Underwriter, Senior

Cannon Cochran Management Services, Inc.; Reading (MA); Hybrid; USD 100,000 - 120,000; Full time

Benefits offered by this job

4 weeks PTO + 10 holidays

Comprehensive health benefits

401(k) and ESOP

Career growth opportunities

Team-based culture

Job summary

CCMSI in Reading, MA is seeking a Senior Underwriter to provide customer service to association account members, perform underwriting and administrative functions, and support a dedicated program. The role is hybrid in Reading, MA with hours 8:00 am-4:30 pm ET and a salary range of $100,000-$120,000.

Requires MA SIG group experience and knowledge of MA regulations for self-insured groups, plus a Bachelor's degree and substantial underwriting experience.

Qualifications

• Bachelor degree with two years in underwriting function or five years in underwriting function.
• 10‑15 years experience.
• MA SIG group experience mandatory.
• Knowledge of MA Regulations for self-insured groups.
• Familiarity with MA Division of Insurance.
• Direct supervision and oversight of payroll audit process.

Responsibilities

• Answer technical client coverage questions and special requests.
• Coordinate and assist Fund Manager, Account Manager and Branch Manager in underwriting and program administration.
• Communicate with association directors, trustees, excess brokers, and CCMSI staff with administration.
• Coordinate mid-term and year-end renewal process.
• Notify Excess Department of non-standard certificate requests.
• Prepare monthly reports.
• Provide marketing assistance, presentations, and quotes.
• Issue certificate of coverage.
• Prepare invoices for management fees.
• Maintain member documents, certificates, billing statements and correspondence.
• Attend Board meetings, prepare Board agendas and packages; set up meeting place, time, meals, and needed equipment.
• Execute special assignments requested by Account Executive Director and Board; take and transcribe minutes at Board meeting; prepare reports, and make special presentations at Board meetings, as requested.
• Compile data for excess submission, as requested.

Skills

Spanish bilingual

Communication

Team collaboration

Education

Bachelor degree; underwriting function 2 years or 5 years experience

10-15 years underwriting experience

Tools

Microsoft Word

Excel

Outlook

Job description

Overview

Position Title: Underwriter, Senior

Location: Reading, MA (hybrid reporting)

Schedule: 8:00 am-4:30 pm ET

Salary Range: $100,000-$120,000

The Senior Underwriter provides customer service to association account members, performs underwriting and administrative functions, works independently, and offers direct underwriting support on a dedicated program.

Responsibilities

• Answer technical client coverage questions and special requests.
• Coordinate and assist Fund Manager, Account Manager and Branch Manager in underwriting and program administration functions.
• Communicate with and assist association directors, trustees, excess brokers, and various CCMSI staff with administration.
• Coordinate mid-term and year-end renewal process.
• Notify Excess Department of non-standard certificate requests.
• Prepare monthly reports.
• Provide marketing assistance, presentations, and quotes.
• Issue certificate of coverage.
• Prepare invoices for management fees.
• Maintain member documents, certificates, billing statements and correspondence.
• Attend Board meetings, prepare Board agendas and packages; set up meeting place, time, meals, and needed equipment.
• Execute special assignments requested by Account Executive Director and Board; take and transcribe minutes at Board meeting; prepare reports, and make special presentations at Board meetings, as requested.
• Compile data for excess submission, as requested.
• Obtain familiarity with applicable industry regulations.
  • MA SIG group experience mandatory
  • Knowledge of MA Regulations for self-insured groups
  • Familiarity with MA Division of Insurance
  • Direct Supervision and over‑site of Payroll audit process

Qualifications

To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

Education and/or Experience

• Bachelor degree with two years in underwriting function or five years in underwriting function.
• 10‑15 years experience.

Computer Skills

Proficient with Microsoft Office programs such as Word, Excel, Outlook, etc.

Nice to Have

• Bilingual (Spanish) proficiency — highly valued for communicating with claimants, employers, or vendors, but not required.

Benefits

• 4 weeks paid time off that accrues throughout the year in accordance with company policy + 10 paid holidays in your first year
• Comprehensive benefits: Medical, Dental, Vision, Life, and Disability Insurance
• Retirement plans: 401(k) and Employee Stock Ownership Plan (ESOP)
• Career growth: Internal training and advancement opportunities
• Culture: A supportive, team-based work environment

How We Measure Success

• Quality claim handling – thorough investigations, strong documentation, well-supported decisions
• Compliance & audit performance – adherence to jurisdictional and client standards
• Timeliness & accuracy – purposeful file movement and dependable execution
• Client partnership – proactive communication and strong follow‑through
• Professional judgment – owning outcomes and solving problems with integrity
• Cultural alignment – believing every claim represents a real person and acting accordingly

Compensation & Compliance

The posted salary reflects CCMSI’s good‑faith estimate in accordance with applicable pay transparency laws. Actual compensation will be based on qualifications, experience, geographic location, and internal equity. This role may also qualify for bonuses or additional forms of pay.

CCMSI offers comprehensive benefits including medical, dental, vision, life, and disability insurance. Paid time off accrues throughout the year in accordance with company policy, with paid holidays and eligibility for retirement programs in accordance with plan documents.

CCMSI posts internal career opportunities in compliance with applicable state and local promotion transparency laws.

Visa Sponsorship

CCMSI does not provide visa sponsorship for this position.

ADA Accommodations

CCMSI is committed to providing reasonable accommodations throughout the application and hiring process.

Equal Opportunity Employer

CCMSI complies with all applicable employment laws, including pay transparency and fair chance hiring regulations.

Background checks, if required for the role, are conducted only after a conditional offer and in accordance with applicable fair chance hiring laws.

Our Core Values

• Lead with transparency – We build trust by being open and listening intently in every interaction.
• Perform with integrity – We choose the right path, even when it is hard.
• Chase excellence – We set the bar high and measure our success. What gets measured gets done.
• Own the outcome – Every employee is an owner, treating every claim, every decision, and every result as our own.
• Win together – Our greatest victories come when our clients succeed.