Land Academy Show
Hosted by Steven Butala & Jill DeWit · Land Academy
Independent overview by REI Boss. The show and its hosts are not affiliated with REI Boss.
About the show
The Land Academy Show is hosted by Steven Butala and Jill DeWit, the founders of Land Academy. It has about 2,000 episodes, is rated 4.8 from 191 Apple ratings and airs Wednesdays as of November 2026. The hosts self-report more than 15,000 transactions since the 1990s. The program it supports is about ten years old. Its listeners are land investors, a niche the research describes as running high-volume mail campaigns.
| Fact | Value | As of | Source |
|---|---|---|---|
| Episodes | About 2,000 | 2026-11 | (source) |
| Apple rating | 4.8 from 191 ratings | 2026-11 | (source) |
| Cadence | Weekly, Wednesdays (per listing) | 2026-11 | (source) |
| Hosts' transactions | More than 15,000 since the 1990s (self-reported) | 2026-11 | (source) |
Formats
Co-hosted land investing episodes.
Who listens
operator — land investors running mail campaigns.
If you're building a land business on direct mail, REI Boss tracks each campaign from drop to closed parcel and shows cost per deal on the Scoreboard.
REI Boss describes itself as the first agentic operating system for real estate investors: operations, KPIs, acquisitions, dispositions, pipelines, scripts, Momentum Meetings, Rocks and projects, with an AI Chief of Staff. Learn more at reiboss.io.