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I agree. Logically, the flying six's bounties should be in the range of 250-550. They are(at the best) on the level of the best of the WG with the exception of Luffy.
Squad bounty 210, Oars bounty 550, and they are the same captains of their ships that Whitebeard has crushed under him.
Capone Bege 350, Pekoms 330 and Pedro 382 (like Pay-Pay and Ulti) are the same. The only difference is that Pedro bought back part of his life and stopped pirating. The rest of the Nox Pirates stayed with BM (possibly led by Pekoms), remembering the moment one of them recognized Pedro when he showed up there with the SHs.
The only thing is that the bounty may be higher, since they are with the Beasts Pirates, because their bounties are higher than those of the same BM pirates .
Probably + 100-150 million up to 700 the highest. But I would be surprised if they have an average bounty of 500 million.
I had a post written out about agreeing with you and then it somehow got deleted before I posted it. I am positively seething right now. Here we go again.

Taking guesses at what the Flying Six's bounties should start with taking a guess at Drake's. Yes the man's still a Marine, but not publicly. We're not even sure if Kizaru knew back on Sabaody. Not increasing his bounty even if only for joining a Yonkou's crew would be really suspicious. Now, when we look at the known timeskip increases, Law is at the apex with a 240 million increase. I'm not counting a fucking Yonkou in this so don't bring up Chadshall D. Teach. Timeskip increases:

  1. Law: 240 million
  2. Bege: 162 million
  3. Kid: 155 million
  4. Apoo: 152 million
  5. Luffy: 100 million
  6. Hawkins 71 million
  7. Killer: 38 million
  8. ZoLo: ohnonono
Now, it's pretty doubtful Drake will exceed Law's increase imo. Even if he got the same increase, he's "only" looking at 462 million. Now, if we assume Sasaki and Who's Who are higher (WW probably, not sure about Sasaki), it can't be too much more, the Flying Six all have the same status right now. Here's my guesses for the moment:

  1. Who's Who: 500 million
  2. Sasaki: 470 million
  3. Drake: 444 million (I'm a meme believer on this one)
  4. Ulti: 400 million
  5. Black Maria: 390 million
  6. Page One: 375 million
People that think it's gonna be 800 million for the top F6 are desensitized in regards to bounties, too caught up in the "find Yamato and fight a commander for their position" subplot, and thinking about Perospero too much. As you stated, basically all the New World captains that aren't Worst Generation members are under 400 million (except Oars Jr but his ancestor/race has some hype so whatever). And even then only Luffy, Law, and Kid are above that number in the WorGen that we know of. I find it strange that Who's Who or Sasaki would have nigh-commander level bounties. Commanders are the strongest and most trusted underlings in a Yonkou's crew. That status alone should bump your bounty a lot. Then when you look at every known bounty above 500 million almost all of them are either commanders or Yonkou. Enter Chadspero. He does give a flicker of hope for all the F6 simps out there, but he's also arguably the biggest outlier in the 500 million and up range.

All that being said, Oda can do whatever he wants and surprise us, but I'm just trying to think as logically as I can based off of the currently available information.
 
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