Whenever I lose interest.
Could be profitable or not. I’ve changed careers, sold businesses, and shut down businesses just because I was “over it”
I don’t like the “never give up and you’ll always win” mindset because life just doesn’t work that way. It’s not fair. It’s not always or only contingent on how bad or how long you want it.
Instead, I think of businesses and side projects like investing in the stock market, but instead of trading in dollars, I’m trading in time, effort, and ideas.
I don’t put all my dollars in one position and then hold it forever and expect to win big.
I spread that investment out across multiple positions expecting that any of them could be big but most won’t.
The real loss is simply not playing the game at all.
I would spend that $1000 on events and partnerships with local businesses.
I owned and operated a cafe for several years. Started at ~$350/day, when I sold it, we were doing $1000-1500 everyday.
I’ve put a lot of my thoughts and other helpful tips here
Hope that helps and best of luck to you.