Senior Stop-Loss Underwriting Manager | Hybrid Role

Sun Life; Wellesley (MA); Hybrid; USD 73,000 - 110,000; Full time

Benefits offered by this job

Generous vacation & sick time

Paid family leave

Medical coverage

Company paid life and AD&D insurance

Disability programs

Partially paid sabbatical

401(k) employer match

Stock purchase options

Employer-funded retirement account

Flexible, inclusive environment

Job summary

Sun Life U.S. is seeking a Senior Manager, Stop Loss Underwriting to lead a multi-site Manual Underwriters team in a hybrid model across the contiguous states plus AK.

You will hire, coach, and manage performance to ensure skilled underwriting and alignment with guidelines. The role emphasizes collaboration with senior Underwriting and Sales leaders, implementing process improvements, and building a high-performing team with strong stakeholder partnerships.

Qualifications

• Bachelor's degree preferred, or an equivalent combination of education and experience, with 5+ years of experience in the Medical Stop Loss industry or Business operations field.
• Previous experience leading, supervising, mentoring, or serving as a technical lead for an operations team is highly preferred.
• Strong communication, presentation, and interpersonal skills, with the ability to build effective partnerships across Underwriting, Sales, and other key stakeholders.
• Strong operational foundation, including workload management, service delivery, quality, and process improvement.
• Ability to thrive in a fast-paced environment, balance multiple priorities, and maintain a high level of professionalism, responsiveness, and attention to detail.
• Demonstrated strength in coaching, mentoring, and performance management, with the ability to encourage, influence, and guide individuals and teams to build capability and improve effectiveness.

Responsibilities

• Oversee the day-to-day operations of the Medical Stop Loss manual underwriting team, including assigning workloads, managing priorities and rush requests, answering complex underwriting questions, and ensuring internal productivity and service standards are met.
• Collaborate with senior Underwriting and Sales leaders to align the team's work with business objectives, underwriting guidelines, and preferred partner expectations, providing timely feedback and support as needed.
• Lead the interviewing, selection, and onboarding of Manual Underwriters and temporary employees.
• Provide ongoing training, coaching, and mentoring for newly hired Manual Underwriters and temporary resources, and update policies and procedures as needed.
• Implement underwriting process and practice improvements identified through Quality Control reviews.
• Build a high-performing, engaged team by recognizing success, setting clear expectations, addressing performance concerns, identifying root causes of underperformance, and partnering with employees on actionable development plans.
• Promote compliant, consistent, and efficient underwriting practices across the team.
• Support the ongoing Training and Development Program to strengthen underwriting knowledge, technical capability, and career growth.
• Ensure Manual Underwriters consistently apply established guidelines while developing sound judgment and appropriate independent decision-making.

Skills

Strong communication

Interpersonal skills

Leadership experience

Coaching & mentoring

Performance management

Operational excellence

Education

Bachelor's degree or equivalent

Job description

Sun Life U.S. is seeking a Senior Manager, Stop Loss Underwriting to lead a multi-site Manual Underwriters team in a hybrid model across the contiguous states plus AK.

You will hire, coach, and manage performance to ensure skilled underwriting and alignment with guidelines. The role emphasizes collaboration with senior Underwriting and Sales leaders, implementing process improvements, and building a high-performing team with strong stakeholder partnerships.