Option 1:

Slip McScruff assumes that it must be at least 30 years in the future if he is talking to the child version of the skater that will carry his torch. He's not going to retire for another 40 years, so this kid is probably just turning coherent at year 30. Slip McScruff also doesn't quite understand how different the world will be in 30 years.

Instead of trying to impart wisdom on to this next generation, he's trying to learn about the future to bring back some unfair advantage. He's examining the kid's gear to see which companies are still around so Slip knows where to invest and try to become a sponsored athlete. He shakes the kid down to see what's on his phone. Is Apple still the juggernaut, or has it become Pear.

Finally, before departing, he tries to remediate some of the phycological damage he's done by harassing this kid for information. He tries to share the vintage look of a rookie Slip McScruff jersey. Because Slip is so old, his rookie gear is vintage while he's still playing. Hopefully, kids of the far future understand the aesthetic appeal of vintage gear. If he kicks up some interest now, he can guarantee a revenue stream into his retirement as this all star rocks his gear as a fashion statement.