Underwriting Program Manager – Stop Loss (Fully Remote or Hybrid – Hartford, CT)

  • Location: Hartford , Connecticut
  • Type: Direct
  • Job #28832

Underwriting Program Manager – Stop Loss (Fully Remote or Hybrid – Hartford, CT Area)

A growing insurance organization based in Hartford, CT is looking to add an experienced Underwriting Program Manager to oversee a dedicated block of Specific and Aggregate Stop Loss business. This is a key leadership role with ownership over pricing strategy and underwriting results, offering the opportunity to make a real impact within a collaborative, entrepreneurial environment.

The position can be fully remote, with a hybrid option (2 days onsite) for candidates located within 50 miles of Hartford.

Compensation: $130,000–$160,000 base salary


Responsibilities: 

  • Evaluate case information and risk factors to develop competitive and sound pricing recommendations for both new and in-force Specific and Aggregate Stop Loss accounts, in alignment with underwriting guidelines.

  • Review large claim data in advance of clinical review to identify potential high-risk drivers and determine appropriate next steps.

  • Build and maintain strong working relationships with sales partners, brokers, TPAs, underwriters, and other internal and external stakeholders.

  • Advise clients and partners on stop loss structures and plan design considerations to ensure appropriate risk protection.

  • Partner with the sales team throughout the quoting process to help position proposals competitively and strategically.

  • Exercise independent underwriting authority while ensuring complete and accurate file documentation.

  • Analyze submissions that fall outside standard guidelines and prepare well-supported exception recommendations for senior leadership review.

  • Present clear risk assessments, financial impact analysis, and strategic rationale to support executive decision-making.

  • Review, approve, or decline cases within authority, while offering guidance and alternative structuring recommendations to team members.

  • Oversee assigned program workflow to ensure timely turnaround and balanced distribution of work across underwriting staff.

  • Identify and evaluate key medical cost drivers impacting both new business and renewal accounts.

  • Provide input to senior leadership on enhancements to underwriting guidelines, policies, and best practices.

  • Mentor and develop underwriting team members to strengthen technical expertise, risk evaluation skills, and overall performance.

  • Deliver ongoing coaching and structured feedback to drive consistent service standards and productivity.

  • Partner with administrative teams to ensure documentation supports audit readiness and compliance requirements.

  • Manage the portfolio to achieve targeted profitability and performance objectives.


Qualifications:

  • Knowledge and understanding of healthcare payers, health plan administration, and medical service providers.

  • Bachelor’s degree or equivalent industry experience

  • 10+ years of medical stop loss underwriting experience

  • Prior leadership experience (3+ years managing or mentoring underwriters preferred)

  • Strong knowledge of stop loss pricing, risk evaluation, and healthcare cost drivers

  • Proven ability to lead teams while partnering effectively with sales and external stakeholders

  • Strong analytical and decision-making skills

  • Highly organized with the ability to thrive in a fast-paced setting


What’s Offered

  • Competitive base salary

  • Employer-paid health insurance

  • 401(k) with company match

  • Flexible remote or hybrid work options

    For immediate consideration, please email your resume to Ellie Boyd at [email protected].

    #LI-EB1

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