TIL that in the early days of Fed-Ex, there was one time the company couldn't afford the fuel bill for their planes, so the founder took the company's last $5,000 and went to Las Vegas and won $27,000
Before this, he won $4,000,000 by inheriting it and was able to convince a bunch of his rich friends and fellow Yale alums to bet $91,000,000 on FedEx.
This guy was so lucky! It says here also he killed someone in a hit and run (no charges) and separately a passengers of his car died after he flipped it (no charges, the cause of the accident never determined)
Ups staffs their warehouses (or at least did when I worked there as a temp) heavily with temp agency staff who they can toss at any point, they don't give a shit and while my experience was on the packing side (shrink wrapped bundles, barcode stickers, in store displays) some people did do the shipping side, it sucked and they talked about people throwing things around, the quotas were unreasonable, paid next to nothing and the threat of termination was used as a "motivator", by far the worst working experience of my life and I expect FedEx does the same thing. Met some cool people though so not all bad.
I never have had the bad experiences that many claim with shipping companies. I used to praise FedEx as they would make shipments when I was doing apple warranty repairs. If I ordered a replacement part by 5pm, they would have it the next morning before 10am at our facility. Their shipments were $6.95 for any of the parts as well, never understood how they could do it at the time. Circa 2011,12 time period. I'm sure it was because Apple paid them a shit ton, but was like magic.
I never hold anything against FedEx employees because I talk with the drivers often as they deliver to my workplace and they run their drivers so fucking hard, not a single driver has said they like the job. It pays them well, but the trucks are always bad quality and breaking down, and the drivers barely have time to take breaks and eat while getting done at a good time most days.
I’ve heard this story a few times and supposedly it happened over a weekend but yeah either the guy was a very good card counter and played a ton or recklessly bet it on roulette and got insanely lucky if this is true.
One could argue it wasn't personal entertainment, that it was a business decision. Investors could sue I'm sure, or have you thrown from the company. But they all won off it