Has anyone run across businesses run by one person? Has anyone closed on deals like this? I know there are clear key man risks and I wanted to reach out to the community to get some better insight into how this has been done. For context, I am looking at a business where there is an owner and a secretary. Work is subcontracted out to individuals and companies who the owner has long term relationships with (another risk) and he acts as project coordinator and quality expert. The owner is open to staying on for a year to teach the business operations/make intros and act as a consultant afterwards. The appeal of the business is that its old school with no website, no marketing, a great reputation and portfolio and is limited by its one man owner. I believe with a small and lean team the business could grow significantly but I am also wary of the one man risks. Any thoughts, experience or ideas about how to structure a potential deal would be welcome!