When I was a teenager I was working at McDonalds and someone came in and paid for a meal using old US Silver Certificate bills. Some people just are careless and don't notice old or unusual things.
I've had that happen a couple times, too. The first time I was super excited, and looked up the collectable price, and it was like $8 for a (pristine) $5 bill. I think I kept it for a few days to show to people, and then spent it. I inherited a couple from my dad last year, and the collectors' price hadn't changed, so I did the same thing. Still cool, though. I hope whatever cashier received them from me got a similar thrill.
And they're still a pain to spend, because too many people refuse to believe they're real money. Or else don't want to take them because there isn't a slot in their cash drawer. I inherited a couple of bundles from my dad last year (he made $2 bills his "thing", much like Woz, because he enjoyed arguing with cashiers), and exchanged them all at the bank for "real money".
Many years ago a friend of mine used to tip bartenders and servers with dollar coins (a dollar tip on a drink was good at the time). They remembered him for that and he got better service even though it was probably a bit of a PITA for them to deal with the coins. $2 bills could probaby be used in a similar fashion.
They're socially awkward to spend, because people don't want to take them. That was true each of the four or five times I used bills from my father's stash, though I was outright refused only once. Unlike my father, I don't enjoy needlessly provoking minor hostility, so I turned them into the bank. We're all just gabbing on the internet, my dude. You might find $2 bills a fun investment.
It’s probably been that since I used cash. Kids pocket money is the last frontier in our house. We even managed travel between 3/4 countries without any. Wise is great.
I worked as a part-time bank teller from age 1999-2007 (not continuously). Over that time the volume of silver certificates and other special currency coming in dropped DRAMATICALLY. From 1999-2003 I'd say I would see those bills come in about every other month; I don't think I saw a single one in the final two years I worked the job.
I "purchased" (i.e., exchanged my own money for) every bill and coin that came in. And before anyone makes any assumptions, I had permission from the bank manager.