Kip Jacoby was born on September 2, 1983, in Fort Lauderdale, Florida. He enlisted in the U.S. Army on June 27, 2002, and went on active duty to begin basic training on October 23, 2002. After completing basic training at Fort Jackson, South Carolina, and Advanced Individual Training as a CH-47 Chinook Heavy Helicopter Repairer at Fort Eustis, Virginia; PFC Jacoby was assigned as an MH-47D flight engineer with 3rd Battalion of the 160th Special Operations Aviation Regiment at Hunter Army Airfield, Georgia, in May 2003. SPC Jacoby was reassigned to Company B of 3rd Battalion in February 2004, and deployed in support of Operation Iraqi Freedom during 2004, Operation Enduring Freedom in Afghanistan during 2004 and 2005. Sgt Jacoby was killed in action during Operation Red Wings in Afghanistan on June 28, 2005.

His Meritorious Service Medal Citation reads:

For exceptionally meritorious service while assigned to Bravo Company, 3d Battalion, 160th Special Operations Aviation Regiment (Airborne). Sergeant Jacoby's superior leadership, extraordinary dedication to duty, and exceptional technical expertise resulted in an unparalleled record of service to the nation. His actions are in keeping with the highest traditions of the 160th Special Operations Aviation Regiment (Airborne), the United States Army Special Operations Command, and the United States Army.

His 1st (of 2) Air Medal Citation reads:

For exceptionally meritorious achievement during aerial flight as a basic mission qualified crewchief assigned to a Joint Task Force in the Central Command Area of responsibility. During this period, Private First Class Jacoby's superb airmanship during numerous combat missions significantly contributed to the successful completion of combat operations in support of Operation Enduring Freedom. Through his distinctive accomplishments, Private First Class Jacoby reflected great credit upon himself, this command, and the United States Army.