Oh man, that sucks - I agree though, the buttons are a bit small and identically-shaped and colored, so it's easy to confuse them. I never had OBS fail to start recording though.
As far as "lining up in your editor" - I had an issue where I was recording in OBS at 29.97fps because that's what my GoPro footage was reported to be by Windows, but the camera itself had said 30fps. This caused a drift in the sync between my GoPro and OBS where it grew more and more out of sync over the length of the recording, so much so I had to manually adjust it to be back in sync. Resolve just couldn't handle the slight difference in frame rate.
-John