This is the real limiter for most people. The applications are never the bottleneck, the spend is.
Dee
@deadline_dee
Runs a weekly accountability thread offline with four friends and a shared calendar.
Started doing the sheet the day it is set rather than the night before it is due purely so this trick is available. Biggest single grade change I made.
Also type the code, do not copy paste it, and once a section is done close the video and rebuild the same thing from memory. It is slow and it feels like a waste of a precious hour, and it is the only thing that moved retention for me.
Half never coming back after day one is your entire problem and it happens before pricing is even relevant. You have an activation problem, not a conversion problem.
Define one action that means someone has actually used the thing, the moment where they see it work on their own data. Then measure what percentage reach it on day one. If that number is under about a quarter, nothing downstream matters.
Concretely I would do three things this week. Watch five session recordings end to end, painful but the fastest diagnostic there is. Email every one of the 20 who bounced with a single question, what were you hoping to do when you signed up. And put a real human onboarding call on the confirmation page for the next 20, even if it does not scale, because you need to hear where they get stuck in their own words.
Practical damage control while you wait: find out whether those miles expire and what resets the clock. Many programmes reset expiry on any qualifying activity, including a small shopping portal purchase or a magazine subscription for a few hundred miles. Losing them to expiry after all this would be the real disaster.
The one line answerable question changed my reply rate more than anything else I tried. It also filters, because the answers tell you who has the problem.
Number two, of course. I returned a 340 dollar jacket in week six and never connected it to this.
Whatever you decide, do not build it silently over three weeks. Ship the ugliest version that solves their actual workflow in four days, get them using it, then decide whether the polished version is worth the remaining fortnight. Half the time the rough one is enough.
Set a decision date rather than an open ended slog. Mine was six months from first sale attempt, and I wrote down in advance what would count as enough to continue. It stops the question from being asked emotionally every Sunday evening, which is corrosive.