Our Leadership

Kyle Dean, MBA, CLCS, President & CEO of D&D Companies

Kyle Dean is the President & CEO of the Dean & Draper Companies. After receiving a BA degree from Texas Christian University and a MBA from Texas Wesleyan University, Kyle joined his father’s insurance agency in 2005. He worked as a Sales Executive for the agency for 8 years and was promoted to Vice President of D&D in 2010.  During his role as a Sales Executive he was given the “Top Gun” award in 2011, which is the top new business sales for all D&D Companies.  In 2013, Kyle assumed the role of President & CEO after the sudden passing of his father, Bob Dean, who founded the agency in 1980.

Kyle served as President of Independent Insurance Agents of Houston (IIAH) in from September of 2015 to August 2016.  Following his father’s passing (Founder of Dean & Draper, Bob Dean), Kyle was asked to serve out his dad’s last year on the board for the Independent Insurance Agents of Texas (IIAT) in 2013. He was honored and graciously accepted the role.

Kyle is politically active for IIAT. He currently serves as Vice Chair of the Legislative Committee for IIAH.  He held the position of Regional VP for IMPACT for four years, which is a state fundraising arm for the independent agents to have their voice heard at the Capital in Austin.  Kyle serves on many industry advisory councils including The Hartford, Travelers, and Texas Mutual.  He was appointed to serve on the Insurance & Risk Management advisory board at the University Houston – Downtown in 2013. He was recently appointed to serve as a board member for the Texas Insurance Education Foundation, which is a 501(c)(3) supporting the undergraduate university degree programs in Insurance and Risk Management. 

Stephen Smith, CPCU, Executive Vice President, and Chief Operating Officer of D&D Companies

Stephen is Executive Vice President & Chief Operating Officer of the Dean & Draper Companies.  Stephen's experience within the insurance industry in Texas covers 33 years in roles such as President of Summit Global Partners and also President of HUB International. His background in commercial and personal insurance is expansive and he serviced on agency counciles for CNA, Liberty Mutual, AIG, Hartford, and Texas Mutual.

Stephen is a graduate of Texas A&M University with a degree in Economics/Finance. Before his insurance career, Stephen was commissioned as a 2nd Lieutenant in the United States Army serving in Germany and Fort Hood.  

Gene Darnell, Vice President and Partner of D&D, Chief Operating Officer of Benefit Solutions L.P. 

Robert E. "Gene" Darnell Partner joined Dean and Draper in 1992. Life time resident of Houston Texas started his Insurance career in 1988 receiving prestigious awards including Rookie of the Year and Agent of the Month. He currently serves on the Agent Advisory Committee for several Insurance Companies and a member of the National Association of Health underwriters and Houston Association of Health Underwriters. He contributes his success to his wife Carla and his 3 wonderful children.

Gary Jensen, MBA, CPA, Vice President and Chief Financial Officer of D&D Companies

A native Texan, Gary came to Houston in 1981 and spent the next 20 plus years as an entrepreneur running his own businesses and, coincidentally, as a Dean & Draper customer.  After selling his last business Gary jumped at the chance to participate in Dean & Draper's transformation into a premier player in the Insurance Industry.  Since 2003 he has managed the financial growth of the agency, coordinated a number of acquisitions helping Dean & Draper earn the coveted recognition as a "Best Practices Agency" as recognized by the Independent Insurance Agents & Brokers of America.  Gary and his lovely wife Charlotte have four children and, at last count, nine grandchildren.