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My parents are giving me $250k because they gave an equivalent amount to my sister so she could buy an apartment in London. I don't really want the money and have tried to argue them out of giving it to me (would rather they enjoy their retirement) but they are insistent, especially since they gave it to my sister. Being able to pay in cash for a house in Baltimore (if I stay here) would be pretty huge, but I'm not sure where I will be in a few years time so a house doesn't seem like a great use of time or money right now. Should I just keep it in the market until then (transferring to my preferred stock/bond distributions where appropriate)? Are there any other big ticket items that I should consider purchasing? A car would probably be useful, both for my practical and romantic life, but if I move to Europe in the next two years (maybe 30% chance), it's a terrible investment. I could also donate most of the money to charity, but that feels both like slapping my parents in the face, and potentially making life much more difficult for myself. Even if the money were to just sit in money market, it would be an extra $10k of income a year, which is substantial.
Absolutely get a car, a used one, in the "lease return" range (3-5 years old) of a popular, reliable Japanese brand. Toyota, Honda, Subaru. They'll be fairly expensive at first, but if you need to sell them in 2 years they'll barely have depreciated.
With those brands, you can also always get a 15 year old model with around 100k miles. It will perform equally well as the 3 year old model, but be substantially cheaper to buy, easier/cheaper to repair (do research, get a model that has a reputation for being reliable and common), and it will not depreciate at all if you drive it for 2 years and 20k miles.
I'd just get a Toyota with hybrid drive from that era.
The reason I would recommend one that was a lease return or in that range is that he's thinking of a car in terms of how it would improve his love life; a car that looks close to new helps more in that case. Also, it's likely still under warranty (at least partly), if it's a lease return, it's had one owner, it's been likely maintained by the dealership at recommended intervals and you can assume it hasn't been beaten up too bad. If you just need reliable transportation and want to pay the least then I agree, a proven survivor in the deep part of the bathtub curve is a great choice.
I understand what you're saying, but there's a difference between a clean car and a beater. Women don't know anything about cars, and car design hasn't changed enough in the past 20 years to make anything look seriously dated. She's not going to peek at the odometer. I recently bought a new car and rather than be exciting it was brutal, due to parting difficulties with the old one I had put 150,000 miles on in 6 years. I made a decision with my mind and not my heart (which would have had me shoveling money into the old one), and regretted it for the first week. I tried explaining this to several women, and they all thought I was insane. Men, on the other hand, could relate to what I was going through. To men, a car is like a friend. To women, it's just another appliance.
The one aspect of cars that women will appreciate is the interior. There's a certain irony to this, as almost every woman I know drives a car with a basic interior. My theory behind this is that since they treat cars as appliances they buy models they hear are "good" and when they're shopping they gravitate towards the more affordable ones because they don't care enough about cars to see the difference. Men are more likely to spring for the higher trim packages, so the interiors are generally nicer. After driving beaters for years, my first car out of law school was mid-trim and every car I've had since has been top or next to top trim. These are not luxury cars; the first car that I got compliments about the interior from was a Sonata Limited. In my experience, Hyundai and Mazda tend to have the nicest interiors among the Asian brands. I had a Subaru with the top trim and, having gone back to a Sonata, I once again have buttons that are a pleasure to push. While it may seem odd for anyone over the age of one to experience pleasure from pushing buttons, well, you just haven't pushed any good ones. At this point, I feel mildly depressed when I ride in a car with a crappy interior, especially newer cars with crappy, basic interiors.
The above may suggest that a luxury car is the way to go, and it can be, but OP would be advised to proceed with caution here. The first issue is that European luxury cars are overengineered monstrosities which is fine if you're leasing one, like most people do, but for which ownership of an older, high-mileage models means frequent, expensive repair bills. The second, more immediate problem is that these cars will attract women, just the kind of women you probably don't want to attract. As I said earlier, women don't care about cars. To the extent they can be used as a signal, they're less about trying to send the right signal and more about avoiding sending the wrong one. A sensibly-priced newer vehicle from a mass market brand doesn't send any signal, which is fine. It's basic transportation. A ten year old beater sends the signal that one is poor or cheap, which is bad. A luxury car sends the signal that one is wealthy, which is also bad, because you're now attracting women who you wouldn't be attracting but for displays of wealth. There are obviously degrees of this; driving a Lexus or BMW sends a very different signal than driving a Lambroghini.
The upshot here is that if OP wants to maximize his car's effect on his love life he should buy a mass-market brand with the top trim level. It should be noted, however, that the effect on the trim level will be marginal and he should only go this route if he wants it for himself. The age and mileage of the car doesn't matter as long as it's clean and not seriously old. That being said the car I had that got the mst attention from women was a 1974 Dodge Dart, but that car was so gloriously awful that I can't recommend it in good conscience, assuming one can even be found.
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