Always. I used a Samsung Gear S3 in the past, then upgraded to Samsung Galaxy. Not huge upgrade. I have an extremely important custom app on it that I use daily. Considered upgrading to the latest one, but now it's android wear... Don't feel like converting the app, so I won't bother for a while.
Only moment I remove it is when I shower. It charges fast, so I have never "down-time" on not wearing it.