Don't think it will / does. The setup guide states > Obtain your .appm64 file from whoever is hosting the game. These files will not upload to the website even if it is hosted there, so you will have to send/receive them elsewhere.
Actually it turns out hosting a session with Paper Mario will generate a special .appm64 file which I need to use to play. I'll have to double check this.
@murgatroid99 I think the only difference is that before you can generate the files for hosting the server you need to install the apworld file for the game. It's just an 2MB executable that you open with the Archipelago Launcher though, no further setup.
Personally I'd be more interested if they pulled from less explored Mario stuff for a DLC like that though. I could imagine a "Yoshi's Island" of sorts for example.
Well, it is very fun to explore the map. It also works fairly well in multiplayer lobbies with friends. Mario Kart has not been very heavy on the content-unlocks recently.
@Otaku You unlock characters by beating Grand Prix (so not free roaming) and karts by collecting coins (which you can also do in GP or online racing). Technically you'd not need to touch free roam at all.
My main bother (outside of no local 2-player free roaming) is that these challenges mostly just unlock stickers. I wish there was a larger goal to work towards.