
Joined this week by special Twitter anonymous guest (@guessworkinvesting), we talk two really cool companies for sale. Guesswork is super...
Let us know if you enjoyed this episodeJoined this week by special Twitter anonymous guest (@guessworkinvesting), we talk two really cool companies for sale. Guesswork is super cool in that he's a future former investment banker who's making the switch to SMB. Exciting to take part in this journey. Sponsors this week are: David C Barnett Small Business Dealmaking Podcast - If you're interested in learning about buying, selling, financing and managing small and medium si...

In this episode, the hosts dig into a $20M revenue government contracting business that’s veteran-owned and focused on procurement for defense and healthcare — debating contract stickiness, declining revenue, and whether the business is even transferable without the founder’s special status.

In this episode, the hosts dig into a $6.9M luxury transportation company in Dubai featuring Rolls Royce limos, juicy cashflow, and an ultra-regulated moat — but uncover big risks tied to politics, licensing, and the challenges of operating in a tightly networked Emirati ecosystem.

In this episode the hosts break down a $4.3M SBA‑eligible niche digital marketing agency serving legal clients, exploring its strong growth, high margins, client retainer model, and the risks around leverage and industry uncertainty.