Birdman wore all black Lakai photos in Chiba, and the episode of HawkvsWolf with the Boss, he's wearing Riley 3's. Maybe between the past connection with Lakai and sponsoring both Riley and Jimmy Wilkins who skates Tony's ramp a lot.. I would think he's probably got a ton of free will wear Lakais in the meantime.
Side bar off of this. Recently I've seen comedians like Whitney Cummings doing ad reads for Cariuma. Made me think/ponder if they've reached out to Tony and Jason as both guys are shoe sponsor less, would authentically use the products and promote them if they sponsored the show. Wonder if Tony would consider.