Conklin was born on April 1, 1985 in Marshall, Michigan to Dave and Pat Conklin. He was the youngest of three children. The son of a Marshall teacher, Ryan attended the public elementary schools of Gordon, Sherman, and Madison. In 1996, he and his family moved to Gettysburg, Pennsylvania. Growing up in Gettysburg, a historic landmark for the nation, Ryan harbored a strong sense of history, and an affinity for the military, and eventually graduated from Gettysburg High School in 2003. In addition to his brother, Aaron, who became a military police officer in the Army Reserves, Conklin also had two cousins in the Army as well.
Conklin enlisted in the United States Army at age 17, having been inspired to do so by the September 11 attacks. He entered Basic Training at Fort Benning, Georgia in 2003 and was stationed at Fort Campbell, Kentucky Ryan was an infantryman in the 187th Infantry Regiment, 3rd Brigade of the famed 101st Airborne Division. In 2005, he deployed with the division to Iraq, guarded Saddam Hussein at his trial in Baghdad, but his company spent most of their year deployment patrolling Tikrit and experienced a number of near-death experiences from IEDs, drive-by shootings, VBIEDs, suicide bomber, and a sniper. During his time on The Real World, it was also revealed that he suffered attacks of posttraumatic stress as a result of his tour of duty. He was honorably discharged in 2006. Conklin's book chronicles himself and his platoon during this chaotic tour.
''The Real World: Brooklyn''
In 2008, after returning from his first tour in Iraq, Conklin was cast on the of the MTV reality series, The Real World in 2008. On being selected, Conklin said that it almost started as a joke. MTV was casting at a bar he was visiting, and he decided to apply. He says that he was stunned to learn he made the final cut. His cast biography is as follows: During his time on , Conklin related his experiences in the Iraq War and became a candid and creative representative of today's veterans. As a former soldier with job skills and experiences that could still help the war effort, in 2008 President George W. Bush recalled thousands of former soldiers in the inactive ready reserve as part of a surge on both battlefields, which happened to unfold during the filming of The Real World, and Conklin was recalled to deploy to Iraq.
Second tour of duty
In November 2008, while filming The Real World, Conklin found out, much to his shock, that he was being called back to active duty. On April 1, 2009, the day he was supposed to report to Fort Bragg, North Carolina before leaving, Conklin surprised his Real World castmates by appearing on the reunion show. He returned to Iraq later that month, serving in the southern Saydiyah section of Baghdad as an infantryman, and was eventually promoted to the rank of Sergeant. Before deploying, MTV and the producers of the Real World pitched him the idea for a documentary following his returning to Iraq as well as his family members' reactions. Though initially reluctant, Conklin agreed. The documentary, fully titled The Real World Presents: Return to Duty, aired on November 11, 2009. Conklin says that he was "very pleased with how it all came together". In January 2010 Conklin was again honorably discharged from the Army.
Later work
Conklin has traveled throughout the country and gave lectures to colleges and universities and spoke to students about his time in Iraq. Conklin's memoir about his experience during his first tour in Iraq, , was published In April 2010.