🎤A follow-up sequence running quietly in the background just pulled a grieving seller back from the edge of foreclosure and she never knew it was automated.

What if the person who saved your deal wasn't a person at all? Host Jim sits down with Keith Gillispie, founder of REI Automated, to unpack exactly what happens when follow-up runs on autopilot for years, not weeks.

Keith built REI Automated after eight years of active-duty Marine service and 13 overseas deployments, growing a team of 18 real estate investor virtual assistants across 34 states before launching his six-software "Deal OS" in October 2019.

Listen for the real math behind lead follow-up, how REI Automated's AI decides when to hand a conversation to a human, and the story of one seller who came back years later grateful for something she didn't know had a name.

🎧 Hosted by: Jim Remley

🎤 Featuring:

Keith Gillispie is the founder of REI Automated, a six-software real estate investing platform (Deal Labs, Deal Stream, Deal Feed, Deal Base, Deal Bots, Deal GPT). A former active-duty U.S. Marine with 13 overseas deployments, he began real estate investing in 2016 and has taught 14 courses on marketing, deal structure, and automation.

💡 What You’ll Learn in This Episode:

✔️ REI Automated automates 90% of investor tasks

✔️ Deal OS bundles six specialized real estate softwares

✔️ Deal Base CRM runs 389 built-in automations

✔️ Follow-up sequences run 500 days to 5 years

✔️ Bundling three REI Automated tools saves 25%

✔️ 14 free courses available via podcast-exclusive link

✔️ Coaching program accepts two new clients monthly

✔️ Florida home prices dropped 31% year-over-year

Stop being your own business's choke point; hear the full playbook, then explore REI Automated's software, courses, and coaching.

💡Key Questions Answered in This Episode

Q: What is REI Automated's Deal OS?→ A: A six-software ecosystem: Deal Labs, Deal Stream, Deal Feed, Deal Base, Deal Bots, and Deal GPT, covering lead generation, CRM automation, AI voice agents, and AI-powered deal analysis for real estate investors.

Q: How does REI Automated's follow-up system work?→ A: It runs text messages, ringless voicemails, AI calls, and emails on a cycle stretching from 500 days to 5 years, transferring a lead to a live agent only when the AI detects a shift in sentiment.

Q: How much does bundling REI Automated's software save?→ A: Bundling two tools saves 12%, and bundling three tools saves 25%, according to Keith Gillispie.

⏳Timestamps (Click to Jump!):

📌00:00 - Cold Open & Meet Keith Gillispie

📌01:23 - Every Product Started as a Personal Problem

📌02:53 - Marine to Real Estate Investor: The Turning Point

📌05:46 - 18 Virtual Assistants Across 34 States

📌07:03 - Inside the Deal OS: 6 Real Estate Softwares

📌11:42 - Why Sellers Actually Prefer Talking to AI

📌13:35 - How to Vet Keith Before Working With Him

📌16:02 - Software vs. Coaching: How Pricing Works

📌18:31 - Single-Family Only? What Software Covers

📌20:53 - Creative Financing in High Interest Rates

📌22:29 - Florida Home Prices Down 31% YoY

📌24:16 - The Follow-Up Story That Saved a Seller

📌31:45 - How to Buy Software, Courses & Coaching

📌35:15 - Wrap up

Connect with KEITH GILLISPIE:

• Facebook: https://www.facebook.com/Keith.Gillispie

• LinkedIn: https://www.linkedin.com/in/keithgrei/

• Instagram: https://www.instagram.com/keithg_rei

• TikTok: https://www.tiktok.com/@keithg_rei

• X/Twitter: https://x.com/keithg_rei

• YouTube: https://www.youtube.com/@keithg_rei

⭐ Produced by Icons of Real Estate - https://iconsofrealestate.com/

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#REIAutomated #RealEstateInvesting #DealOS #AIinRealEstate #RealEstateAutomation #CreativeFinancing #FollowUpAutomation #KeithGillispie