Woolsey, who had been managing Strait since the early 1980s, passed away at the age of 80 due to complications following surgery. He had been a constant presence in Strait’s professional life, guiding his career through decades of success. Strait credited Woolsey with much of his success and described him as not only a trusted manager but also a close friend.

Gene Elders, a talented musician who was a part of Strait’s band, also passed away on the same day. Elders was known for his skillful work as a fiddle player and his contribution to Strait’s signature sound. His loss is felt deeply by the country music community, as well as by the fans who enjoyed the music he helped bring to life.

Strait’s post reflects the sorrow and the sense of loss he feels for both of these men, who were more than just colleagues—they were family. In his message, Strait shared his gratitude for the time they had together and the impact they had on his life and career. This tragic day marks a difficult chapter for the country music icon as he navigates the loss of two people who were integral to his musical journey.