Chapter 1001: Always Bet
Carrot fends off Perospero and gives a speech about Luffy becoming the Pirate King.
The Big Mom Pirates are on Onigashima with Smoothie in charge and comments about Katakuri, Cracker, and Oven still being in recovery.
King's and Marco's bounties are revealed: 2,000,000,000 and 2,150,000,000 respectively.
King has future sight and nose dives Marco into a building and heads for the roof top.
The sight of Luffy and Zoro angers Kaido because they remind him of Shanks and Ben stopping him from reaching Whitebeard at Marineford.
Kaido's seven losses came from his time as a Rocks Pirate; one included a one-on-one duel with Whitebeard.
Since forming his crew, Kaido's beaten Admirals (uncertain if it's plural) and a fellow Yonko (it's implied to be Shanks) one-on-one. He's stronger than Big Mom but can't bring himself to beat her.
It's implied that Shanks is stronger than Big Mom but weaker than Kaido, but stronger than Kaido with Ben.
Kaido takes offense to those who bet on him against Whitebeard.
Kaido regrets never having fought Whitebeard after forming his own crew because he felt he'd be the only one who could beat him.