250' isn't very far, you can prob hit that. It's easier when you start to throw far sidearm than backhand. Meaning it takes less physical effort to get the disc to spin good enough to get some D.
I think it takes a solid MONTH of lots rounds and thorws to get your muscles developed for a consistent backhand (which is why most people never convert), whereas you can come out on day 1 or 2 and get some OK distance with a flick. Same thing for overhands, esp if you are a baseball player. The trick is to start with a stable driver if you are gonna flick, it will offset your poor form until you figure it out.
I bet you can hit 250' almost right away and build up to 300' rather quickly.