I'm confused as to if these are actually meeting the guidelines. How does the tangible part work?
The tangible part is (was) there to prevent someone from simply buying something very valuable and calling the money "spent." It sort of falls under the "no assets" guideline. You can easily spend $60m by buying property, businesses, a sports team, etc. But the problem there is you now have something that itself is still worth that level of money, or more, or less. So it's not "really spent." If you buy a $60m house you still have $60m, it's just now in house form.
And in that, it'd violate the rules to turn around and sell that $60m for $1. I'm not sure what rule in violate specifically but it's sort of suggested in there, it may fall under this same rule, "not damaging an item" or maybe the idea you still have to get value for anything you spend money on.
For example, in the movie, one of the ways Brewster spends a good chunk of the money is by simply renting a very expensive penthouse in a hotel, as opposed to buying property. He then hires a bunch of staff at the top of the salaries/pay to spend a good amount of it.
But there's loopholes he sort of exploits.
"Not damaging an item." Pretty much means you can't just buy something very expensive and then destroy it (now making it worthless.) In the movie, a friend of his buys a very expensive, rare, and collectible stamp that ends up giving Brewster a good increase in how much money he has. He now has an asset he must "spend." But, he can't damage this item to null out its value. Or can he? What does he do? He uses the stamp, ruining it from the postmarks when its delivered. He both used an item that's really designed to be damaged and he didn't damage it, the post office did.
This sort of falls under Triumphant's idea above of buying a predator drone and flying it over hostile territory where it'll likely be shotdown and destroyed. He's using an item for it's designed function and the risks of that is that someone else may destroy it.
Many of the ideas above are pretty clever.
The only "problem" I see is in Ms. Chicken's where she says she'd buy worthless art and charge people "a silver" (I'm assuming a Tasmanian coin?) to view it. Logical, but she'd still have some coins to spend before the month is up (she has to end the month with as much as she had before the contest began, nothing more) but that's easily spent buy just buying an expensive item that itself has no value.
I think I'd spend it all on sex. At $2M per day, that would be a hell of a party. Would deflowering a virgin be considered a violation of Rule #6?
It'd more likely violate Rule #7 saying you must get value for any staff you hire. So if you hire a hooker for $2-million/day then, well, she has to provide $2m worth of work and services and that amount must be within the upper income threshold for someone in her profession. I'm not sure how much even the highest-class of call girls go for, but I suspect it's not #2m/day.
But it could be which, I guess money well spent?
I've seen a lot of neat ideas here, other than occasional ones up there which just seem to be "buy/do something that's really expensive but nets me nothing."
I suspect, like Brewster, I'd start of buy simply renting a large, expensive, piece of property at its top rate, and hiring a large entourage and top pay.
Probably the rented property I'd make a villa or estate or something and simply throw a bunch of Gatsby-like parties every night with very expensive wines, very expensive catering and maybe more than is needed to full satisfy the attendance. (Like the stamp example and the drone suggestion, the end result of this wouldn't be "willfully damaging an item" since as a function of it, food does tend to go wasted or spoil. Which doesn't matter, really, since food has no value.)
That alone probably isn't enough to spend $60m as the steam would run out of the parties before too long. The 30% to charities and gambling would be an obvious first thing to do. Put 3,000,000 on one hand of poker and fold after the first draw, or put 3,000,000 worth of chips on one number in roulette. Or 3,000,000 in craps since no matter how hard I try I do not understand how that game works.
so I can buy businesses/property? I'd start by buying Capcom, split my donation % between the prevent cancer foundation (preferably during AGDQ so I could donate to tripping up speed runners) and a few other charities. I'd buy Detroit and turn it into a theme park. If I had any left over after that, hello Kickstarter.
You "can" buy businesses and property if you want but it doesn't spend the money. It's just now invested in a company, potentially making you more money.