I ran an entire estate sale via Craigslist for the family of a friend who passed. Because no one else wanted people coming to their house.
No issues. I've never had issues using CL...beyond annoying tire kickers...and guys who like to play endlessly crank to ten...as if they couldn't sus out what an amp sounded like in the first couple minutes! Anyway...
Someone else dealt with Ebay'ing left over stuff. THAT, I won't do...waste of time with all the fees and PayPal BS...there was SO much drama around that part of the sale...
Anyway, I wouldn't buy a guitar from someone who wanted to meet me in a parking lot. Ever. Especially a nice one? Nope. If you're weirded by me coming THERE...bring it HERE...that's easier for me anyway--I have all my amps right here to plug into...my other guitars to compare.
But, then, I've been to people you'd know's (unlike me
-at least that I knew) home studios when they were selling gear. I've had people here. I had someone (though honestly don't remember if we hooked up here or CL) let me borrow the mic he was selling for an evening to put it through it's paces. Maybe I just live in a trusting town.
If it's a guitar pedal (low money/risk) and they want to meet in a parking lot...whatever...I'm fine...but, you want to sell a $2500 converter or a $1200 guitar...or a $1800 boutique amp...? No way...I'm gonna need you to have some skin in the game, so to speak. I know where you live...you know where I live...if you're not comfortable with that, I think it says more about you than me, you know? Do I really WANT to buy gear from you?