Do you care about what platform the solution is on? I.e Linux/Windows desktop application, Chrome extension, mobile app, website in a separate tab, etc.?

Not seeing Mac really caught my eye! You see, Mac is the apple of my eye.

I want to try a standalone Mac app for the trial.

After the trial, I'll use a stationary device that can record all the time. It could be a Raspberry Pi, an old phone, or something cheap. I don't want to miss anything or record other people's talk.

I'll edit on my main Mac. I can't use it for recording because it's not always on and I might take it out.

For syncing, I prefer a cloud service that can transcribe well. The device will send my audio to the cloud and the transcription API will do its magic. The transcript will be ready on my Mac right away.