currently riding a dipped board, don't usually go out of my way to buy them but I've had some rad ones in the past.
I think getting over the initial fist few chips to the paint and wearing through the paint on the tail/ nose to expose the ply are the biggest mental hurdles you need to get past.
I had a rad pink dipped anti hero board back in the late 90's and I loved that shit. From memory it was a Cardiel and it was part of series that was inspired by sailor/ old school tattoos. These days you wouldn't even bat an eyelid at those graphics but this was when hiphop reigned supreme and wu-inspired graphics were a dime a dozen. My mate had the floor green version which was Stranger's board.
Also had a rad all black dipped zero board in around 99 (all black with the original zero eagle in yellow) and it was tough as NAILS! Ended up giving it to mate after I was done with it and watched it get run over by a car which didn't even phase it in the slightest.
p.s. THIS: