I know I shouldn't. I just worry so much about not being comfortable in my space.
If you take ME, how long would you say it usually takes you to get to your resort after 7pm?
It doesn't matter if you arrive at 7 AM or 7 PM, ME's goals are the same.
Their goal is to depart for WDW 30 min after the first guest is on the bus, or when the bus is full, whichever comes first.
Note that's a goal and like everything in the world, sometimes goals aren't met. Sometimes it does take longer for them to leave for any number of reasons.
No one is scheduled on a specific bus so they never wait for a specific passenger before they depart. But they do have to play a delicate dance in when a given bus is due to arrive at a given resort. There's normally only 1 pick up/drop off spot at each resort. If there is a bus there when you arrive, then you'll just be left waiting on the bus till yours can pull up. They try to time it so 1 bus it at a given resort at a time, either dropping off or picking up. Since 1 bus doesn't do both, it can get complicated. So maybe a time or two where your bus has to wait more than 30 min, to space them correctly. It's not the norm though.
All that to say, plan on an avg of 90 min from touchdown till walking in the resort.
30 min or so to deplane and walk to ME check in
30 min or so to load and depart MCO
30 min or so to drive to WDW
From there, it's luck of the draw on if you are the first resort, or the last of 4 (max is usually 4 but again, they can vary at times)