, real estate investor, and founder of REI Automated. Gillespie shares his journey from missing major milestones in his ch…

How to Build AI Agents That Fix Themselves When Something Goes Wrong ft. Keith Gillespie

This week I'm joined by Keith Gillespie, founder of REI Automated, a Marine Corps veteran who spent eight years on active duty across 13 countries, missing the births of both his kids, and came home with one obsession: building a real estate investing business in 1 to 2 hours a day. That constraint…

Episode 567: Automating 90% of Your Real Estate Business with Keith Gillispie

Keith Gillispie deployed overseas 13 times as an active duty Marine. His kids didn't know who he was. That was the moment he decided real estate would be his path to financial freedom and time with his family. Now he runs two companies, coaches high-income W-2 earners and military investors, and ha…

562: 5 Efficiencies That Turn Leads Into Closed Deals Faster

Join Us for DealMachine Unveiled: https://www.dealmachine.com/unveiled Most real estate investors don't have a lead problem, they have a time problem. Keith Gillespie breaks down the five efficiencies that collapse the time between a lead coming in and a closed deal, a framework built from more th…

How to Build a Business That Runs Without You, Keith Gillespie, REI Automated, with Sindy Thomas

Send us Fan Mail Keith Gillispie is the founder of REI Automated, a platform that helps investors build businesses that run on systems instead of chaos.He’s helped hundreds of investors close more contracts, capture millions in equity, and finally build freedom through automation — all with his no-…

MFREE 129 Trailer # 2 with  Keith Gillispie: How Do You Stay Grounded While Building More?

Aloha, It’s Shelon "Hutch" Hutchinson here! If you’re enjoying 'The Multifamily Real Estate Experiment' podcast, please like, comment, and share our episodes to help us reach and inspire more people. Thank you for your support! In the Focus Round, Hutch puts Keith Gillespie on the spot with a s…

MFREE 129 Full Episode with  Keith Gillispie: What Does It Really Take to Build a Life of Success?

Aloha, It’s Shelon "Hutch" Hutchinson here! If you’re enjoying 'The Multifamily Real Estate Experiment' podcast, please like, comment, and share our episodes to help us reach and inspire more people. Thank you for your support! Host Shelon “Hutch the Marine Investor” Hutchinson interviews Marin…

Why Most New Investors Fail & How to Avoid the Common Traps with Keith Gillispie #250

Keith Gillispie is the founder of REI Automated, a platform that helps real estate investors build businesses powered by systems instead of constant chaos. He has helped hundreds of investors close more deals, generate millions in equity, and create true operational freedom through automation, usin…

Keith Gillespie, REI Automated, Founder Interview | RNG Radio Show | Ep. 270

Keith has helped hundreds of real estate investors move from chaos to consistency by implementing proven systems that streamline operations, improve deal flow, and create true business freedom. Through his practical, no-fluff approach, Keith teaches investors how to build companies that run efficie…

Keith Gillespie Returns: How AI Is Running His Real Estate Investing Business

Returning guest Keith Gillespie, founder of REI Automated, joins Chris to break down how his team now runs on 24 agentic AI team members alongside just 10 human staff, cutting what used to be roughly $60,000 a month in payroll down to a fraction of that. Keith walks through three of his flagship to…