Aculady,
I'm going to keep trying novel ways of approaching this, but I've said all these things and more to him. Doesn't matter. He feels he shouldn't have to set aside blocks of time. It's not really a rational response...just his gut response to planning anything.

He seriously hates planning. Hates it. I was so proud of him the few times he's planned something... like made reservations for us. I'm the planner around here. I can't take all the credit for us getting things done, but it sometimes feels like if I didn't take charge, we'd just let life happen to us instead of actively deciding what we want to do with our lives. I'm OK being the one like this... Two people trying to be in control doesn't usually work well. If we both were like this maybe we'd butt heads a lot.

He really knows how to get things done once he has a clear goal in mind...