I've flipped quite a few (maybe 30) including a Speedy Pro and 2 SubCs, either of which for a lot of people might be considered an 'end watch'.

I've also bought some watches 2 or 3 times.

Ultimately I've no regrets (apart from the 4 figure sum I've wasted in the process) as each watch I've flipped had something about it which didn't feel quite right to me, I've enjoyed the experience of owning some great watches, and along the way I've worked out what I really want in a watch.