Lisa,
As you think through your plans, I'll share the story of my own oldest son in hopes that it may be a help to you as you ponder. My oldest son did DITHR from the time he was 7, because he was an early reader reading well by age 4. He was not, however, an early writer! So, as we moved through DITHR full-speed (5 days a week) year after year, I felt that he needed a break from DITHR by the time he was 12. By then, he had been through Level 2/3 twice, Level 4/5 twice and part of Level 6/7/8. So, we allowed him to do Literary Lessons from Lord of the Rings over the next two years. He did enjoy the study and did it mainly on his own. But after the two years were over, I felt I had lost touch with my son's reading time, and I was eager to return to DITHR 6/7/8 for his 8th grade year.
During my son's 8th grader year, my next son was in 5th grade, so they did DITHR together. I can't tell you how difficult it was to get my oldest son to answer the heartfelt questions in DITHR. It was like pulling teeth. It was as if he had become so used to the factual questions that he had lost the deeper thinking and discernment that we had developed previously through years of DITHR. My 5th grade son, on the other hand, did his assignments naturally and easily and shared openly from his heart. My older son did open up more as the year passed, but in looking back I must say I deeply regret moving away from DITHR during his very formative years.
With my next son in line, who is now an 8th grader, we have done DITHR every year. Since we've done it 3 times a week (as scheduled in the HOD guides), we haven't grown weary. It has also been a great way for us to stay connected to one another, and for the channels of dialogue to stay open about heart issues. So, before you throw in the towel with DITHR at a key moment in time, I want to encourage you that staying the course (just 3 times a week) can pay big dividends at his age.

DITHR continues to provide me with insight into my the hearts of my sons, and I am grateful for the peek inside!
Blessings,
Carrie