Men

For Fall 2023, Heartbreak debuts its “Flying H” monogram. Designed in-house by Lucas Larson, the subtle lines of the pattern guide the eye with strong direction - always forward, always up.

Colored and styled with a nod to the greatest team ever, this one’s for our Chicagoans who run the streets all year, always forward, raising spirits, elevating the game, and inspiring the world. 

90% Polyester, 10% Spandex

250 GSM Heavyweight Combed Cotton Jersey
100% Cotton Canadian Milled Fabric

Born of friendship, intention, fashion, and fitness, Jake Gyllenhaal and Heartbreak co-founder, Dan Fitzgerald, teamed-up for the Run Well, Do Good capsule collection.

While filming the movie “Stronger," the story of author and survivor Jeff Bauman, Jake Gyllenhaal immersed himself in the culture of Boston. He captained the Boston Medical Center Boston Marathon Team, threw out the first pitch at a Red Sox game with Jeff, and ran a few hundred miles with Heartbreak co-founder, Dan Fitzgerald.

When it came time to host the "Stronger" premiere, true to his reputation of elevating deeper stories by leveraging his status, Jake hosted the premiere at Spaulding.

In recognition of the 10 years since the Boston Marathon bombing, the classic gym-wear capsule will raise money for Spaulding Rehabilitation. In the wake of the 2013 Boston marathon, Spaulding treated 32 of the most critically injured survivors, including Jeff. Patients received world-class clinical care, emotional support, and physical training as they navigated the healing process. 

~ $29 per t-shirt will be donated directly to Spaulding. (52% of retail price)

Inspired by 90s era Chicago when it defined sport and culture, Heartbreak’s ‘23 Chicago celebration collection melds hoop dreams with running fashion.

In 1995-96, the Bulls & MJ dazzled the world with their commitment to excellence every single night going 72-10, setting the regular season win record. The same year, they debuted the hot new black pin stripe uniform. That season and that team inspired athletes of every generation since for their drive, their dominance, & their style.

90% Polyester, 10% Spandex