I know it’s not the same application but Quicken Simplifi definitely connects to investment accounts.

Hundreds of hours makes me wonder what distribution you chose…I think if you choose something that’s more designed to work out of the box as a ready to go solution you might have a better experience. For example, since I like occasionally playing games, I chose Bazzite which comes with all the gaming stuff installed already and is an immutable OS that “just works.”

And for sure, I think trying to shoehorn complicated non-Linux applications into your Linux workflow might waste your time. I tried this with Autodesk Fusion and I almost got it to work. But it didn’t work. So I just use that on Windows, but it’s also nice to not be bothering with Windows for the majority of what I do.

The way I do it is that my laptop is Linux and my desktop is on Windows and I can just RDP into it over WireGuard to use Windows apps. So I guess this is cheating: ideally my desktop also leaves Windows but I haven’t made that leap.