...I have to reach out to him at some point and make sure he can be here by 5:30 tomorrow because I have to be somewhere, and i kind of hate that I have to reach out. Im going to hold off in case he comes by tonight to do the yard and then I can just ask him then. I dont like to reach out and initiate conversation with him because I just dont want anything to come off as me pursuing him. But i have a planned event tomorrow that I cant be late for.
Parenting is not pursuing.
Has he already committed to 5:30? Is 5:30 a firm exchange time in your parenting schedule? If so, I would not be "confirming". If not, I would work hard to get firm times set on the exchange times. This is part of "Reducing confusion". You then only have to negotiate the exceptions.
I would also have a backup plan with your mother or other responsible adult until H shows a pattern of being dependable.
Just my 2cents
"What is best for my kids is best for me" Amor Fati Link to quotes: https://www.divorcebusting.com/forums/ubbthreads.php?ubb=showflat&Number=2879712