Drew on the airwaves
Drew Haney has joined most of the major land-investing podcasts since founding Rooster Capital. Funding mechanics, the operator mindset, the journey from Army veteran to seven-figure flipper to fund founder — all here, newest first.
I've been lucky to spend time on most of the major land-investing shows over the last few years. These conversations cover the deals, the operators, the lessons learned the hard way, and the bigger picture of where the land business is heading.
Newest first. Grab a coffee and dig in — most of these hold up well.
— Drew
Drew sits down with Abi to walk through the failure mode that wiped out a previous land business — the $40K/month debt service that left no margin when deal flow slowed. The pivot to Rooster Capital's JV-funding model came directly out of that lesson: capital flexes with deal volume instead of crushing the operator when the market turns.
Drew on Ep #156: why the unsexy operational stuff (clean title, fast diligence, tight comms) is the actual moat in land flipping, and why most operators chase the wrong shiny things.
Drew sits down with Seth to demystify land funding — risks, structure, what makes a good operator-funder fit, and why he's seen the JV model outperform hard-money paths for raw land specifically.
Military to millionaire through land flipping — Drew's path from Army veteran to seven-figure land operator and now funder. Mindset, mistakes, and what most veterans get wrong about civilian entrepreneurship.
Drew with Kendall on the land funding vs operating decision tree — when to flip your own deals, when to fund someone else's, and the brutal honest math behind both paths.
Buying land in uncertain markets — how Drew thinks about pricing, holds, and the operator profile that survives a soft market. Practical underwriting in turbulence.
Drew on building the Milk & Honey land investor community — why peer accountability beats coursework, the kind of operators who actually compound, and what he looks for in funding partners.
How Drew built and exited his land operating business, and why he chose to redeploy that energy into funding instead of staying on the operating side. The real economics behind both sides of the transaction.
The entrepreneurial attitude — Drew on how military service shapes the operator mindset, the discipline required to actually finish deals, and what veterans bring to land that civilians often miss.
Unlocking the hidden potential of vacant land — why most real estate investors overlook the asset class, the margin profile, and what to look for in a first deal.
Drew and Jaren on the Land Mavericks playbook — how a peer community of land operators outperforms solo coursework, and what they'd tell their younger selves.
How Drew built a seven-figure land business in 8–10 hours per week, with no automation. Workflow, focus, and the bullshit-free version of how land actually compounds.
Drew's transformation from day trader to seven-figure real estate powerhouse on Brent's flagship show. The wholesaling-to-land pivot, the operator economics, the call discipline that makes deals happen.
Drew's first appearance with Joe — his story from active duty Army into vacant land investing, the early mistakes, and the framework that turned the corner.
