On December 16, 2024, Portland Fire Chief Ryan Gillespie announced his retirement from Portland Fire & Rescue after an impressive 26-year career that began in 1998. Starting as a firefighter, Gillespie quickly advanced through the ranks and became interim fire chief in 2019, significantly influencing the bureau's operations. His leadership has been characterized by a strong commitment to enhancing public safety and emergency response, especially during challenging times. This retirement has sparked discussions about the future direction of Portland Fire & Rescue and the qualities needed in its next leader. Community members have expressed gratitude for Gillespie's service, recognizing the challenges that lie ahead in maintaining effective emergency services.

His departure not only marks a personal milestone but also highlights the ongoing evolution of public safety leadership in Portland, with his legacy expected to influence future generations of firefighting professionals.