NAIA - Key Persons


Craig Sargent - Founder, President

Job Titles:
  • Co - Founder
  • President
  • President and Co - Founder of the North American Insurance Alliance, Inc
  • Registered 1A Investor
Craig Sargent is the President and Co-Founder of the North American Insurance Alliance, Inc (NAIA). He established NAIA in 2009 with the mission of helping insurance agents achieve greater profitability and business stability. Craig's extensive knowledge of the insurance industry, coupled with his business management acumen, has helped agencies throughout Maine, New Hampshire, Vermont, Massachusetts, South Carolina and Florida increase their market share. Laying the foundation for his professional career, Craig was voted the 1973 Scholar Athlete of the Year and Valedictorian at the Maine Central Institute, Pittsfield, ME. While attending college, Craig began his career in 1974 as a real estate agent with Sargent Agency Real Estate in Rangeley, Maine. From there, he founded Sargent Insurance in 1982, previously Western Maine Associates of Rangeley, where he served as President for over twenty years. During this same year (1982), Craig opened Sargent Appraisal Services, a real estate appraisal business that specialized in residential appraisals. As a Certified Insurance Counselor for over 20 years, Craig also served as an instructor at the University of Texas - San Antonio, where he taught real estate and appraisal courses, concentrating on commercial, investment, residential and other designations. Craig is a Registered 1A investor. He has been married for over 30 years to Sharon Sargent who works for NAIA as bookkeeper. They have one son who also lives in Rangeley with his family and Craig's three grandchildren, Ryder, Anthony, and Isabelle.

Debora Hillier - Founder

Job Titles:
  • Co - Founder
  • Co - Founder and Vice President of the North American Insurance Alliance Inc
Debora is the co-founder and Vice President of the North American Insurance Alliance Inc. She is responsible for business consulting with insurance agencies throughout New England, as well as agency program development and planning. Debora specializes in agency management issues, operations, insurance coverage, and risk placement. As a licensed insurance agent (FL), real estate broker (ME), and Certified Insurance Counselor, Debora has extensive knowledge and background in insurance and business operations. Previously, Debora controlled day to day operations of 17 insurance agency locations for Northeast Financial & Northeast Bank. Prior to that, and for over 20 years, she managed all aspects of business operations at Belgrade Insurance Agency, Inc. At this time, she is pursuing certification as a Chartered Property Casualty Underwriter.

Eric Sargent

Job Titles:
  • Director of Data and Information Management Director of Data and Information Management
Eric is a licensed CPA in Florida and his skills perfectly align with the growing needs of our organization. For the last seven plus years, Eric worked with Advantage RN Companies and held positions of recruiter, Director of Local Staffing (San Diego, CA), Accounting Manager (West Chester, OH) and Division Controller (Teamstaff RX, Inc. in Clearwater, FL that was acquired by ARN). Previously, Mr. Sargent was a founder and Chief Financial Officer of RN Network in Wolfeboro, NH until it was sold to CHG Medical Staffing Services, Inc. of Salt Lake City, UT.

Rebecca Sherwood

Job Titles:
  • Director of Marketing and Communications
As Director of Marketing and Communications, Rebecca concentrates on our brand by bringing visibility and consistency to the NAIA image. Rebecca also focuses on outreach to our member agents with communications, while bringing awareness of our value to non-members via engagement at conventions and other insurance related events. Rebecca is a key person to NAIA's expansion goals. Members are carefully chosen based on their location, company mix, loss ratios, volume, staffing, growth, history, and needs; Rebecca assists in research and outreach out to agencies that fit the criteria. Prior to NAIA, Rebecca was employed with Travelers Insurance Company as a Senior Sales Specialist and, before that, held positions in Underwriting, Insurance Sales, Accounting and Marketing. Rebecca has earned the API, AIS, AINS designations from the Insurance Institute of America. Rebecca's personal interests include spending time with her family. She also enjoys cooking, relaxing at the lake and has a fondness for cruising the Caribbean. Rebecca resides in Auburn, ME with her husband Charles.