Plenty of pros have started plenty of board companies, some successfully and some were complete failures.
Who is a pro who always rode for others but probably could have had his own board brand and it would have been a success?
Maybe you will mention a certain pro, and then someone will remind you that they did in fact start a board brand that you never heard of, and that will be embarrassing for them, and we will all get a laugh.
I think Caballero could have had his own successful board brand at different points during his career. In fact I think he's the only bones brigade guy who didn't do that?
I also think that Cheeks Skateboards or something by Chico Brenes could have been successful.
Others?