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For Tech. Sgt. Michelle Doolittle, serving in the U.S. Air Force isn’t just a job—it’s an extension of a proud and storied family legacy.
As a vocalist in the U.S. Air Forces in Europe-Air Forces Africa Band, Doolittle represents U.S. Airmen on stages across the continent, using music to strengthen international ties and commemorate shared history. But her connection to the Air Force runs deeper than a professional calling — it’s rooted in blood, history and a namesake that echoes through the annals of World War II.
Michelle Doolittle is the great grandniece of the legendary Gen. James “Jimmy” Doolittle, the aviation pioneer best known for leading the Doolittle Raid in 1942. The bold mission marked the first air raid on the Japanese mainland following the attack on Pearl Harbor, striking a pivotal blow for American morale in the early days of WWII. Later in the war, Gen. Doolittle would command the Eighth Air Force in Europe, coordinating strategic bombing campaigns in Nazi-occupied territories and helping turn the tide in the European theater.
Courtesy photo by the Doolittle Family
“My family has always been proud of our connection to General Doolittle,” Michelle said. “There’s a long history of service in the Air Force, and to my knowledge, I’m the first female in our family to actively serve.”
Michelle’s own Air Force journey began in a different key. With a background in music and vocal performance, she discovered a unique opportunity to serve while also pursuing her passion and joined the Air Force as a full-time musician. When it came time to choose a branch, the decision felt natural.
“The full-time job was the biggest motivation,” she admitted, “but I felt particularly drawn to the Air Force because of my family connection. I’m really proud to wear the uniform as a Doolittle.”
That Air Force connection became tangible at a young age. At just six years old, Michelle met Gen. Doolittle in person. The memory, while filtered through the eyes of a child, remains vivid.
“It was around Christmas, and my mom dressed my sister and me in new outfits. We had just welcomed a baby brother — named James after the General — and my dad wanted to introduce the two Jimmys,” she recalled with a smile. “I remember walking into his home office where he sat behind a large desk. He was wearing a bolo tie, which fascinated me. I’d never seen one before.”
The meeting left a lasting impression, and the General’s legacy continued to inspire her as she matured — especially during commemorative events honoring World War II’s heroes.
Michelle attended the 2023 D-Day ceremonies in Normandy as a spectator, but this year, during the 81st anniversary, she returns in uniform as part of the USAFE Band. For her, the significance of that moment is immeasurable.
“Being a part of these commemorations is huge. Participating in uniform, representing both the Air Force and the Doolittle name will be that much more special — it’s truly an honor,” she said.
Beyond the history, Michelle finds deep resonance in General Doolittle’s character—his innovation, humility and dedication to excellence.
“He was setting records and revolutionizing aviation long before WWII made him a household name,” she said. “He was endlessly talented but incredibly humble. Every move he made was calculated and intentional. I aspire to bring that kind of creativity and devotion to my own craft.”
That craft — music — is her medium of service. Just as the Doolittle Raid was a bold statement of resilience and resolve, Michelle sees her performances as a way to carry forward the legacy of U.S. airpower, unity and morale.
She also draws inspiration from another WWII-era Airmen: Maj. Glenn Miller, the famed bandleader who boosted troop morale with his swing orchestra in the European theater. She was especially moved to learn that General Doolittle himself praised Miller’s contribution to the war effort, calling the music “the greatest morale booster in the European Theater—next to a letter home.”
“Music really is the international language,” she said. “Our mission has shifted from troop morale to strengthening relationships with our Allies, but the power of music to connect people remains the same.”
Michelle has performed at events like the Berlin Airlift commemoration and other pivotal ceremonies across Europe. For her, these aren’t just gigs — they’re sacred moments of remembrance and connection.
“We’re losing more of the last surviving men and women who served during these historic times,” she said. “Prioritizing these commemorations shows we haven’t forgotten their sacrifices. As a Doolittle, it’s uniquely special to be part of that.”
Whether standing before a crowd in Normandy, performing in Berlin, or sharing stories of resilience through song, Sergeant Doolittle carries the weight — and the pride — of a historic name. And in doing so, she adds her own verse to the legacy of courage, service and connection that began in the skies over Europe more than 80 years ago.
