>>355137581) Decide on a game you and your rival will play.
2) Decide on checkpoints where you'll battle (every x Gyms, every x levels, after specific story beats, etc.).
3) When one of you reaches that point, wait for the other person to reach it as well (don't go further, but feel free to backtrack and pick up items you missed and such).
4) We could revive the old thread I mentioned and have people post updates regarding their playthroughs/arrange battles in there, and/or you could post some kind of throwaway if you wanted to make it easier. As long as at least two people are rivaling, that should be a good enough excuse to have a thread.