I always imagined that Silco was very aware of Ekko being Benzo's adoptive kid, a point he will no doubt want to poke hard. And honestly, Ekko is as close to an actual effective rival as Silco has even if they never meet in the show. Everyone else Silco has had killed, but Ekko keeps slipping away :| :|

I think I would like to wait for a meeting after the Jinx bomb only because of the mental state Silco is in nearly losing his daughter. I feel like he would be overly harsh on Ekko if he realizes he's the cause of Jinx going boom.

If you're game, maybe a random casual meeting first to set their dynamic? Then I definitely would be interested in swinging back to him being hauled in after bridge-boom.