First company I sold... paid off student loans, traveled around for a year.... then started a consultancy..

Second company I sold... invested in a friend's business (she's now my wife), self funded another business (that one failed to find a buyer).... went back to work...

Third company I sold... paid down mortgages, put kids into private schools, fixed up house, self funded another business ( currently a going concern, break even)...

What do I do now? Keep working... started a new businesses and handed off day to day operations to my business partner, and am now taking a new job so I can move to Europe.

What do I plan to do in the future... same thing, keep working, looking for interesting projects, probably start more business.