Lieutenant Colonel Wineman earned a Bachelor of Science in Political Science from the United States Naval Academy; there he was commissioned as a Second Lieutenant in the United States Marine Corps on May 24th, 2000. Upon completion of his initial training at The Basic School in Quantico, VA, he became a Student Naval Aviator in Pensacola, Florida; eventually earning his wings in August 2003.
In November 2004, Captain Wineman completed initial AV-8B Harrier training with VMAT-203 of MCAS Cherry Point, and was assigned to the “Tigers” of VMA-542. While with the Tigers, he served as the Administrative OIC, Daily and Weekly Operations Scheduling Officer, and the Intelligence OIC. During his tour Captain Wineman completed a 9-month deployment to Al Asad, Iraq in support of OPERATION IRAQI FREEDOM from July 2007 to March 2008.
Following his initial tour with the Tigers, in August 2008, Captain Wineman joined the newly formed 3rd Battalion, 9th Marines to serve as the battalion's Operations Officer, Air Officer, and Forward Air Controller. While with “Striking” 3/9, he deployed for a second time, returning to Al Asad, Iraq in support of OPERATION IRAQI FREEDOM.
Upon completion of his ground combat tour in 2009, he joined "The Great American Bulldogs” of VMA-223, where he served as the Director of Safety and Standardization. While with VMA-223, he was certified as a Low Altitude Tactics Instructor, Night Systems Instructor, and Forward Air Controller (Airborne), and the first fleet AV-8B certified Forward Air Controller (Airborne) Instructor. In September of 2010, Captain Wineman attended Weapons and Tactics Instructor Course 1-10 earning his WTI patch. After WTI, he immediately took over as the Operations Officer. In October 2011, now Major Wineman deployed to Kandahar, Afghanistan with the Bulldogs in support of OPERATION ENDURING FREEDOM. Upon return, he transitioned from Operations Officer to Aviation Maintenance Officer until July 2013.
In August of 2013, Major Wineman reported to the Marine Corps Command and Staff College in Quantico, Virginia where he earned his Master's Degree in Military Studies. In June 2014, he reported to the Deputy Commandant for Manpower and Reserve Affairs, MMOA-2 where he would serve as the Fixed Wing Majors Monitor for 2-years.
In August of 2016, Major Wineman returned to Marine Air Group 14 where he would rejoin The Great American Bulldogs as their Executive Officer.
His personal decorations include the Bronze Star, Meritorious Service Medal, Strike Flight Air Medal with numeral (6) and the Navy and Marine Corps Commendation Medal with (2) Gold Stars.