We got the caregiver to go 1 hr, so 12:40 - 1:40. He was ready for bed (and actually admitted to DH he was tired - fleetingly but still) and out by 7:30. I'm hoping this might be the ticket?
Sabs you can do a later bedtime of course but you will have no time to yourself. If you want to do a later bedtime I'd let her nap 2 hrs and then try a 9 bedtime, expecting her to be up by 7 latest. And you might find that night shaving even more. Personally, I'd rather have an early bedtime if I'm getting an earlier waking but then you need to decide what's most important. Having a long break in the day with a later bedtime or having her asleep earlier in the evening.
We can't do a later bedtime because he has to be up by 6:50 no matter what during the week. So we're stuck expecting him to sleep in this very small window of time. Which is why bedtime for us really needs to be earlier, like 7:30. Hopefully we've managed to get there...we'll see I guess.
Jen hang in there, as you say he's going to school soon and nap isn't an option. He will get used to it, but it's going to take time.
Koe hang in there too, you seem like you have it kind of figured out

Dana welcome, I doubt it's pure nap dropping but probably ready to cut and adjust. What's the routine look like now?