I got a 3.75 my first semester at a top LAC. Am I screwed?

Your grades aren’t bad at all. Are you still involved in the sport that helped you to get into your LAC? If yes, maybe that might help with the transfer?

If you’re looking for a more entrepreneurial atmosphere, perhaps you should choose a school that isn’t rural and isolated. Yes to Babson, Penn (Wharton or SAS/econ), but no to Dartmouth and Cornell. I think that your grades are good enough. It’s going to depend upon how you present yourself, how you lobby to show that you need what that school has to offer. And if your sport is highly valued at that school, it might help a bit (although you’re not going to be a recruited athlete, just a presumed walk on).