A couple of us have been looking at Gentle's SS in light of that run of 40s.
Do you think you can measure a "fat 0" dose? You may need to practice this for consistency. After that yellow after 2 missed shots, I don't think Gentle is ready for an OTJ trial yet. Gentle's been on insulin for quite some time so whatever support we can give his pancreas is important.
In addition, Jill suggested that you may want to consider a change in the way you're feeding and see if that helps. She's suggesting front loading the cycle. In other words, feeding mini-meals at ps, +1, +2, & +3 or maybe ps, +2, +3, & +4. I don't know if this is possible given your schedule, but it may be worth a try.