I’m one of those “younguns”, then I clicked the link, and vaguely remembered it. (I’m 32 FWIW)
I worked at a fast food outlet (LeeAnn Chin’s) a few years ago and I definitely noticed the “twenties in, change out” phenomenon; though oddly, fifties weren’t that rare and a week didn’t go by when you didn’t see at least one C-note. Also, when I used to bank and shop for my mom she would have me get tens in cash, and when buying stuff the cashiers seemed to appreciate them.
In stores, bars and gas stations in not-so-nice areas, I’ve often seen signs indicating that no bill larger than $20 will be accepted.
I’m not sure why you think that substituting one anecdote with another based on a sample size of one is an improvement. I would think that it would obvious that an owner operated store would behave differently than one that is managed by an employee. I wouldn’t want an employee walking around with most of my money in their pocket. They might forget whose money it is. A lot of the customers at Sams and Costco are small owner operated markets, not chains. Even an owner operated coffee shop wouldn’t operate the same, since so little of their receipts go into inventory.
There was nothing in what I said that implied that all or even most store owners walk around with thousands of dollars in their pockets, but a lot of them do.
I’m saying I have an example of a small independent store that operates in a way different to your bizarre observation of people in a checkout line that you have no way of knowing who the hell they are, how much cash money they take in if they do own a business, and what percentage of that cash they churn back into inventory and other costs instead of depositing.
There is a CHF 1000 (swiss franc) bill worth over US$1000. 
We had this discussion recently. There’s a 10,000 Singapore Dollar note in current use, worth about $7,700 US:
Have you ever been in a Sams or a Costco? The people buying for a store have to present their resale license at checkout to avoid paying sales tax and cigarettes by the case can be only be purchased for resale. After 20 years of shopping at warehouse stores, you can just look at what is on their flat bed cart and tell who is buying for personal use and who is buying for resale. Besides, I have friends that owned small markets or restaurants and learned quite a bit about how they operate.
Not to mention the $1,329,063 bill.
They should bring the $2 bill back.
Has it ever gone? I get them from the bank and spend them all the time..
I’ve got several in my wallet right now.
In convenience stores, the idea is to limit losses by both robbery AND by employee theft. Heck, most c stores can just about make change for two twenties in a row, because they keep less than $50 in the till, and the rest goes right into the safe.
In grocery and other stores with several registers open at a time, you’ll occasionally see someone collecting excess money from the till (hundreds and fifties always get collected, along with excess twenties) so that too much cash doesn’t build up, and become tempting to either a robber or a cashier. Sometimes such stores make midday bank deposits, too.
Are the old high denomination bills still legal tender? Could I deposit a 10k bill at my bank?
I occasionally have people in my store pay with a €500 or a €200 note. I’d say in the last year I had one of the former and maybe half a dozen of the latter in our tills.
Yes. Yes.
'Course, they bring about $50,000-$75,000 in the collector market.
Yes, they’re still available. I think p4poetic was joking.
I once knew an old guy who would get a stack of crisp, sequential new $2 bills from the bank and have them gummed along one edge by a friend who had a print shop. He’d carry them in a checkbook, and tear them off one at a time for small purchases. He loved the looks on clerks’ and tellers’ faces when he paid like that. 
That’s cool. If we had $2 bills, I’d do that too. (It’d get a little expensive with fives…)
Fretful Porpentine:
Yes - given his main claim to fame, I’d think he would be pictured not on one bill, but on two of non-consecutive denominations.
I agree. I mean, they are still here, but I think that they should replace the dollar bill what with inflation and all.
I used to give my dad a hard time for never bringing samples home from work “like all the other kids’ dads dooooo…” [/whiny ‘Toshi Station’ voice]
But he did take my cub scout pack into the vault when they had some larger transfers going on (early 60s). I remember loudly interrupting with “WHO the HECK is Salmon P. Chase???” to which he replied, “Well, who’s Alexander Hamilton?” And we realized he wasn’t a president, and we had no idea.