For me, the answer is a 250 grain Keith style SWC. Many people don't like cast bullets for one reason or another, so for them the answer might instead be a 240 grain JHP. Either one will work beautifully for whitetail deer.
A 355 grain bullet in .44 mag will take up a lot of powder space and will be a pretty slow-mover. I would think it would also penetrate like a Mack truck at short range. For me, the biggest I see as being practical is about 310 to 320 grains.
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