
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 analyze a tiny niche SaaS serving midwives and doulas with 80% margins but conclude the $400K price is too high given zero growth, easy replication risk, and limited market traction.

In this episode the hosts review an Alabama non-emergency medical transportation business priced around $1.0–1.4M and unanimously reject the deal due to unstable earnings, questionable financial reporting, and heavy dependence on government contracts.

In this episode the hosts evaluate a Miami-based architectural sign manufacturer generating roughly $1.9M in seller earnings, debating whether its attractive 3.3x multiple hides customer concentration risk and heavy dependence on the retiring owners’ relationships.