I think you need to be really careful in how you approach the upsell on your freemium product. I’ve recently encountered a few examples that seem to do a lot more harm than good.
In particular, it seems to me that you have to:
- be really clear about what you get for free vs paid, and not surprise anyone using the free version with an “oops, to finish that work you started 20 minutes ago you now have to upgrade”
- make sure you give people a really good opportunity to play with the free version or trial before you hit them with the ask – so many free apps, the first screen once you log in says “Upgrade Now!!” and you haven’t even used the thing yet
I believe 100% that if you do those two things, you will have happier customers and probably a higher conversion rate than if you don’t.

