What Would You Do If You Won the Lottery?

What would YOU do if you won the lottery? We haven't discussed this since 2016, and it's always a fun discussion.

I'm assuming many of you would pay off student loans or credit card debt — maybe even family members' student loans. (I seriously know someone this happened to!) After that, where would you turn? Just for kicks, let's say you've won $50 million dollars after taxes.

Some questions to focus the debate:

• what would your first BIG purchase?
• where would your first BIG charitable donation?
• what designer would suddenly take over your closet?
• where would you go on vacation?
• what would be your first home purchase for funsies? (assuming that your first few home purchases would probably be for practicality or sentimentality, such as paying your mortgage, buying a sick home in the city in which you live, maybe paying off the mortgages of a close family…)
• (Would you still work at your current job if you won the lottery? If the answer is no but you'd want to continue working, what would you do instead?)

If I Won the Lottery…

My first big splurge would probably be a personal chef, probably having someone come to Casa Griffin to cook/deliver preferred recipes that are easy to reheat, and then cleaning the kitchen afterwards. I hate the 5pm scramble to figure out what's for dinner or what my justification is for not eating the meal that seemed like a good idea when we planned them earlier in the week.

The designer that would take over my closet would be Max Mara or Akris, I think, but probably also just a big splurge at a spot like Me & Em or Veronica Beard.

Our first sick vacation would probably be an extended vacation to the other side of the world — there are a ton of places that I've wanted to go to that are difficult due to travel time, such as Tokyo, Bali, Sydney, etc.

Our first home purchase for fun might be a spot like Paris (Paris is always the right answer, right?) but also maybe just a beautiful “weekend” home that's a driveable distance away but has a beautiful pool and other amenities. You know, a little old place like they feature in the WSJ's Real Estate section.

Would I still work? I probably would, vacation schedule permitting, ha…

Over to you guys — what would you do if you won the lottery?

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