This resonates. I do the same - use free tools, only pay when forced.
You nailed it: 'If people aren't upgrading, the free version might be enough.' That's exactly my problem. Level 177 user completes 800+ habits/month on free tier.
So I either:
1. Lock core features - risk losing the 9 power users
2. Keep it generous - accept it won't monetize
3. Shut down
Question: on your website, did you experiment with limiting free usage? Or accept it's a free tool with optional donations?
You nailed it: 'If people aren't upgrading, the free version might be enough.' That's exactly my problem. Level 177 user completes 800+ habits/month on free tier.
So I either:
1. Lock core features - risk losing the 9 power users 2. Keep it generous - accept it won't monetize 3. Shut down
Question: on your website, did you experiment with limiting free usage? Or accept it's a free tool with optional donations?