Who's Heartbreak Bill? Why is Heartbreak Bill? Did you know he high fived Shalane in the Heartbreak Half, he cheered runners all winter back in 2012 through 2015, he flagged potential customers to the fact that there's a running business across the street when nobody knew about us, and he was even copied (only in spirit & badly) by a national chain 400m away (that part didn't make the video). Now, Bill shows up for random jogs on XC courses, pops into Heartbreak training manuals, and lives a very chill and laid back lifestyle mostly giving kudos on Strava like all great running influencers. Bill, you're a gorilla marketing pioneer. Watch below: