How do I tell my boyfriend I need more effort

I want to let my boyfriend know that I would appreciate it if he initiated or planned hangouts. I’m a planner and I often ask and he usually says yes, not a big deal, but sometimes I want him to do the same. I also think it’s important to get a goodnight text...might seem a little babyish but I like to know he’s home safe and keep up something that he knows means a lot to me. I just want to bring it to his attention without being dramatic or naggy...what is the best way to go about it?