In looking through this thread, I see the outpouring of encouragement here and the ingenuity of ideas, and I think you have many good ideas to ponder! The pp asked a lot of the same questions I was going to ask. The overall flow of the day makes a big difference in how school goes at our house. It has been important for me to check in with our sons periodically for meeting times, even as they are in their teenage years and are working more independently. This helps me stay on top of what they are doing, helps me have time to correct their work/answer questions/hear oral narrations/listen to written narrations, etc., and it also breaks the work into manageable segments for them. At the start of the year, even for my oldest ds, I type a schedule for him, so he can see how his day will lay out. He has input about when he wants to start his day and if he wants to do some work in the evening, but putting each box of plans in a schedule helps him see how his day will go and eliminates the need to choose the order to do the boxes in, the times to meet with me, etc. I think your ds would benefit from a schedule that includes times to do each box as well as several times to meet with you. This naturally breaks up the school day, as well as helps him have a plan that works that he can get into a routine of doing.

This is a natural part of most high schools, whether public or private, as classes are scheduled at certain times, breaks are at certain intervals, lunch is at a set time, and times for teacher interaction are planned. Though we don't need to do everything at exact times at home, the kind of 'help' a schedule can give with learning time management skills is foundational in students eventually taking over the higher level skill of more 'college' type thinking by scheduling their own work times, etc., though even then, classes do have set times they must be attended. Anyway, I think your ds just needs some help with time management skills, just like my sons do!
I know you'd mentioned prayerfully choosing to do RTR with your ds, and I have the utmost respect for prayerfully making any decision! While you've placed your ds in RTR with extensions, it also seems like you've added quite a few things to his day as well. This led me to wonder if RTR with extensions wasn't quite enough, and if RevtoRev would have been a better placement, and so then I tried to look up the details of your placement for your ds. I see in this thread, Carrie suggested RevtoRev instead, and I am wondering if that may have been a better fit...
viewtopic.php?f=6&t=15973&p=112477#p112477
As I said, I have much respect for prayerfully choosing what to do, and you as the mom definitely will know best, but as it seems like in reading through this thread that you have felt the need to add things to RTR to make it 'enough,' and you know whenever you add outside things you add time to the day and the balance of the guide is thrown off as well, I have to say I think it would be just a huge relief if all your son had to do was his guide with extensions.

For you and for him!

I think it would be a relief for him to have a set routine to follow each day, and he really could if he were just doing HOD! I can see ME feeling scattered if some days we were adding this, and adding that, and other days we weren't, and I just would feel like the day stretched on some days, and we couldn't get into a good routine not only for the days, but for the weeks. I don't think I'm alone - I think your son may be feeling that way too!

There are also natural meeting times in RTR that are planned for parent and student, and those would break up the boxes so nicely. If you'd don't have specific times planned for these, I bet you'd both really enjoy setting some times and looking forward to them together!

They don't have to be long, but they do make special memories happen every day with our sons - they are so worth it!

So, if you feel in your heart that RTR with extensions is the proper placement still, then I would drop the rest of what has been added that is not needed for high school credit, and I'd give your son a set routine/schedule to follow using these time increments...
viewtopic.php?f=6&t=7138
Or, if you are feeling that RevtoRev with Carrie's suggestions would be a better fit, I'd make the switch to that. There are many good thoughts in this thread, but ultimately you are the mom and you will know what you want to do as you are ultimately the one that is responsible for your son's education. You know him best! You are also a praying woman with a praying husband - you will know what to do. I do hope something here helps, or something someone else has shared! In the meantime, I've also just prayed for you.
In Christ,
Julie