Karen Middlekauff

Karen Middlekauff

Karen Middlekauff concentrates her practice on business litigation, family law and collaborative law. Karen has extensive experience with dissolution of marriage, alimony, asset and liability distribution, attorneys' fees actions, establishment of paternity, or, in the case of same-sex parents, establishment of parentage, child support, child custody, visitation, and timesharing arrangements. Karen additionally handles prenuptial agreements and domestic violence injunctions.

Outside of adversarial proceedings, Karen also practices collaborative family law. In the collaborative process, each party has his or her own attorney, along with a neutral financial professional and counselor. The participants follow a protocol to develop resolution options to work collaboratively towards the dissolution of marriage, as oppose to the traditional adversarial process.

Prior to joining Losey, Karen practiced litigation in the areas of catastrophic injury and products liability defense for major automotive and tire manufacturers, in addition to her family law practice. Additionally, Karen previously focused her practice entirely in the area of family law with a large family law firm in Tampa, Florida.

Karen graduated cum laude from the University of Florida’s Levin College of Law in 2012. She received her B.A. in Sociology from the University of Delaware in 2009, graduating cum laude, Phi Beta Kappa. While in law school, Karen competed on the University of Florida Trial Team, and participated in the Criminal Defense Clinic with the Public Defenders’ offices in Alachua and Orange counties.

Karen is a dedicated advocate for the LGBT community. While in law school, Karen was the founder and president of OUTLaw and interned at the Servicemembers’ Legal Defense Network in Washington D.C., a non-profit organization that defended LGBT military personnel dismissed from service.

Karen coaches the Edgewater High School Mock Trial team and is actively involved with the Orange County Bar Association, where she is an editor of the Orange County Bar Association's publication, The Briefs. Karen is originally from the great state of Pennsylvania, and, in her spare time, Karen enjoys spinning, baking, and cheering on the Pittsburgh Steelers and Penguins.

Karen is a member of the Florida Bar and is admitted to practice in the U.S. District Court for the Northern District of Florida, The U.S. District Court for the Middle District of Florida and the U.S. District Court for the Southern District of Florida.  She can be reached at This email address is being protected from spambots. You need JavaScript enabled to view it. and (407) 785-6923.