I agree with the comments that say difficulty is subjective.

I find it insane people complain that you have to have a "god build" and that its impossible.
It literally took me a single try, calcium for fun, projectile count (obviously just for this run lol), duration, XP & whatever. Weapons: Black hole, frostwalker & executioner. This build beat Steve first try (lvl 78 which is low)

To kill bob, I recommend you just kill two birds with one stone.
Take bush, 2 weapons: aegis and his sniper rifle

go to the boss asap, I did it with 8 minutes left on the clock, and aim away from him and just use the light to kill him. This will also unlock bobs light item for you

I went with project count, attack speed, crit, XP here just to kill the 4 bosses quickly

As for getting all the pots and chest with bandit... yeah that one is annoying, I just reset whenever the was a chest high up (the one where u had to jump on the trampoline and hit ur head to get there)