Looking at the Grand Cherokee SRT site, I see that 230 to 270° oil temps have been commented on at various times. The thing is that I only once read that towing was involved. If these SRTs are rated to tow 8600 lb, I think the cooling system might be a little insufficient. Checking RockAuto, I see that no larger radiator is specified for trailer towing for the 2018 Durango SRT and also the 5.7 RT uses the same part!! Further investigation seems to indicate that the same pancake oil cooler above the oil filter is used on all 6.4 SRTs. That cooler is very similar to the one on my old 5.7 1989 Firebird, which had zero towing capacity and only 235 HP.
Back in my day a trailer towing option package always include a larger radiator. I think Dodge is depending a lot on the superior qualities of today's synthetic oils to pull through but those high temps have to take a toll on gaskets, hoses, and other underhood components.
I just read another thread about an SRT engine failure with spun bearings, I think, and wonder about the cause.