This episode isn’t about cabins. It’s about what really changes when you move from buying real estate to building it.

In Part 2 of this conversation, David Graber - founder of Brandywine Grove and Paradise Lake - breaks down why wholesaling, flipping, and traditional rentals eventually hit a ceiling, and what pushed him into ground-up construction instead.

This wasn’t a creative challenge. It was a systems challenge.

We cover:

• Why flipping stopped producing reliable outcomes
• How infrastructure and scale decisions are made before construction begins
• The labor and sequencing risks most investors underestimate
• Why capital exposure increases long before revenue appears
• What ground-up builders learn the hard way about timelines and tradeoffs

If you’re a founder, operator, or investor working inside capital constraints, labor shortages, or long-term builds, this conversation will feel familiar.

This isn’t a highlight reel. It’s a practical breakdown of how real businesses actually get built - under pressure, not in hindsight.

Reach out: ChiefMilestones@gmail.com

Chief Milestones is a video podcast featuring honest conversations with founders, parents, and investors about building real businesses, staying healthy, and raising families.

New episodes release Tuesdays and Fridays.

Youtube: https://www.youtube.com/@ChiefMilestones

Instagram: https://www.instagram.com/chiefmilestones/

Spotify: https://open.spotify.com/show/7HLDAe7SP3GnJSTOgAQqLy?si=6e9ac82be46f413c

Apple Podcasts: https://podcasts.apple.com/us/podcast/chief-milestones/id1861185226