Consolidating a collection "up" - regrets?

[Cmmatthews]

I've got a few reasonably nice pieces but have long had my eye on a Patek Chrono Perpetual, like a 5270G. I've been considering consolidating some of my higher end piece and throwing in some cash to go for it.

Likely this would involve me selling or trading a Lange 1815 chronograph, a Patek 5960G, and a few lower end pieces.

Those who have done this before - did you regret it? My main concern is how frequently I would want to wear out a $150K watch vs some these other pieces, even though the 5270 and similar is a watch I have wanted since I got into collecting seriously 15 years ago.