Yes.
After working almost twenty years at my job, I left.
At the time I had full medical benefits, full tuition assistance, a 401k with an 80% employer match, and was making between $75-$80k a year. Not bad for a HS education.
When I left, I had already started college PT because I knew I didn't want to this for the rest of my life.
The game changer was 1) a modest "incentive" from the company to leave and 2) my professor (one of the top in the field in the world) said it would be a shame to let my mind go to waste. She said, "You owe it to yourself to do this with your life."
So I guess my recommendation would be: if you haven't started classes, start. See how you like it before you do anything drastic, and then go from there.
For me, the signs that it was time to "move on" could not have been clearer. It was almost a non-decision.