The 90-year-old Korean War veteran and Purple Heart recipient hopped on the plane without any second thoughts.
As he climbed more than 10,000 feet into the air, dozens of his supporters waited for him on the ground.
Some were waiting their turn to take the jump.
“My 90-year-old uncle is jumping, so I better give it a shot,” Mark Bennett said.
Family all the way from California joined his American Legion Post members to watch.
When the 90-year-old glided gently to safety, he was greeted with applause, hugs and a beer.
"Oh, it was beautiful," Eason Bennett said.
Surrounded by his friends, family and fellow veterans, Bennett said it was a moment he won’t soon forget.
“Good 90th birthday. Best ever,” he said.