[chihuahua]

Leaderboards in popular areas are likely to be depressing. I've found some joy in tracking down Strava (cycling) segments in more out-of-the-way places and trying to post good times there. On one occasion I drove 90 minutes to the start of a 1-hour segment just to ride it and get the KOM.

[jrockway]

I got KOM on a traffic circle in Brooklyn. I've never leaned my bike over so far in my life, it was very fun.

A few weeks later someone beat my time with an average speed of 120mph. Guess they didn't have a WAAS-enabled GPS.

[chihuahua]

You can flag that 120mph ride and it will be removed. At least Strava responds to flag requests.