Does TrainNow take breaks into account?

Not that I’ve noticed either.
9 straight days off the bike for me too and no change to the recommended WO’s after endurance flips over to climbing. There’s a definite change in my PL’s though.

There’s quite a large variance in the WO levels if I hit refresh multiple times. Could you possibly pick one of the easier climbing WO’s and jump back in?
I just did one of the prescribed climbing WO’s and found it wasn’t too bad. My HR was a little high but my legs were fine.