I have ridden the route 4 times and never got the badge. If I compare the route that I followed (no deviations) it’s quite different that the route in the mini-view when selecting rides than the route that followed when staring the ride. Different ride start point fo one thing. Here’s the ride that I did after selecting The Highline
Same thing whether started from initial ride screen or as a Meetup.
Let’s face the facts: Zwift really doesn’t care about you if you’re not racing. Except to collect your monthly $$$.
In the RTR scheme of things, Ride-Train-Race, Zwift has clearly left riders-ONLY behind, especially senior riders.
Women’s Only events but none for over 60 or 70.
No mature men’s hair styles like gray hair color for the shaved head.
We don’t obsess over our Strava stats and, thus, the badges are our only measure of accomplishment.