In the annals of intelligence history, few stories are as bizarre and tragic as that of Michael Alexander Gloss. The 21-year-old son of Juliane Gallina, the CIA’s Deputy Director for Digital Innovation, met his end not in a quiet suburb or a college dorm, but on the blood-soaked battlefields of eastern Ukraine—fighting for Russia.

Yes, you read that right: the son of a top CIA official died in April 2024 while serving in the Russian military during its invasion of Ukraine.

Gloss’s journey from American youth to Russian soldier is a tale of ideological drift, personal turmoil, and the perils of online radicalization. Raised in Virginia by parents with deep military and intelligence backgrounds—his father, Larry Gloss, is a Navy veteran and cybersecurity expert—Michael was, by all accounts, a bright and compassionate young man. He was active in environmental causes and gender equality movements, and he volunteered in Turkey after the devastating 2023 earthquake.

From American Activist to Russian Soldier

Gloss grew up in the beating heart of America’s national security complex. You’d think that would bake a little patriotism into the kid, but not Michael. From a young age, he took a sharp left turn away from all that flag-waving nonsense. Instead, he threw himself headfirst into climate protests, environmental activism, and women’s rights. He enrolled in the kind of liberal arts colleges that treat “ecology” like a sacred word and spent his weekends with the Rainbow Family—a loose, peace-loving tribe of counterculture types who think showering is optional.

As he drifted through his late teens and early twenties, Michael’s worldview started to harden into something a lot less innocent. What started as healthy skepticism toward authority mutated into full-blown disillusionment. His social media feeds became a loudspeaker for anti-American rants, sympathy for Russia, and wild conspiracy theories painting NATO as some kind of Nazi reboot. Friends and family watched with growing concern as he tumbled deeper down the rabbit hole. Some chalked it up to his well-known mental health struggles, others just shook their heads and waited for the next Facebook meltdown.

Michael Gloss
Michael Gloss in DC. No need for a caption here. Image Credit: The Telegraph

In 2023, Michael decided he was done with the U.S. altogether. He dropped out of college and wandered across Europe and the Middle East. Eventually, he made his way into Russia. He told his folks he was just meeting up with friends, but it wasn’t long before his Instagram was lit up with photos from Moscow and hashtags rooting for the Russian military machine. So much for backpacking through Europe to “find yourself.”

By September, Gloss had gone native. He enlisted in the Russian army, signing a contract with the Ministry of Defense and landing in the 137th Ryazan Airborne Regiment—a far cry from the peaceful communes he used to daydream about. His goal, he said, was to earn Russian citizenship. He still clung to a grandiose dream of building water purification systems for the world’s poor, and for reasons that defy logic, he decided that Russia—of all places—was the right launchpad for his environmental crusade. Gloss told friends he’d be serving in a support role, far from the front lines. Reality, as it often does, had other plans.