As has been said many times before, we don't play as "reps," we play as characters. When people ask for Toad, they're not asking for "generic Mario rep #8," they're asking for Toad, the little mushroom guy that has been playable in many different Mario games. Grouping their votes together with other Mario characters is doing a great disservice to them as they're not getting the character they wanted, they're getting a random character just to satisfy the misguided need for a "Mario rep." There's a reason why with franchises like Metroid, many are still pushing for Ridley and not switching over to someone like Rundas, they care for the character and want to see him playable, not to get him included just to fill a "slot."
As for your second point, I'd like to see your receipts on that.
If you're talking about the magazine I think you're talking about (Nintendo Dream?), then it wasn't for Smash, it was just a generic popularity poll ran by the magazine each year. Said poll also tends to be guided by the most recent games as Dark Pit did well one year and then dropped off the next.