Terry Trish grew up in Whittier, California, and began his career as a mail carrier at the young age of 18. Six months after graduating high school in 1970, he passed the post office test and began delivering mail. His love for skiing led him to Mammoth Mountain, and in 1977, he transferred to the Aspen Post Office, a move he describes as the best decision of his life.
For nearly 40 years, Terry delivered mail on Aspen’s downtown business route, witnessing the evolution of family-owned businesses and forming lasting connections with the community. Alongside his professional accomplishments, he helped raise three daughters, all of whom attended the Aspen School District and went on to graduate college and pursue careers as a therapist, attorney, and business owner.
In 1998, Terry began bringing his golden retriever, Sydney, on his mail route, much to the delight of locals and tourists alike. Sydney became a beloved figure in the community, accompanying Terry for over 13 years. After Sydney’s passing, another golden retriever, Ali, joined Terry on the route, even learning to retrieve newspapers. Ali worked alongside Terry for three years until his retirement in 2015, a milestone celebrated with a surprise party hosted by Kemosabe and attended by the downtown businesses he served so faithfully.
After retiring, Terry found he missed interacting with people. Eight months later, he began working for RFTA, driving Aspen City routes and providing transportation to Maroon Bells during the summers. Known for his friendly demeanor, Terry greets every passenger with a warm hello, embodying the small-town values of connection and kindness that Aspen cherishes.
Terry reflects fondly on Aspen’s traditions, including Wintersköl celebrations with snowball fights, fireworks, and torchlight descents. Being nominated as Wintersköl Royalty is a tremendous honor for him. Whether delivering mail or driving a bus, Terry has always made it his mission to ensure every interaction leaves people feeling valued and welcome.
Aspen may have changed over the years, but Terry believes it remains a wonderful place to live — and the skiing isn’t too bad either!