Intersections
Intersections
Podcast Description
Hosted by Kyle Waldrep and Tom Leppert, Intersections is a multi-generational look at the critical issues facing America.
Podcast Insights
Content Themes
The show focuses on critical topics impacting America, including education, infrastructure, racial equity, monetary policy, and leadership. Episode highlights include discussions with Commissioner John Wiley Price on structural inequities in Dallas, Rob Kaplan on U.S. economic strategy, and Chief David Brown on police reform and community relations. These narratives aim to connect personal experiences with broader societal challenges.

Hosted by Kyle Waldrep and Tom Leppert, Intersections is a multi-generational look at the critical issues facing America.
Craig Hall had built an empire by 35 — 70,000 apartment units, billions in assets, and national recognition as one of the largest private real estate sponsors in the country. Then it unraveled.
In this candid conversation, Craig walks through the early hustle that started with $4,000 saved as a kid, the bold bets that built his fortune, the savings and loan crisis that nearly wiped him out, and the moment the federal government sued him and seized his assets. But this episode isn’t just about wealth and loss. It’s about responsibility. Craig shares why he liquidated $175 million of his personal assets to make investors whole, why he refused to settle a lawsuit for anything other than zero, and how ethics shaped his second act. From Hall Park in Frisco to Hall Arts in downtown Dallas, from building one of Napa’s premier wine brands to financing major developments nationwide, Craig reflects on risk, reinvention, and what success really means.
It’s a masterclass in entrepreneurship — and in character.
In This Episode
[02:00] Early Hustle & Entrepreneurial Roots
[08:30] Learning Through Failure
[17:00] Raising Capital at 19
[24:00] The $10 Million Leap
[27:00] Turning $111,000 into $66 Million
[30:00] Moving to Dallas
[33:00] The 1980s Real Estate Collapse
[39:00] Sued by the Federal Government
[45:00] Making Investors Whole
[57:00] Reinvention: Hall Park & Hall Arts
[1:16:00] Building Hall Wines
[1:22:00] The State of Entrepreneurship
[1:27:00] Philanthropy & Eastern Europe
[1:34:00] Advice to His 20-Year-Old Self
Guest Resources
- The Responsible Entrepreneur by Craig Hall
- Boom by Craig Hall
- Hall WinesHall Park (Frisco, TX)
- Hall Arts (Dallas Arts District)
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Editing and Support by The Good Podcast Co.

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