Comfortably rich

Let's you win the lotto and the annual pay out is enough for you to not to have to work and like 40-50k in fun money. What would you do with your life?

 

Buy a condo in 3 or 4 cities, lots of road trips with those as home bases, see the world

 

Probably get a bigger apartment, and invest some of it in stocks or something.

 

I could not live off 40-50k /year ... That's damn near poverty

 

I would invest in property. Turn one of said properties into a not for profit artist run gallery /studio space and employ emerging artist who need experience working in a professional gallery. Do my best to support artists dream projects. I would basically become a philanthropist for the arts

 

No, you make your living cost plus 40-50k to spend frivolously

 

My living costs are quite high.

If I had an extra 40-50k to spend a year, I would be adding a new porsche to my collection every 3 years.

 

Work more.