Hey coffee, thank you very much for your insights! It's appreciated :)
I actually wound up converting 4% of the 2200 to one-time paid accounts, and am experiencing a lot higher use with the new version. 20% of visits result in 2 or more people collaborating on a file.
Sadly I'm struggling to get actual monthly/yearly subscriptions, however I think this is more of a CTA problem than a problem with the product. I really need to focus on getting the landing page better, and having a better CTA within the app.
Thanks again!