Interesting that every supernova that's had a run-in with Kaido prior to Wano Arc, is now inside Wano with a major role to play...
except Urouge...yet. I think this is one of many cards Oda still has face down on us, to draw at the right moment this arc.
How long did Urouge interact with Kaido before he jumped, we don't know. We just know when Kaido was spotted.
Just Urogue, his crew, and Kaido up there on that island
Two chapters later, we get "Suicide". Urogue was speaking to Kaido and Kaido was responding, as the narrator said
"the man claimed he was searching for a place to die".
Could be more to it, and he's been tied to both a Kaido plot and a Big Mom plot
Plus, people say Oda foreshadowed Luffy, Kidd, Law team up at Wano, from Sabaody, but the other supernova that were also highlighted
fighting at that area in Sabaody, are the same ones, that have each had some run-in with Kaido as well.
Luffy
Kid
Law
Zoro
Killer
Hawkins
Apoo
X-Drake
Urogue
---------
All except Bonney and Capone, who are on their own story right now.
And Kizaru, who was there with these 9, was also suggesting to go to Wano, we may get a "gang's all here" callback to that Sabaody moment, who knows, I'd love to see some type of confrontation with Kizaru/Apoo or Kizaru/X-Drake again.
I think Kizaru and GreenBull are coming to Wano.