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Underwriting Program Jobs in Connecticut (NOW HIRING)

Amwins

Medical Underwriter II

Farmington, CT · On-site

True Benefit is an employee benefits consulting and healthcare underwriting program manager supporting a leading Professional Employer Organization (PEO) platform. Please visit us at www.amwins.com ...

Amwins

Medical Underwriter II

Farmington, CT · Hybrid

True Benefit is an employee benefits consulting and healthcare underwriting program manager supporting a leading Professional Employer Organization (PEO) platform. Please visit us at www.amwins.com ...

Amwins

Medical Underwriter II

Branford, CT · Hybrid

True Benefit is an employee benefits consulting and healthcare underwriting program manager supporting a leading Professional Employer Organization (PEO) platform. Please visit us at www.amwins.com ...

Iatinsurancegroup

Underwriting Manager

Cheshire, CT · Hybrid

$72K - $157K/yr

Coach underwriting leaders, mentor underwriters, and contribute to the design and delivery of underwriting training programs; travel is required. * Makes recommendations on underwriting policy and ...

Munich Re

Head of Portfolio Underwriting

Hartford, CT · On-site +1

... MGAs, programs, Lloyds, and pools. The division manages over 100 client relationships and has ... The Head of Underwriting will have underwriting binding authority via their letter of authority.

IFG Companies

Underwriting Trainee

Hartford, CT · On-site

$65K - $75K/yr

S. The Trainee follows a structured on-the-job program that combines formal curriculum with real ... Completing a structured underwriting curriculum covering GL, Excess and IM, including self-study ...

Munich Re

Head of Portfolio Underwriting

Hartford, CT · On-site

... MGAs, programs, Lloyds, and pools. The division manages over 100 client relationships and has ... The Head of Underwriting will have underwriting binding authority via their letter of authority.

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Underwriting Program information

What is an underwriting program?

An underwriting program is a structured process used by financial institutions, insurance companies, or lenders to evaluate the risk and eligibility of applicants for loans, insurance policies, or other financial products. The program sets the guidelines and criteria for assessing factors such as creditworthiness, health, or property value before approving or denying an application. By standardizing this evaluation, underwriting programs help organizations make informed decisions, minimize risk, and ensure compliance with regulations.

What are the key skills and qualifications needed to thrive in an underwriting program, and why are they important?

To excel in an Underwriting Program, strong analytical skills, attention to detail, and a relevant degree in finance, business, or a related field are essential. Familiarity with underwriting software, risk assessment tools, and industry certifications such as CPCU or AU are typically required. Effective communication, critical thinking, and decision-making skills help underwriters collaborate with stakeholders and evaluate complex information. These abilities ensure accurate risk evaluation, regulatory compliance, and profitable decision-making for financial institutions.

What are some common challenges faced by professionals working in an underwriting program, and how can they be addressed?

Professionals in underwriting programs often encounter challenges such as balancing risk assessment with business growth goals, managing tight deadlines, and adapting to evolving regulatory requirements. Staying updated with industry guidelines, leveraging advanced data analytics tools, and cultivating strong communication skills are essential strategies for overcoming these hurdles. Additionally, collaborating closely with sales, legal, and claims teams helps underwriters make well-informed decisions and maintain consistency across the organization.

What is the difference between Underwriting Program vs Underwriter?

AspectUnderwriting ProgramUnderwriter
CredentialsTypically requires insurance or finance certifications, such as CPCU or FCASSame certifications often required, with additional experience in risk assessment
Work EnvironmentFocuses on developing, managing, and implementing underwriting policies and programsPerforms risk evaluation, decision-making, and approval of individual insurance applications
Employer & Industry UsageCommonly employed by insurance companies, brokers, and underwriting firmsFound within insurance companies, underwriting agencies, and brokers

In summary, an Underwriting Program focuses on creating and managing underwriting strategies and policies, while an Underwriter evaluates individual risks and approves insurance applications. Both roles require similar credentials and work within the insurance industry, but their responsibilities differ in scope and focus.

Underwriting Program jobs near you
Infographic showing various Underwriting Program job openings in Connecticut as of August 2026, with employment types broken down into 80% Full Time, and 20% Part Time. Highlights an 80% In-person, 10% Hybrid, and 10% Remote job distribution.

Medical Underwriter II

Amwins

Farmington, CT • On-site

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 7 days ago

Amwins rating

7.8

Company rating: 7.8 out of 10

Based on 38 frontline employees who took The Breakroom Quiz

195th of 313 rated insurance

Job description

Senior Medical Underwriter
Branford or Farmington, Connecticut | Hybrid
True Benefit, an Amwins Group company, is adding a Senior Medical Underwriter in Branford or Farmington, Connecticut. This incremental hire supports continued business growth.
True Benefit is an employee benefits consulting and healthcare underwriting program manager supporting a leading Professional Employer Organization (PEO) platform. Please visit us at www.amwins.com/opco/true-benefit. We manage more than $2.3 billion in annual healthcare premium for over 150,000 insured employees nationwide. True Benefit has been part of Amwins Group, the world's largest wholesale insurance distributor, since 2016. Please visit us at www.amwins.com.
Why This Opportunity
This opportunity is designed for an experienced group medical underwriter who wants to remain close to the technical work while gaining broader influence across pricing, sales partnership, talent development and underwriting strategy.
  • Work on complex level-funded, self-funded, minimum-premium and other alternative-funded cases.
  • Remain a hands-on senior individual contributor while mentoring colleagues and helping shape underwriting standards.
  • Partner directly with sales teams and carrier partners on competitive case strategy and pricing decisions.
  • Contribute to training, process improvement and the continued scalability of the underwriting operation.
  • Benefit from hybrid flexibility and the resources, stability, and long-term perspective of True Benefit and Amwins.

Position Overview
As Senior Medical Underwriter, you will evaluate and price group medical opportunities, develop benefit and risk recommendations, and partner with sales and carrier teams to produce competitive solutions while protecting the financial integrity of the business. You will apply your expertise across level-funded, self-funded, minimum-premium and other alternative funding arrangements.
This is a visible role and you will be trusted to exercise sound underwriting judgment, explain complex decisions clearly, mentor junior underwriters and help strengthen underwriting quality and consistency.
Hybrid Work Arrangement
  • Hybrid work arrangement requiring two days per week in either True Benefit's Branford or Farmington, Connecticut office.
  • The remaining workdays may be worked remotely, subject to business and team needs

Responsibilities
Group Medical Pricing and Risk Assessment
  • Develop rate quotes, benefit recommendations and risk arrangements for group medical opportunities.
  • Evaluate fully insured, level-funded, self-funded, minimum-premium and other alternative funding arrangements.
  • Assess complex cases quickly and apply underwriting protocols consistently.
  • Balance sound risk assessment with growth objectives to protect the book of business while supporting membership growth.

Sales and Carrier Partnership
  • Collaborate with sales teams and carrier partners to develop competitive, market-aligned solutions that meet prospect needs and maintain financial integrity.
  • Clearly communicate underwriting decisions, pricing considerations and case strategy to internal stakeholders and external partners.
  • Serve as a subject matter expert on group medical underwriting, alternative funding strategies and evolving market trends.

Underwriting Leadership and Development
  • Educate internal teams and sales partners on underwriting principles, methods and funding arrangements.
  • Actively support and collaborate with other underwriters to promote consistent standards across cases.
  • Mentor and coach junior underwriters through peer review, real-time feedback and technical guidance.
  • Assist in developing underwriting training tools, resources and educational materials.

Process Improvement and Innovation
  • Recommend and support process improvements that strengthen underwriting efficiency, accuracy and scalability.

Qualifications
Required
  • Bachelor's degree.
  • 5 or more years of group healthcare rating and underwriting experience.
  • Group medical underwriting experience gained through a health insurance carrier, employee benefits brokerage, benefits administrator or comparable organization.
  • Direct experience with self-funded and level-funded group health arrangements, including group medical pricing and risk assessment.
  • Ability to work effectively in a fast-paced, high-production environment.
  • Strong strategic thinking, judgment, and decision-making skills.
  • Excellent analytical, organizational, interpersonal and communication skills, including the ability to explain complex underwriting concepts clearly to technical and nontechnical audiences.
  • Ability to work collaboratively in a team-based environment.
  • Advanced Microsoft Excel and PowerPoint skills.

Preferred
  • Experience pricing large-group health plans within the PEO market.
  • Experience with minimum-premium arrangements.
  • Experience mentoring or reviewing the work of less-experienced underwriters and contributing to training resources.
  • Working knowledge of Power BI or Tableau.
  • Professional certification such as CEBS or CSFS.

What We Offer
True Benefit and Amwins offer the entrepreneurial environment of a growing specialty business, backed by the scale and stability of the nation's largest wholesale insurance distributor.
  • Competitive and comprehensive compensation.
  • Eligibility for an incentive bonus once applicable requirements are met.
  • Medical, dental, vision, prescription, disability and group life insurance with no waiting period.
  • 401(k) matching and competitive paid time off, including paid holidays.
  • Charitable donation matching.
  • A collaborative, supportive environment that values technical expertise and professional growth.

Pursuant to Connecticut regulation, the compensation range for this position is as stated and includes eligibility for performance-based bonuses.
Connecticut Pay Range
$75,000-$95,000 USD

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