Steve-
Not sure if you were wanting me to respond or Wesley who posted more recently on high oil temps. The short answer is my peak oil temp occurs at top of climb.
I recently flew my Dakota from Naples, Florida to Aurora, Illinois in July. It was a hot day with surface temps in the 90s.
My first leg the oil temp peaked at 236 and settled down to 208, but most of the flight was 215
The second leg Montgomery Alabama to Owensboro KY (the hottest part of the day the oil peaked at 242 and settled to a low of 208 with most of the time in cruise at 218.
The last. leg was Owensboro, KY to Aurora, Illinois and the oil peaked at 227 and dropped to 210 and it was 210 for most of the time in cruise.
I have a half dozen other flights that I need to download engine data for but I think the temps were more like the last flight-peaks around 227.