Medical Underwriter II

Amwins•Branford, CT

1d•$75,000 - $95,000•Hybrid

About The Position

True Benefit (An Amwins Company) is seeking a Medical Underwriter II to join their growing team. This role will be responsible for developing comprehensive strategies for Employee Benefit programs, acting as a program manager for health care underwriting. The company manages over $2.3+B of health care premium and serves over 150,000 insured employees. This is a hybrid position located in Branford or Farmington, CT. The company culture encourages questioning the status quo in healthcare and improving client and employee well-being. The Medical Underwriter II will be a key contributor in shaping pricing strategies and delivering underwriting support in a fast-paced, collaborative environment.

Requirements

5+ years of group healthcare rating/Underwriting
Experience MUST be from medical group benefits insurance industry (either brokerage or insurance carrier)
Able to work in a fast-paced, high production environment
Strategic thinking and decision-making skills
Excellent analytical, organizational, and interpersonal skills
Self-funded and level-funded experience
Well-developed verbal and written communication skills
Ability to work well in a team-based environment
Advanced Microsoft Excel and PowerPoint Skills
Bachelor’s degree required

Nice To Haves

Basic Power BI or Tableau a plus
PEO large group health pricing experience a plus

Responsibilities

Lead the development of rate quotes, benefit recommendations, and risk arrangements—with a strong understanding of level-funded and alternative funding strategies.
Balance sound risk assessment with growth objectives to protect the book of business while expanding membership.
Collaborate closely with the sales team and carrier partners to deliver market-aligned, competitive solutions that meet prospects’ needs and maintain financial integrity.
Serve as a subject matter expert in underwriting, continuously educating internal teams and sales partners on underwriting principles, funding arrangements, and evolving market trends.
Actively contribute to a team-based underwriting culture, supporting peers and promoting consistent standards across cases.
Mentor and coach junior underwriters, conducting peer reviews and fostering development through real-time feedback and training support.
Assist in building training tools and materials, helping formalize underwriting education across levels.
Support innovation and process improvement efforts, offering insights that enhance underwriting efficiency, accuracy, and scalability.