I don't regret a single pipe I've let go.
The only two pipes I've ever gotten rid of that I loved, were gifts to friends who were just getting started pipe smoking. When I began paring down my collection, I decided that I only wanted pipes that I loved every single aspect of and wouldn't change a thing about. Each pipe I've gotten rid of, had at least one point of contention with my personal preferences, and so I let them go in order to fund the purchase of pipes I absolutely loved. In a matter of months, I went from 14 briar pipes that I liked, to 4 that I absolutely love.