I have mounted numerous additions to Head over Heels on mount pads....not the stanchions or pulpits(!), but just about everything else.
I feel that sharp inside corners are places where dirt can accumulate, so I made pads, some as thick as 2 inches for anchor rollers, to raise attachments off the deck. The bases are teak, cut and contoured to match the part I was attaching.
Each base was designed to extend about a half an inch from the base of the piece I was attaching. I route the upper edge for a smooth round over. I would then remove the nonskid a half an inch out from that. The pads were saturated with epoxy and let to cure. I used epoxy with filler to glue the teak in place. When cured, I would use epoxy and sandable filler to run a fillet around the deck/pad joint to create a smooth transition from the horizontal to the vertical. I usually use a West System stir stick for the radius of the fillet, but in larger fillets... Each pad was then painted, white in my case.
The result is a pad which has a smooth, rounded transition from the deck to the top of the pad. The appliance I attached was then centered and through bolted for a clean and hopefully "factory-like" finish.