You have to pick one car to have as your DD and only car for the rest of your life. You can upgrade the car too, it doesn’t have to stay stock. The trick is this - take your current age, and figure out how many more years of driving you’d have until you reach 70 years old, and calculate driving 12000 miles per year, and pick a car which could realistically survive that mileage. Obviously, the younger you are, tougher this task will be.

So, for me that’s 406k miles. I have to count on driving around Colorado, winters with snow, transporting dogs, spare part availability for next 34 years etc. That pretty much ensures I can’t pick a fun sports car. I think my choice would be between a Tahoe/Suburban or any of the GMC/Cadillac cousins, or a Toyota Land Cruiser.

I am pretty sure that a Land Cruiser would be my choice - if the current state of aftermarket is anything to go by, there will be plenty of parts to keep it going to 400k miles. I think one like this would fit the bill

Bonus points if you can pick one watch to wear for the rest of your life, one weapon (handgun, long gun, knife, bow etc) to use for the rest of your life, and one pair of shoes to have for the rest of your life.

I nominate a Luminor Panerai 1950 3 Days Chrono Flyback

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A regular Glock 17, simply for usability and parts availability, ease of gun smithing and the possibility to upgrade every part

and my favorite shoes in the world, Timberland Boot Company Wodehouse