The Two-Man OSS Mission Through the Tibetan Mountains to Contact the Dalai Lama

July 6, 2020Matt Fratus
OSS Tibet Dalai Lama coffee or die

Brooke Dolan (second from left) and Ilya Tolstoy (right) with their monk-interpreter, Kusho Yonton Singhe, standing in front of a traditional Tibetan tent set up outside Lhasa for the expedition’s official greeting ceremony. Photo courtesy of Wikimedia Commons

During World War II, Captain Brooke Dolan and Major Ilia Tolstoy, two Office of Strategic Services (OSS) officers, were chosen for an arduous military-diplomatic mission through India to Tibet and finally to China. Their journey was to make contact with the Dalai Lama, who was just 7 years old at that time, and present him with handwritten letters and personal gifts from President Franklin Delano Roosevelt — including a $2,800 timepiece that tells the time of day, day of the week, month of the year, and moon phases — as a sign of American friendship.

This trip was the first of its kind in American history and recognized Tibet as an autonomous region.

Prior to their wartime service, Dolan and Tolstoy were experienced naturalists and explorers. Dolan had advanced knowledge of the region having already conducted two 1,500-mile expeditions through western China and eastern Tibet to collect animal specimens of rare mammals and birds found at high altitudes. He collected the first specimen of a juvenile giant panda to be delivered to a Western museum.

OSS Tibet Dalai Lama coffee or die
Panorama of Potala Palace, the home of the Dalai Lama and Unesco World Heritage. Adobe Stock photo.

Tolstoy, the grandson of 19th century Russian novelist Leo Tolstoy, went on to study as an ichthyologist and helped develop McKinley National Park in Alaska following a stint in the Russian Army during World War I. 

Together with their guide, the young OSS officers left Gangtok, India, in September 1942 for their historic meeting among the gorgeous mountaintop palaces and Buddhist monasteries in Lhasa, the capital city of Tibet. “The trails of Tibet are too narrow for wheeled vehicles even if they attempted to use them,” said Dolan in his film “Inside Tibet 1943.“Our caravan of 35 mules and 15 native travelers moves along the road to Lhasa like other roads across Tibet and central Asia; it’s a well-worn trail. Over these routes for centuries caravans have carried the merchandise of the east; tea, rice, gold, musk, silk, jade, and furs.”

Situated along the trails are British trade and mail stations that are spaced out the distance of one day’s travel. The Americans were welcomed and immersed in the culture as they lived alongside the natives and shared cups of tea made from barley, salt, and butter. Tea in Tibet is consumed often — between 30 and 50 cups a day — to prevent hunger and provide warmth against the cold climates in the region. 

The cultural immersion extended to performances at a religious festival in Gyantse, a town located about 190 miles south of Lhasa. “Our horses are small but sturdy,” Dolan says in his documentary. “The only difficulty is trying to look dignified riding them.” The mostly flat terrain in the beginning of their expedition took 13 days to complete, while their ascent through the Himalayas lasted nearly three months.

“Tibet hidden beyond the impregnable walls of the Himalayas is a land of mystery and mysticism,” Dolan said. “It’s rugged and primitive beauty can be enjoyed only by those who endure strenuous travel to almost inaccessible regions. Traveling across the treacherous passes the bleak and forbidding desert ways, we see what is made of every phase of the Tibetan life a struggle, yet three million hardy courageous people call this land their home.”

When the Americans arrived in Lhasa, the Tropji Regiment, the Dalai Lama’s honor guard, greeted them, a rare occasion that had never occurred any other time in U.S. history. The Dalai Lama was presented with his gifts, and the OSS officers were treated like royalty.

OSS Tibet Dalai Lama coffee or die
His Holiness the Dalai Lama visited Washington, D.C., in 2016 and carried his gold pocket Patek Philippe watch (reference 658) gifted to him by OSS officers in 1942, a kind gesture sent from President Franklin Roosevelt. Photo courtesy of

In addition to their diplomatic mission, the War Department wanted “to survey a possible supply route from India to China via Tibet to replace the Burma Road that had two months earlier fallen to the Japanese.” This action was carried out against the wishes of the State Department and Milton Miles, the commander of the SACO, who had established a strong relationship with the Chinese military. The Tibetan government, however, had no means to communicate with remote regions of their country, so the Americans requested long-range broadcasting equipment that took nearly seven months after their departure from Lhasa to arrive in November 1943.

Dolan died in 1945 and Tolstoy went on to manage Marineland in Florida, the world’s first underwater motion picture studio. In 2016, the Dalai Lama visited Washington, D.C., and carried the gold pocket watch that he was gifted by Roosevelt in 1942. The gesture to send two OSS officers as ambassadors of the United States also set the stage for the CIA to assist and train a Tibetan insurgency force in the 1950s in a secret war against China.

Matt Fratus
Matt Fratus

Matt Fratus is a history staff writer for Coffee or Die. He prides himself on uncovering the most fascinating tales of history by sharing them through any means of engaging storytelling. He writes for his micro-blog @LateNightHistory on Instagram, where he shares the story behind the image. He is also the host of the Late Night History podcast. When not writing about history, Matt enjoys volunteering for One More Wave and rooting for Boston sports teams.

More from Coffee or Die Magazine
dear jack mandaville
Dear Jack: Which Historic Battle Would You Want To Witness?

Ever wonder how much Jack Mandaville would f*ck sh*t up if he went back in time? The American Revolution didn't even see him coming.

west point time capsule
West Point Time Capsule Yields Centuries-Old Coins

A nearly 200-year-old West Point time capsule that at first appeared to yield little more than dust contains hidden treasure, the US Military Academy said.

Ouija Board aircraft carrier
Low-Tech ‘Ouija Boards’ Have Helped Aircraft Carriers Operate for Decades

Since the 1920s, a low-tech tabletop replica of an aircraft carrier’s flight deck has been an essential tool in coordinating air operations.

Army vs. Navy mascot
The Navy Goat vs. the Army Mule: Mascot Origin Stories

For nearly as long as the Army-Navy football rivalry, the academies’ hoofed mascots have stared each other down from the sidelines. Here are their stories.

ukraine long-range weapon
Zelenskyy Says Ukraine Has Developed a Long-Range Weapon, a Day After Strike Deep Inside Russia

Zelenskyy said on his Telegram channel the weapon was produced by Ukraine’s Ministry of Strategic Industries but gave no other details.

7 of the Best Movie Ambush Scenes of All Time

Ambushes make for great action scenes. Here are seven of the best to ever grace the big screen.

North Korean leader Kim Jong Un, center, with his daughter, center right, reportedly named Ju Ae, review the honor guard during their visit to the navy headquarter in North Korea
North Korea Launches Missile Toward Sea After US Flies Bomber During Drills

South Korea’s Joint Chiefs of Staff said in a statement that the launch occurred Wednesday but gave no further details, such as how far the missile flew.

  • About Us
  • Privacy Policy
  • Careers
Contact Us
Contact Us
© 2023 Coffee or Die Magazine. All Rights Reserved