@Enima About Cracker. He way toying with g2/g3 Luffy like everyone else does in new world when it comes to top tier (Doffy, Cracker, Katakuri). When Luffy went g4 it became hide and seek for both of them, chasing each other around without being able to land a hit which matters. We knew he was strong enough to cut g4 armament hardening but except that we didnt see much. Rest of the fight was the game of cat and mouse, until the last scene where he was taken out.
Just because Katakuri got hit you cant call him weaker. He is different type of fighter, one which gets hit, while Cracker was avoiding this. Katakuri allows to get hit because it does nothing to him. Everyone at wedding ceremony who took a swing at Katakuri landed a hit. But did it do anything? Aokiji was hit by Zoro/Luffy/Sanji first time he met them. Would you consider that as weakness? That is compared to Kizaru who they werent able to hit when they were much stronger at Sabaody.
As i already said, bounties are information from Oda to us to let us know what power level we can expect from characters, mainly the fighter type of characters (dont bring Robin in as counter argument into this

).
Yes Crackers bounty is based on biscuit body for which it took G4 Kong Gun to break. How many characters do you expect can pull off attacks of that scale? Its Luffy's strongest attack second only to KKG. Even with his real body revealed he is not much stronger, just more annoying to fight, we saw why.
Katakuri since introduction had extreme note of seriousness. Shooting people with beans, presenting total superiority over others, talking down to everyone, Bege calling him most troublesome guy, his physique... There were so many clues aside from bounty.
@M3J Exactly. What can we assume from bounty other than power levels? If we got no details nothing except the power level can be assumed. People are assuming a lot just for the sake of argument. You think that Katakuris bounty is higher than Smoothies because: He watched women take a bath, committed a crime, got reported, bounty increased. Smoothie watched men bath, committed a crime, men liked it, she didnt get reported and bounty didnt increase?
You think that type of details will contribute to the bounty gap of 100-200mil?
Commanders are one and one thing only. Strongest fighters and for them bounty represents only the power levels, unless specifically said otherwise. There are no assumptions for this or that. You can assume anything for the sake of argument but wont change anything. It is about power levels unless there are specific cases highlighted, as in a certain commander having lower/low/no bounty at all.
The marine which Luffy attacked because stealing Nami's gold was operating for his own profit, betraying the Marines. Bounty was issued as acknowledgment of strength for defeating Krieg and Arlong.
I think
@Freid explained it quite well. You have to be strong enough to commit a certain crime. If bounty represented crimes Luffy would probably be worlds second most wanted man for Impel down/Marineford/reveal of being Dragon's son but he is not, because of one thing - he is not strong enough.