Jimmy Simmerman has been Sean’s steady partner in crime since childhood—his older brother, golfing buddy, and loyal sounding board when Sean needs advice or just a friend to talk to. Growing up together and going on family trips to Maui, late-night bon fires at the beach or Ocotillo Wells riding dirt bikes, James has always been the first to celebrate Sean’s big moments and the one to help steady him through the rest. As Best Man, he’s honored to stand beside Sean on June 6th, 2026, in Maui, HI, and to share the laughter (and a few embarrassing stories) that come with a lifetime of memories. Sean loves to boast about how lucky he is to have an older brother like "Jimmy", thank you for being apart of our special day.

Jason Cowls met Sean as young teenagers while volunteering as docents at the Lyon Air Museum at the John Wayne Airport in Orange County, CA. Their friendship took off through shared adventures—countless country concerts, late nights exploring local bars, and chasing every aviation event and air museum they could find. Despite time and distance, Jason has been a steady, adventurous constant through every chapter of Sean’s life. We’re so happy to have him standing with us on our special day.

Kat is Chelsea’s longest best friend and (second) cousin, the person who’s been by her side through every season of life. She’s the one who helps Chelsea see the creative and colorful side of the world—whether she was helping Chelsea making earrings as a kid or patiently trying to teach Chelsea the ukulele. With a small circle of family to lean on, Kat has always been the steady, loyal one who shows up through thick and thin.