Four years later he won election to state auditor and held the post until 2007, winning re-election in 2002. While he was auditor, Maxfield developed a scheme which would reimburse state employees called to active military duty for lost income and benefits. The plan was implemented in November 2001 as an executive order of then Governor Jim Geringer. With his term in office coming to a close, Maxfield sought and won election in 2006 to become Secretary of State - beating Libertarian candidate Dennis Brossman 82-18 percent. He assumed the office in January 2007. He won re-election in 2010 against Democrat Andrew Simons 76-20 percent. As Secretary of State, Maxfield is a member of the State Loan and Investment Board, the State Building Commission, and the Board of Land Commissioners, alongside his duties chairing the State Elections Canvassing Board. Among his actions as secretary, two have received particular attention. Early in his first term Wyoming was described as a 'fraud friendly' state alongside Delaware and Nevada, owing to the ability of companies to register in the state without actually having a physical presence there, which in turn allows them to avoid certain regulations and oversight of their financial activities. While a law was passed under his watch in that first term requiring companies to be present in the state to be registered - reportedly shutting down 4,000 corporations thereafter - Maxfield has been under pressure in his second for not meeting additional recommendations from the federal government: Maxfield has resisted calls for his office to hold detailed records on corporations - instead he argued they should be relied upon to hold their own records until called for by the state. He claims that drastic regulation would affect Wyoming's "business friendly tag". This has led to the threat that federal law enforcement may step in instead, and Maxfield has responded by drafting new rules to improve the effectiveness of state financial oversight. The second action is his lawsuit, beginning in late September 2011, to overturn the two-term limit on the five executive offices of the Wyoming state government, of which his own position is one. Approved by initiative in 1992, the term limits originally extended to state legislators as well, but in a separate lawsuit in 2004 that particular aspect of the initiative was declared unconstitutional and voided. That lawsuit did not cover the limit on the executive offices, but Maxfield argues the same principle which voided legislative term limits should be applied to the executive. Maxfield filed the motion as a 'private citizen' without consulting the other executive officers, but Governor Matt Mead expressed support for the attempt to resolve the legal uncertainties of the law - though he himself personally supports term limits - while then State Treasurer Joe B. Meyer supported Maxfield's position and opposed term limits. The Wyoming Supreme Court ruled in favor of Maxfield in 2013, when it struck down term limits for the positions of secretary of state, auditor, treasurer, and superintendent of public instruction. In addition, he has also succeeded in bringing his office into line with federal voting guidelines as well as creating an online campaign reporting system. Maxfield is the chairman of the NASS Securities Committee and serves on its National Task Force on the Formation of Business Entities.