You Don’t Enjoy Doing It Anymore
This remains the #1 reason to consider moving on. Remember why you started? To escape the grind of working for someone else and build something you loved? If you’re now waking up drained or just going through the motions, it’s a clear sign. In 2025, with AI tools automating tedious tasks and creator platforms offering new ways to monetize passions, you have more options than ever to pivot or sell. Don’t fool yourself into thinking you’re stuck—your business isn’t a lifelong prison. Can you sell it? Absolutely. Understand the tax implications, like capital gains, but don’t let complexity hold you back. Selling now could free you to chase what truly excites you next.
