Well if he made good use of fus ro dah, dragon aspect and shield charge he would definitely have a chance but 100 is a large number..I think he might get torn apart eventually. On the other hand he can summon a dragon so that would definitely help.
The mind is like a parachute: it only works when it's open
The Dovahkiin would most likely win if he summons a dragon or is able to spam expert level destruction spells.... or if you cheat. Fus Ro Dah can only go so far and cover a certain area, while shouts have a cool down, and warriors and archers would probably get swarmed and pinned by a large number of survivors.