I was a sergeant in the infantry and went to Iraq as well. There is no better preparation for managing a team to solve a problem under intense pressure. I ran my own development business for many years and intend to do so again. The US Army Infantry is responsible for who I am today. I am confident the Army gave Ray Jennings skills he will be able to use for the rest of his life.
He achieved the rank of sergeant - I'm going to go out on a limb and say that leading a team of four infantrymen into battle probably counts as "management".
It very much counts as management and many companies give preferential hiring to people with military experience. Even low ranking people have to qualify for a security clearance and pass a physical and there is a long list of things that can exclude you from fitness to serve your country.
If he had not been in prison for 11 years, his past military experience would absolutely open a great many doors for him. Successfully serving and being honorably discharged says a great many positive things about a person, something many businesses are very aware of and actively look for.