It is an interesting and sensitive topic for sure. I think I have nearly always bought consciously and prudently, which implies it is important to me to not lose money at the end of the affair. Of course there is an extra thrill/bragging rights to get something you have longed for at a 'below market price', but it's never been the highest priority to me come sale time. Of course having more than a few low priced acquisitions in the early days of both RB and Ebay has seen some marques/models emerge as 'icons' over time, mostly due to a heady mix of scarcity, condition and 'shared values'. I am lucky my values aren't so universally shared, so I've had a few bargains in my eyes that remain bargains ie. if I sold I wouldn't get my money back! If I've bought well for me though, this doesn't matter much, because the value in the pleasure of ownership/rebuilding/riding is where the real value lies. Generally, the bikes I have sold that have commanded a substantial increase over purchase have been bikes I would have kept if they were genuinely my size (and not a size I thought I could live with!). I am not so charitable that I would part with a bike I paid a nominal sum at below market price, because I imagine/fear it could easily be flipped for profit/split for parts by an unknown buyer (which of course they're entitled to do). There are some bikes I have had for sale for a long time that I don't lower the price on because I think they're bikes that deserve more attention ie. they're better than any current 'market valuation' or consensus! I would imagine most long termers here have more or less got what they thought they wanted by now and had a few fiscal bargains along the way. I suspect that the real top end of the market - rare iconic bikes immaculately and expensively restored - are the slowest to shift, even though we might agree on their worth. Should these sellers need to sell then here is where the biggest liabilities/next relative bargains lie.