Buzzcrush, we have already talked about some points you mentioned. This trip really is for the in-laws and nieces and nephew. Our daughter is 16 and has spent 31 days in WDW. We did most of the character meals when she was little. Also, my in-laws are footing the bill for themselves, sister-in-law and her kids. Budget is a concern, so most (maybe all) will be counter service. That makes the planning quite a bit easier.
At this point, I'm asking them to let me know which attractions are a must see for them, and trying to tweak customized touring plans to eliminate as much walking as possible. My wife, daughter, and in-laws visited my parents in FL a couple of months ago, and my FIL couldn't make it around Gatorland without taking several breaks, yet he thinks he is going to walk around WDW.
Luckily, we are staying at Art of Animation, so we can (and will) go back and take afternoon breaks. I don't mind being the fastpass runner, so that will also help. Honestly, however, we could be at MK at the front of the crowd for rope drop, and 99% of the crowd is going to beat us to our chosen starting attraction. We live in the Greater Cincinnati area, and they all really think that WDW is really just a glorified amusement park ala King's Island. Can't even get them to understand the difference in ride philosophies, i.e. don't want to ride anything too jerky, or fast, or upside down.
So far, my favorite comments have been FIL, "We will have time to sit down and rest on the rides, right?". FIL, "Will we have time to take the kids to Gatorland?". FIL, "We want to see everything". Sister in law, "I don't understand why you have to plan, why can't you just show up and go?". I say these not in meanness, this is just what I'm running up against.
Actually, my wife and her family are not prolific decision makers, either. If we don't have a touring plan, I could see us being one of those families who stand smack dab in the middle of Main Street trying to decide on what to ride first. I wind up being the decision maker by default way too often, aw heck, who am I kidding, almost all of the time. That is another reason why we need a plan before we get there.
Enough of my ramling, it will be fun, and we will have a good time, I just wish I could get them a bit more involved.