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Vacations can be quite expensive, depending on how luxurious the rental is and how long you stay. I have a haunted castle and a yacht for rent and you can have a butler there as well for maximum comfort.
Businesses can also be very expensive, you spend money to build the lot and then you need to spend some more to run the business, train the staff, etc. In my experience, they are money pits.
And then there is everyday spendthrift style spending, like hire all help staff possible, eat out at the fancy restaurant every night with a group of friends, leave electronics out in the yard and replace them after they have been hit by lightning, literally burn money at the fireplace, donate and gift money, gift expensive stuff to your friends, recycle expensive stuff in the recycling machine.
Anyway, if you have lots of simoleons to spend, maybe not worry so much on what to spend it on, because it will be spent one way or another, but rather use it to advance hobbies, relationships, aspirations, etc., things that you don't normally have much time for because of the need to work to earn money.
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