Entry Level Insurance Underwriter Jobs in Fairfield, CT

Role Details

Job Title: Associate Specialty Underwriter (2 openings)

Location: Chappaqua, NY (4 days in the office 1 day WFH)

Reports To: Specialty Underwriting Manager

Employment Type: Full time

Job Requisition ID: 2026 -637

Requisition Begin Date: 06/25/2026

Help us insure it

Tokio Marine HCC is a global industry-leading specialty insurance group, backed by the strength and stability of the Tokio Marine Group. Offering over 100 classes of specialty insurance, we empower clients to pursue opportunities confidently through our "Mind Over Risk" philosophy. More than an insurance company, we are an organization built on innovation, unity, and trust.

At our core, we are Always Advancing, driven by innovation and an entrepreneurial spirit that keeps us moving forward. Our people are Experts in Tomorrow, using curiosity and smart working to anticipate what's next. With a culture rooted in Reaching Out, we foster genuine collaboration and support, ensuring every individual has the opportunity to succeed and make a difference.

Role Overview

Once you join our TMHCC Specialty Group's Crisis Management division, your role will be to evaluate new and renewal policy applications and related documentation to classify and assess risks, communicate and build relationships with brokers and other outside contacts, and create and maintain all underwriting documentation according to procedures and other departmental guidelines.

• Gain understanding of the underwriting process: During the first 30 days learn how to evaluate the unique risks of kidnap and ransom, review submissions and ask a lot of questions throughout the process.

• Review and Quote less complicated risks: During the first 60 days be able to quote easier risks, with little oversight needed.

• Find creative solutions: During the first 90 days, be able to demonstrate critical thinking skills by writing business that satisfies both the client and our risk appetite.

• Understand more complex risks: During the first 6 months begin to understand more complex risks.

Key Responsibilities

• Evaluate new and renewal policy applications and related documents to classify and assess each risk, determine acceptability, assign rating, indicate endorsements and limits, and determine appropriate pricing.

• Manage a high volume of broker submissions by following structured work plans and meeting predefined turnaround-time goals.

• Meet or exceed established commitments on deadlines to maintain strong broker satisfaction and competitive market placement.

• Serve as a primary point of contact for brokers; build and maintain strong, collaborative market relationships to facilitate the underwriting process, promote business development, drive profitable premium growth, and stay abreast of industry trends.

• Articulate underwriting decisions, pricing rationale, and policy terms clearly and persuasively to brokers and direct manager.

• Gather market intelligence and broker feedback to identify new business opportunities and improve service delivery.

• Communicate production activities, risk appetite, and business results with management and cross-functional teams as appropriate.

• Contact and respond to verbal and written inquiries from brokers within designated timeframe to provide appropriate information and serve as an underwriting resource.

• Create and maintain all documentation (physical and electronic) including new and renewal bound files, underwriting worksheets, documentation of phone conversations, and other key documents according to departmental guidelines.

• Adhere to all company underwriting authority directives, underwriting guidelines, and other applicable company policies and procedures.

• Serve as a resource to other departmental staff with regards to underwriting procedures and other departmental guidelines.

• Develop understanding of various factors that affect and influence policy rating and risk.

Travel expectations

• Travel (up to 20%) will be required.

What You Bring

• This is an entry level position, internship(s) in business or a related area preferred.

• You have earned a bachelor's degree in business administration, Accounting, Finance, or a related field.

• You must have office environment work experience.

• You possess intermediate proficiency and experience using Office 365 (Excel, Word, PowerPoint).

• Your written and verbal communications skills are excellent, with an emphasis on confidentiality, tact, and diplomacy.

• You possess exceptional organizational and analytical skills; with a demonstrated ability to manage multiple tasks simultaneously.

• You have accurate data entry skills.

• You are adept at working as part of a team yet capable of working independently as needed.

If this position sounds like a perfect fit, please apply WITH A COVER LETTER, expressing why you want to join our team.

What We Offer

• Competitive salary and comprehensive benefit package

• Strong learning culture with ongoing development opportunities

• Opportunities for growth and career advancement

• Comprehensive medical, vision, and dental coverage, with eligibility beginning on your first day of employment

• Basic life and disability insurance

• 401(k) plan with 6% company match

• 20 days of PTO, two floating holidays, approximately 11 paid holidays, and volunteer time off

• Paid parental leave

• Access to our award-winning wellness program, including mental health services, fitness network membership, and a complimentary Headspace subscription

• Student loan matching program

• Employee discount program

• An opportunity to do meaningful work and love what you do

Pay Transparency

The pay range for this position is $30.58 - $38.22, which includes geographic adjustments, where applicable. The pay range is the range THMCC, in good faith, believes is the range of compensation for this role at the time of this posting. The hired applicant will be offered pay within the entire range based on the candidate's geographic location, qualifications, work experience, education, and/or skill level. The Company is fully committed to ensuring equal pay opportunities for equal work regardless of color, race, sex, national origin, sexual orientation, religion, age, veteran status, disability, pregnancy, citizenship status, genetic information, or any other basis protected by federal, state, or local pay equity laws.

Disclaimer

As an insurance company, we comply with certain federal, state and local laws such as the Violent Crime Control and Law Enforcement Act of 1994 (18 USC 1033(e)), which restricts our ability to employ individuals with certain types of criminal convictions. Where not restricted by law and for criminal history not covered by this law, the Company will consider qualified applicants with arrest or conviction history in compliance with applicable law.

About Us

Tokio Marine HCC is a leading specialty insurance group with offices in the United States, the United Kingdom, Europe, and other exciting locations. With the strength and stabilitythat comes from being a member of the Tokio Marine Group, and more than fifty years of growth, profitability, and stability, we offer important insurance products that most people don't even know exist. Every policy we write is special, enabling our clients to do amazing things.

Tokio Marine HCC - Specialty Group, a member of the Tokio Marine group of companies, is a market leader in providing specialized insurance products for the sports, entertainment, and promotional industries. We provide an unmatched portfolio of products including event cancellation, high limit disability, kidnap and ransom, weather, travel, event liability and much more. We cover major sports and entertainment events, professional athletes and entertainers and other unique assets.

Applying our Mind Over Risk philosophy to writing insurance allows our customers to take on opportunity with confidence. That philosophy defines our way of thinking, unites us as a team, and differentiates us from our competitors. We are much more than just an insurance company; we are a good company.

Equal Opportunity Employer

TMHCC is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, citizenship, color, family or medical care leave, gender identity, genetic information, marital status, medical condition, national origin, physical or mental disability, protected veteran or military status, race, ethnicity, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable local laws, regulations and ordinances.

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