Pitfalls of trading up?
I took a chance and bought my cruising dream boat before I had sold my current boat. I got lucky- It sold a month later!
Only regret is now I am completely overwhelmed with my "new" boat. So many systems and stuff breaking down while I am trying to get a feel for the boat-as compared to my Hunter 36 that was so simple and new. Oh well. Learning curve is very steep.