Command Master Chief Penny grew up in Deer Park, Texas, and enlisted in the Navy in 1990.
Following recruit training, Interior Communications “A” and “C” schools in San Diego, California, and Basic Submarine training in Groton, Connecticut, he served in USS GEORGIA (SSBN 729), in Bangor, Washington from March 1991 until October 1995. He returned to San Diego to serve onboard DSV-4 Sea Cliff at Deep Submergence Unit until 1998, when he was transferred to Unmanned Vehicles Detachment.
From 1998 to 2000, he served as the Deep Submergence Technical Advisor and Navigation Supervisor on the joint US-Israeli search team for the INS DAKAR that had gone missing in January of 1968. The team located the remains of INS DAKAR on 24 May 1999.
Selected to Joint Communications Unit at Fort Bragg in 2001, his tour within Joint Special Forces was cut short when, in 2002 he was selected to Chief Petty Officer and returned to Bangor, Washington to serve as the Navigation Division Chief and Command Career Counselor onboard USS ALABAMA (SSBN 731) until February 2005 when he split-toured to USS MICHIGAN (SSGN 727), serving as the Navigation Department Chief and Material and Maintenance Coordinator where he was selected to Senior Chief in April of 2006.
In April 2007, he returned to San Diego to serve as the Electronics Material Officer, Leading Department Chief, and Communications Department Head for Naval Special Warfare Group THREE, until April of 2010, when was selected to Master Chief and transferred to USS ALBUQUERQUE (SSN 706) to serve as Chief of the Boat. In January 2014, he transferred to NRD Los Angeles serving as the Command Master Chief.
He reported as the Command Master Chief of Assault Craft Unit FIVE in August 2016.
Master Chief Penny is authorized to wear the Meritorious Service Medal, Navy and Marine Corps Commendation Medal (seven awards), the Navy and Marine Corps Achievement Medal (five awards), Good Conduct Medal (eight awards), Enlisted Submarine Warfare Insignia and the Deep Submergence Insignia. He is the most proud of his unit awards, specifically the Meritorious Unit Commendations, multiple Presidential Unit Commendations and notably the Navy Unit Commendation and Battle Efficiency ‘E’ while serving with “The A-Team” as Chief of the Boat on USS ALBUQUERQUE (SSN 706).