The most remorse

It would have to be my original military. I sold mine and my son lost the one I gave him. Don't carry that large a knife now do haven't opted to spend the bucks to replace mine.
 
As a rule I dont sell Spydercos because I always regret it. I have sold a few Enduras that I wish I had back..
 
I regret the ones I've lost, but not the ones I've given away or traded. I don't sell them, so no worries there.
 
Best way not to sell them so no future remorse / regrets set in, well at least not on BFC, is to sign up for at the very least a basic membership so that while you still financially support the site, you are not entitled to selling your treasured blades on here.

The basic membership argument does not apply to me because I'm extremely fickle as I may keep everything and the next minute decide to sell EVERYTHING. Yup, a nut job!
 
Breeden Rescue. Odd looking knife, but it had exceptionally comfortable ergos and great action. Its bull nosed blade shape taught me how much I like a usable point for edc. Regardless, I still wish I hadn't sold it.
 
Ouch on the Lum collection. That sounds like a painful loss. I gave away a Chinese Nishinjin and several other knives to a neighbour I later had a falling out with.
 
Gave away a Native 5. Friend of mine lost his shitty Gerber knife and, hoping to make a convert, I gave him my Native. He never uses it. Got some other shitty tanto bladed thing. So much regret.
 
GB air. When I had it I bought it cause I love my GB1 so much but I didn't really have any need for such a knife. Now days with my needs and carry style and love of M4 it's exactly my style thus they're no more...
 
I can't believe I sold a Delica 3 with OD FRN handle and black blade. What was I thinking?! And like Yablowitz, I deeply regret the only knife I've ever lost--a PE Baby Jess Horn with black Micarta scales. My stomach still squeezes every time I think about it...
 
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