Ah....flea markets. Heaven to a tool collector, most of the time anyways.
Now that I am in SC there are few flea markets like I had in Pa. Don't get me wrong they are around here, but often just contain junk. But sometimes a gem can be had. In Pa I routinely could go home with a dozen axes on a good day of flea marketing.
I don't bicker about price usually because I wouldn't want someone bickering to me. I will sometime throw a low ball offer, to see what happens. Time of year is a big factor with this - early year flea markets where the usually sellers have fresh inventory they are less likely to dance on price. End of year flea markets, where these same guys don't want to have to haul and store inventory, are more likely to entertain offers so they can simply off load inventory. At least that has been my experience anyway.
As far as what to look for - I look for everything now. I look for old window frames, old wooden chairs, old pre channellock tools when it was Dearment. Old Sears and Craftsman tools, SKS, etc. I got some Tome Feteira files a couple weeks ago for a $1 piece which was a huge steal. So bargains are out there.
I have had some real winners come out of flea markets -
So the deals and steals are out there - just have to look, talk to, make some friends with. I have many estate cleaners, garage salers, etc that are out getting me axes. It works out well.
Finally this guy - paid $7 for -
