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Re:Selling My Bootstrapped SaaS Business by kdscruggs on Wednesday October 18, 2017 @02:03PM (#15501374)
Congrats on the sale! Very noble of you, big fan of your approach. Ultimately, my goal is to eventually do the very same (give good people their chance to flourish and create good business).

Have you seen any correlation to the "no pressure"/generous aspect of your investments to the success or failure of said investment? My feeling is that the lack of stress attached to the investment may make it easier for the founder to achieve their goals. No anxiety about failure to pay you back = no self fulfilling prophecy. Probably depends on the founder.

Re:Selling My Bootstrapped SaaS Business by KGIII on Wednesday October 18, 2017 @03:01PM (#15501939)
No, but I don't have any frame of reference other than this. I treat every investment as a potential total loss, at least in this area. So, I don't really pressure or tell people what to do. So far, it's barely profitable.