#1 gets zero advantage versus #20 once baddlemode begins. They have equal chance at earning doh/dol gear from the captain.

Furthermore, it does not seem to affect the chest rewards. Except for the fact that having a top 20 provisioner gives the party 3000 bonus points they otherwise wouldn't have, the gear/monetary gains tied to these bonus points seem to be poor-to-nonexistant.

The closest I can gather, the anima and fireworks seem to be possibly the only things tied to the party score; Combat-related militia gear may not. Instead, it is very possible that the groups that can repeatedly earn the same item (militia barbut, Militia hat etc) earn them because of hidden conditions that are satisfied.

Example: A full battlecraft party (no doh, no dol), at Rank 2 Gold Bazaar, can consistently get the mage hat if and only if every party member and ally survives the battle.

There may be some more specific requirements, but in my previous groups that condition seems pretty easy to replicate.

If this is all true, special conditions for drops could be elsewhere- there are still lots of unknowns:

How do you rally troops, goad enemies? (emotes have been tested, did not work)
How do you find the 3rd monster to kill (screenshots please or it didn't happen)
How is "no beastmen casualties" possible? (is it tied to spamming sleep or "capturing"?)
How are beastmen "taken captive"?