Cool idea, but I don't know if that would work, seeing as Yuya transformed into a monster before Kouta even became Gaim yet, and as shown when they pick a Rider's corresponding time, they're already established Riders by then.

Wonder how you'd picture...

Another Gaim - ?
Another Double - ?
Another Kiva - ?
Another Den-O - ?
Another Kabuto - ?
Another Hibiki - ?
Another Blade - ?
Another Ryuki - ?
Another Kuuga - ?

Sadly Another Agito is already used. Bet an episode where the Zi-O riders get confused with Kino-san's rider name.

I could kinda see Another Hibiki being Kiriya while he was still competing with Asumu for the apprentice role.

Technically, couldn't the Time Jackers just to back to a time when Yuya was alive?

Oh, who am I kidding? It's probably going to be another two-off character.

...huh. He's is an actor they could probably get.