Lollar served in the Marine Corps from 1997 to 2003. He was deployed to the Balkans from March through October 1999 as part of Operation Joint Endeavor. Leaving active duty in July 2003, he joined the reserves and served as an intelligence officer at Headquarters Marine Corps. He was then general manager for facility services corporation Cintas. As of July 2014, he works as a budgeting and political consultant for government contractor Blackson Arrow.
Political career
In his first political campaign, which took place in 2004, Lollar lost a bid for the Gwinnett County, Georgiaschool board. Lollar, a Tea Party Republican, subsequently moved to Maryland and served as Chair of the Charles County Republican Central Committee. He planned to run for Governor of Maryland in the 2010 election, but was prevented from doing so by the state's requirement that a candidate must have been registered to vote in Maryland for five years. Instead, he sought the Republican nomination to challenge Democratic incumbent Steny Hoyer in Maryland's 5th congressional district. Lollar won the Republican primary in September 2010 with 58% of the vote. In the general election, Hoyer was re-elected with 64.3% of the vote to Lollar's 34.6%. Lollar subsequently became the director of the Maryland chapter of Americans for Prosperity, the head of the PACNew Day Maryland, spoke at Second Amendment and anti-tax rallies and served as a delegate to the 2012 Republican National Convention. On September 2, 2013, Lollar announced he was running for the Republican nomination for Governor of Maryland in the 2014 election at an event in Mechanicsville. He raised $65,000 during the whole of 2013 and reported $5,700 cash-on-hand at the end of the year. On February 24, 2014, Lollar announced that his running mate was Kenneth R. Timmerman, an investigative reporter, conservative activist and the Republican nominee for Maryland's 8th congressional district in 2012. In the primary held on June 24, 2014, Lollar finished third out of the four candidates with 15.5% of the vote, behind Larry Hogan and David R. Craig, who received 43% and 29.1%, respectively, but ahead of Ron George, who received 12.4%. After his defeat, Lollar announced he would seek the District 1 seat on the Charles County Board of Commissioners, replacing fellow Republican J.T. Crawford on the ballot, who had withdrawn because of work and family commitments. He faced incumbent Democratic Commissioner Ken Robinson in the general election. Lollar, using money left over from his gubernatorial campaign, outspent Robinson and promised to freeze taxes without affecting services, though he offered no specifics as to how he would accomplish this. Lollar was defeated by Robinson by 19,112 votes to 25,467.
Personal life
Lollar and his wife, Rosha, have four daughters. They live in Newburg.