EDITED TO ADD: My apologies to those of you who have already brought out these points. I wrote this about halfway through 27 pages, and jumped the gun.
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Yikes, at that temperature I vote that the person is woefully underdressed no matter the layers. They don't look super bulky and stiff, but more like coverup clothing for visual affect.
I'm no doubt repeating some stuff here, but it takes me a while to write this out. :/
Had David Messerschmidt already had his date? Going on the assumption he was there for a date.
Has LE already checked out (as much as they could) other people in security videos? How do those faces compare to this one?
Could that second person in the lobby be a look-out for the POI, although to me, it looked as though they were avoiding face-to-face with POI?
Had the enema been used? If so, DNA and timing are info.
Had any condoms been used? If so, DNA and timing are info.
If victim already had the encounter, perhaps the POI could have taken the room key then come back and reentered quietly. Or POI could have passed the purloined room key to the killer?
This could be the same person he had a date with, who then returned and that's why DM opened the door to her/him? Assuming the date WAS there earlier, most likely they wouldn't have tried to disguise themselves or hide their face and that could easily be compared to the video LE has released.
Where was David Messerschmidt between 9:30 am on Sunday and the time his wife 1) spoke with him via phone and 2) he supposedly texted his wife? I know different schedules sometimes make for lack of contact, but that would be some extraordinary schedule to avoid seeing your spouse for that length of time when Sunday would have presumably be husband's day off. He didn't sleep at home that night? Did she work a 24-hour shift?
Timing could be he arrived at the hotel room, had the quickie and texted his wife while his date was cleaning up. He texted rather than risk his wife hearing any noise from his date if he/she was still there.
Did he text his wife in response to a text from her?
Was his text to her out of the blue?
Why text if he spoke with her via phone earlier?
The date could have been with his own wife.
The items found in the room could have been planted to mislead.
An enema could have been used by 1) the victim, 2) the date either male or female
If the enema and condom were unused, that says something, too.
Lots of public transportation have multiple cameras. Taxis, too. Maybe killer came in a private car and wouldn't have needed warm coat since it would be in there ready to change into.
Did his wife try calling and texting him? Ping ping ping.
So many questions, so little time for typing right now.