Always ruins my day! Come on medicine!
Our check-ins faded off as our schedules got hectic. I still send him my writing off and on (he and I had a good long conversation about some stuff last night in fact) and he still sends me some of the things he's doing right now, even though it's mostly arranging and less composing. I really should poke him more about his original stuff. :)
For my part, I've had good luck with just personal daily writing sessions, but as with everything, I have good weeks/months and bad weeks/months. I definitely agree that just having it on the schedule is a big part to making it happen.
*Sigh. I want to go to the concert! :D