Tailscale works hard to do all this stuff automatically.
Possibly you'd have more luck on a network where your client can allow incoming UDP connections on the Tailscale port, and so the exit node would be able to establish a direct connection.
But for a Tailscale peer I have running on AWS ECS, I can open the UDP port there, so a direct connection always happens regardless of what sort of network my Tailscale clients are on. I don't know if there's any Fly equivalent to get a direct connection to a UDP port.
I tried using this or a similar repo to set up a Tailscale exit node on Fly.io before.
The downside is that my traffic never went direct; it was always relayed via a Tailscale DERP node, as Fly.io machines were only accessible via anycast, and so a direct connection from Tailscale on my machine to the exit node on Fly.io couldn't be established.
So performance wasn't as great (and I felt bad about using up Tailscale's DERP bandwidth, as a free user).
I switched to Joplin a few years ago, and it was able to import my notes from Evernote.
My existing Fastmail account gives me WebDAV file storage, and Joplin can use that as a sync backend. End-to-end encrypted.
There are clients for macOS and Android. Neither of which are as relentlessly buggy as text editing with Evernote. Web Clipper browser extension. All open source.
I've had zero regrets about switching away from Evernote.
Yeah, I'm in the same boat. I'm kinda confused about things like SSH and Funnel being moved to the Premium tier.
It feels a little odd that the Free tier lets you use Premium features indefinitely, but as soon as you get more colleagues onboard, you lose those features.
Unless you're looking carefully at the pricing page, you'd miss that Starter has many fewer features compared to Free.