One of the biggest problems I face is determining when the time is right to shift from free to paid. I originally slapped a subscription page on my app[1] thinking "we'll see how this goes". But after a few weeks of 0 conversions, I had a tough time justifying turning down folks who would have at least signed up if there wasn't a payment required - so I made it free.
The way I look at it is that any feedback with a free plan is better than zero feedback with a subscription. I gain a lot of valuable insight observing how users actually use the service. I'm hesitant to give that up by switching back to a subscription plan and watching new signups die again.
I know there's no magic bullet. I suppose this could be solved quickly if I had more time to devote to selling and marketing - admittedly I've been slacking in that department.
The way I look at it is that any feedback with a free plan is better than zero feedback with a subscription. I gain a lot of valuable insight observing how users actually use the service. I'm hesitant to give that up by switching back to a subscription plan and watching new signups die again.
I know there's no magic bullet. I suppose this could be solved quickly if I had more time to devote to selling and marketing - admittedly I've been slacking in that department.
Any words of wisdom would be much appreciated.
[1] https://beanjockey.com