Right Worshipful Brother Cundiff was born in Kirksville, Missouri in 1961. He attended Truman State University graduating in 1983 with degrees in history and economics. He subsequently attended law school at the University of Missouri in Columbia graduating in 1986. He has been engaged in the practice of law since his graduation and in Kirksville since 1993.
RWB Cundiff married his wife Audrey in Jefferson City in 1992. They have one son, Brody, who was born in 2008.
RWB Cundiff’s father and both grandfathers were members of Adair Lodge #366. His father and paternal grandfather were both Masters of the lodge. He was initiated, passed and raised in 1983 and served as Worshipful Master in 1998 and again in 2001. RWB Cundiff is a member of the several Kirksville York Right bodies and has served as High Priest of Caldwell Chapter No.53, Illustrious Master of Kirksville Council No. 42 and Eminent Commander of Ely Commandery No. 22. He is also a member of York Rite College No. 188, Heart of Missouri, Tipperary Council No. 62, Knight Masons, LaFayette Council AMD and St. Chrysostom Conclave, Red Cross of Constantine. He is a 32 degree, KCCH, member of the Scottish Rite Valley of Columbia.
RWB Cundiff served at District Deputy Grand Master of the 3d Masonic District from 2003 through 2007. He has served on and chaired the Appeals and Grievances and Jurisprudence Committees of the Grand Lodge and also served on its Long Range Planning Committee. He served on the Masonic Home Board from 2009 to 2013.