Job 1:
I think we should go with 30, since rest of Microsoft IP we should leave as stages, assists or etc.
(Also we can't oversature with a lot of IPs)
Job 2:
Classic character:
Rash (BattleToads)
Rash is the main Protagonist of 1991 Beatem Up BattleToads game and he is is leader of mutated frog trio that fight evil alien to defeat Dark Queen while travelling through universe.
Although it revealed that they were trapped in Fantasy bunker for 26 years by Aliens and they need to defeat them.
His moveset would be taken from BattleToads games and he would be rushdown Fighter with no moveset options.
Also keep in mind that Rash would have alternative costume based on Zitz and Pimple.
Modern character:
Steve (Minecraft)
Steve is an Avatar of huge hit game "Minecraft" made by Mojang Studios and he is a blocky human that has ability to craft and build random stuff in world of Minecraft.
His game got so popular that he joined Smash because of that and his game was one of best-selling video game ever made.
He would retain moveset from Smash, but he would have some Reworks in order to not copy-and-paste moveset from Smash.