Just a positive suggestion here call a mobile diesel tech in to give you a hand with this.
It's worth a few bucks, also someone might want to go over this rig and refresh all the fluids and do a safety check at a shop if it's been sitting around for atleast 5 years and just starts up a few times a year. A not maintained Diesel is the gift they keeps on giving, especially pulling a trailer.
If able build it into your gift for your granddaughter along with a subscription to the TDR and a Genos catalog.
I may take some slack for this but with a wedding, surgery and not a mechanic your son is doing awesome but the weather and conditions, schedule could be a ton of stress for him. I am sure he loves the time working with you, but it's a lot. I have a 2022 and no way I'm trying to force that in the super cold it was -6 here yesterday, I have other vehicles and no need to force that rig to run, it's just so cold out. -14 is no joke. You really need to have a use to run and operate spare rigs and summer rigs in this weather.
He will be chasing this for a bit still once he gets the fuel flowing.