Serial Entrepreneur Carson Jones: From Broke Marketing Startup to Real Estate Success (And the Red Flags to Avoid)

Beyond the Deal

In this episode of Beyond the Deal, Michael Wagman sits down with entrepreneur and author Carson Jones to talk about his unconventional journey—from broke and pitching marketing services door-to-door, to running restaurants, investing in oil and gas, and now thriving in real estate syndication and brokerage.

Carson shares the hard-won lessons that inspired his new book, The Red Flag Playbook, a guide for passive investors on how to vet sponsors, understand deal assumptions, and avoid costly mistakes in real estate and beyond.

They discuss:

✅ Why Carson left corporate America early—and never looked back

✅ How his experience in the restaurant world shaped his business instincts

✅ What he learned (and lost) in oil and gas investing

✅ The red flags LPs miss when vetting syndications and operators

✅ How getting sober changed the way he handles entrepreneurial stress

Whether you’re an investor, operator, or simply navigating your own entrepreneurial path, this conversation is packed with honest reflections and practical insights you won’t want to miss.

Follow the Host – Michael Wagman:

🔗 LinkedIn: https://www.linkedin.com/in/michaelwagman/

🔗 Instagram: https://www.instagram.com/nimble_capital_group/

🔗 Website: https://nimblecapitalgroup.com/

Follow the Guest – Carson Jones

🔗 LinkedIn: https://www.linkedin.com/in/carsonjones/

Interested in learning how to raise capital and scale your business to build a lifestyle around freedom?

👉 Schedule a call today and let's find out if you're a good fit for mentorship:

https://calendly.com/mwagman/capital-coaching-exploration

🔥 Don’t forget to subscribe, leave a review, and share this episode with fellow LPs and real estate investors!