Drew LaMaster

Drew LaMaster

Vice President of Employee Benefits/Licensed Life & Health Consultant


Drew is a native of Louisville, Kentucky, and a graduate of South Oldham High School and Xavier University. He began his Employee Benefits career in 2005 with Humana as part of the Sales Learning Academy, where he learned the foundations of health, dental, and vision insurance.  During this time, LaMaster also learned the importance of cultivating relationships on both the carrier and agency sides.  He credits his late father, Claude, who worked in the business for over 25 years, on the importance of being a trusted advisor to his clients, and listening to their individual needs. 

 LaMaster moved to the agency side in 2006, and has worked since then in the following areas: Sales, Sales Management, ACA Compliance, Benefits Administration, Education, and Account Management.  He works with clients that have anywhere from two employees in size, to upwards of 1000 + employees.  LaMaster also works together with his clients and the Insuramax team to offer Payroll, HR, Perpetuation, and Legal solutions as needed with third party resources.

 He ensures his clients are getting the most out of their benefits packages (both financially and from a coverage perspective), are in compliance with the Affordable Care Act, receive a blanket/detailed marketing strategy, and that his client’s expectations are met on a day-to-day basis. Of utmost importance in today’s benefits arena is understanding the marketplace, and being able to educate both employers and employees on this message.  All parties should understand the true cost of the benefits being offered, and work together to meet the corporate initiatives of each one of our clients.

 In addition to his Life & Health licenses, he also holds his Property & Casualty licenses, and his Consulting license on the Life & Health side in over 20 states.  He serves on the GLAHU Board in Louisville, and routinely attends educational seminars to continue learning on how to best serve his clients, as the marketplace evolves.

Drew and his wife Kristin, were married in 2012.  He is a proud husband, and father to his wonderful daughters Annabelle and Lilly. He enjoys traveling, playing golf, attending Notre Dame football/Xavier basketball games, and enjoys working out.  He ran Cross Country and Track in both high school and college, and has finished in the top 10 in the Derby Half Marathon twice here in Louisville.  LaMaster also competed in the Chicago Marathon in 2011, and the Boston Marathon in 2012.