yes and many times... i suggest captain falcon with customs (I use one that makes it harder to grab the ledge and one that makes my shield regen slower) but they both give like 75 attack and -12 defense, for the third item i use the best defensive one that doesnt affect much my speed... its pretty much a cpt falcon that does 50 damage per up smash on the boss with a bit of extra defense sacrificing a bit of speed and shield/ledge which isnt very fundamental on classic
the problem with that setup is master fortress can be a *****.... in that case, make a similar build for rob (shamefully he doesnt have anything similar to those captain falcon attack boosts) but you can still manage something good and rob has a very easy time at both bosses (Usmash and Uair do a ton of damage + projectiles) and he also has a relatively easy time beating master fortress.... with so many projectiles you can beat it without losing a single %
PD: i beat it on like 3rd try with that captain falcon and did it with rob without customs, didnt die once and beat it level 9 on my very first try (to complete classic with every character i always started at 9 and ended up at 7.5+ with all characters, depending on how much i died)... already had the challenge done, but doing it with rob like that surprised me a lot, caught me off guards, wasnt even trying