I don't have firm thoughts on the price point, but two examples of real-world use cases would be:
* There is a food production company where their QA's do a monthly walkaround. It takes approx. 2-3 hours to type up notes after the walkaround. I'm in the UK and QA's are paid approx. £32k GBP, so 3 hours of their time is more like £50 benefit.
* Lots of logistics companies do daily walks with shift/team leaders. While these aren't usually typed up or anything, it would be great to document them in terms of actions and a tasklist to complete. The alternative to the software would be getting a team leader to write up notes after the walk, and this would take maybe 30 minutes. A team leader might be £28k p.a. so cheaper to get them to do it than buy software at $12k p.a.
The cost of the software would need to be a fraction (e.g. 10%) of what it is at the moment though for these sorts of use-cases to pay off.
Maybe a more generic version of the software not targeted at the construction niche could be something like £49 per month per user? Sounds more like the sort of level I would expect.
But I'm thinking that $1k is like way way way out of the reasonable range of my use case, and this is so different to your current business model I imagine it's irreconcilable.