You are presented this deal. You get to choose one of several things that will cost at most $250. Things can still be less, but if you go to buy or pay for something, you have a special discount that will be applied so the price is $250. The catch is, if you buy something that costs way more, you cannot resell it. It is for your use only or for your immediate family, but they cannot own it. Here are the choices:
Medical care. Your current insurance, if you have it, is still in place. But if you develop cancer, or something else serious, all of the treatment for it would cost no more than $250. If you need long term care, $250. If you need a really expensive medication for a long period of time, $250. If you need extensive rehab, $250. This extends to your immediate family, children, spouse, parents.
Traveling. You can fly anywhere you want, or travel any way you want, and it will cost $250. First class ticket to Dubai? $250. However, this applies to just your travel. Your hotel, activities, food, etc are not part of this. But your travel from point A to point B is not going to cost more than $250.
Vacation. Just the reverse of above. Anywhere you travel to, your accomodations cannot cost more than $250. That doesn't mean you can be permanently on vacation. It is reasonable and the entity granting this will know what is and isn't reasonable. Luxury 5 star hotel? $250 total. This also applies to any Airbnb or anything like that. This doesn't count towards other costs of your vacation. If there are things included with your stay, like if it's all inclusive, that's fine.
Car. You can purchase any car you like and it will cost no more than $250. If you are married or something, you can gift one car to your spouse or SO. However you cannot own more than one car at a time. You cannot resell it or gift it to anyone but your SO. You are responsible for all gas, insurance, repairs, etc. If you want to get a new car, you have to wait 6 months before you can. Same rules apply for your SO, but you have to do it, they can't go buy it. If it breaks down in those 6 months, you have to pay for repairs.
Food. Any restaurant, grocery store, etc. You can go to the nicest, fanciest most exclusive restaurants, and your check will never exceed $250. You cannot host more than 3 other people. You have to pay and cannot accept money from your party of up to 3. It has to come from you. If you go to the grocery store, you can buy anything you want, but pay no more than $250. You can't resell anything you buy though. Or accept compensation in any other way.
This choice lasts for life and you get one chance at it. You cannot use your discount to profit or anyone close to you in any way. There's no loophole that allows you to. What is your choice?