# Stephanie Better

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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…

Why Plugging AI Tools Into Your Business Isn't Working ft. Jordan Fleming

Jordan Samuel Fleming is the founder and chairman of smrtPhone, a real estate technology company he scaled from three co-founders to roughly $10 million in annual revenue and 60 employees over eight years. He stepped out of the CEO seat in March 2025 and spent the following year building the AI Lab…

The Five Word Change That Doubled Website Conversion ft. Trevor Mauch

This episode originally aired in early 2023, and we're bringing it back because the fundamentals in it have not aged a day. The conversion principles, the testing discipline, and the friction thinking Trevor lays out are just as useful to real estate investors today as they were when this first ran…

How to Get Hands-On With Your Entire Tech Stack in One Room ft. Jordan Fleming

This week I'm doing something a little different, a special solo bonus episode, just me, talking about something I'm genuinely fired up about: REI Tech Unlocked, happening September 19th through 21st in Dallas. This is the event I always wished existed in this industry but never did, so about four …

7. From Side Hustle to 8-Figures: Stephanie Betters on Building a Business Despite Big Obstacles

What happens when the career you trained for becomes the foundation for something you never expected to build? Stephanie Betters is the founder and CEO of Left Main REI, a software platform built for real estate investors, and the co-founder of Better Path Homes, a real estate investment company sh…

Why AI Is Creating Jobs Instead of Cutting Them ft. Stephanie Betters & Steve Trang

This week's episode is a little different: instead of my usual solo takes or one-on-one interviews, I'm joined by my co-hosts on this whole project, Stephanie Betters from Left Main REI and Steve Trang from Objection Proof AI, for a three-way conversation about REI Tech Unlocked, now just a few wee…

Real Estate Investors Are A Year Behind On AI Here's The Proof

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Ep. 132: She Couldn’t Find the Right CRM, So She Built One, with Stephanie Betters

What happens when a nurse practitioner becomes a real estate investor and then builds the software she wishes existed? In this episode of On the House, guest host Stephanie Devine chats with Stephanie Betters, who shares her story from medicine to real estate to becoming a tech CEO of Left Main REI…

WIP 2081: How She Built a 200 Deal-a-Year Business That Only Takes 3 Hours a Week

How do you go from flipping a single foreclosure to running a 200-deal-a-year real estate empire while only working three hours a week? In this episode, Brent Daniels sits down with Stephanie Betters, a former ICU nurse turned real estate powerhouse and CEO of LeftMain CRM. Stephanie breaks down ex…

559: 1,000 Units as a Part-Time Nurse and the System That Helped Her Get There w/Stephanie Betters

Real estate CRMs (customer relationship management) aren’t the most exciting things to talk about…that is until you look at the results they help build. Before building her own CRM, Stephanie Betters was struggling to grow her real estate portfolio. She had an original goal to acquire fifteen units…