He lost both of his legs in military combat in 2006 in an encounter with an IED, or roadside bomb.
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He worked as an intern in U.S. Senator Norm Coleman's Washington D.C. office in 2007, addressing constituent concerns and military issues.
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In 2012, Kiffmeyer referred to fellow Republican State Representative John Kriesel as having "no courage" for not running for re-election in light of the Vikings Stadium vote.