I sincerely hope not, but there's so much bad precedent.
I wouldn't put them in the Dropbox bucket.
Also, I think the value Tailscale provides is fairly unique and far from obviously a platform feature like file storage and perhaps even password management.
I don’t necessarily blame them but think their decision was pushed along by the need for big money.
For example, I think they’d still be able to do the pay once model if they abstracted they storage to work with Dropbox/icloud/OneDrive/whatever.
There’s really no value add as a user for a monthly fee. Although lots of people don’t mind. I’d rather not pay for something as essential and simple as a synchronized, encrypted data blob. I literally replaced it with a Google doc and cutting and pasting more. A filter over Google docs does not require a monthly fee.
I have this problem with lots of SaaS products that could be software if they didn’t want or need lots of money.
I get why they don't but I often wish more SaaS companies had a bring your own computer & storage model. It doesn't make sense for 95% of customers and the 5% of us who might like it and have the tech chops to use it would just complain about having to pay more because we are outliers. But I wish it was offered!
Also sad because bring your own storage is more secure to me than trusting a company with all of my passwords. So they are reducing security and increasing price.