My best Goodwill find was a Jack George laptop bag for $15 that looked perfect. The cost for that bag new is $499. I could've flipped it easily enough. It would've went for $300 on ebay, but I couldn't do it. I went into Goodwill on my way to Office Depot (next door) because I wanted a higher end laptop bag\briefcase for my new job. I thought I would pop in just to see if they had a decent laptop bags. I found this bag and it felt like destiny.
https://www.jackgeorges.com/products/elements-executive-leather-briefcase-4403
It's way more than I would have spent on myself. I thought for 5 seconds how I could flip it and buy another but I decided to keep it for myself.
That is a nicer bag than the TSA approved bags our company provides.
I've found a few good deals a few yrs ago.
Brand new Polo ducks? 5$I don't know they were low boys, waterproof and had great tread.
a brand new Samsonite overnight bag 7$.
brand new clothes steamer $7.
a fricken old ass motorized shoe shine machine with a red and black buffer beat to hell....5$ still use it.
misc. expensive shoes with the hard soles barely scuffed.
I admit, I did start grabbing $100 shoes for $7 that didn't fit me for friends and family.
I did pick up some vintage Weyenberg barely worn and some really funky golf shoes that were never worn also and look older than any shoe I own.
rich people donate all kinds of good stuff for the tax break.