Originally Posted by
Dan333SP
There are a few people who have developed tools to do exactly what you're talking about-
Strava Analysis
Of course, there still are a million variables (drag of the rider/bike, drafting other riders, micro-gusts, cars passing, etc etc), but it at least helps you identify when a ride was done with a massive prevailing tailwind.
I checked half a dozen segments and the site confirmed my suspicions that no matter what direction I ride in, I face headwind.
