Uber has almost single-handedly turned the taxi industry upside down. And that success has been attributed, at least in part, to breaking the rules. Uber has been banned or sued in multiple cities and countries for flouting local insurance laws and transportation regulation. But with a valuation of more than $40 billion, Uber has plenty of money to hire lobbyists, lawyers and PR firms to fight its legal battles. So, what if you wanted to start a ride-sharing service but didn’t have Uber money? What if you tried to follow all the rules and regulations from the beginning instead of muscling your way onto the scene? We hear about two Bay Area entrepreneurs tried to do just that and failed miserably.