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Director Stop Loss Underwriter Jobs (NOW HIRING)

Berkley

Stop Loss Underwriter

Trenton, NJ · Remote

$90K - $110K/yr

As a Stop Loss Underwriter, you will seek profitable growth of the company's portfolio of stop loss business by analyzing and selecting risks based on qualified underwriting criteria that adhere to ...

New

Berkley

Stop Loss Underwriter

Trenton, NJ · On-site

$90K - $110K/yr

As a Stop Loss Underwriter, you will seek profitable growth of the company's portfolio of stop loss business by analyzing and selecting risks based on qualified underwriting criteria that adhere to ...

Acrisure

Stop Loss Underwriter

Las Vegas, NV · On-site +1

$60K - $85K/yr

The Stop Loss Underwriter is responsible for evaluating, pricing, and managing risk for employer-sponsored self-funded health plans. This role includes underwriting both new business and renewals ...

Berkley

Stop Loss Underwriter

Trenton, NJ · Remote

$90K - $110K/yr

As a Stop Loss Underwriter, you will seek profitable growth of the company's portfolio of stop loss business by analyzing and selecting risks based on qualified underwriting criteria that adhere to ...

Acrisure

Stop Loss Underwriter

Stevens Point, WI · On-site +1

$60K - $85K/yr

The Stop Loss Underwriter is responsible for evaluating, pricing, and managing risk for employer-sponsored self-funded health plans. This role includes underwriting both new business and renewals ...

Berkley

Senior Stop Loss Underwriter

Indianapolis, IN · Remote

$90K - $120K/yr

As a Sr. Stop Loss Underwriter , we'll trust you to seek profitable growth of the company's portfolio of stop loss business by analyzing and selecting risks based on qualified underwriting criteria ...

Berkley

Senior Stop Loss Underwriter

Indianapolis, IN · On-site

$90K - $120K/yr

As a Sr. Stop Loss Underwriter , we'll trust you to seek profitable growth of the company's portfolio of stop loss business by analyzing and selecting risks based on qualified underwriting criteria ...

Acrisure

Senior Stop Loss Underwriter

Chicago, IL · On-site +1

$90K - $125K/yr

The Senior Stop Loss Underwriter is responsible for evaluating, pricing, and managing risk for employer-sponsored self-funded health plans. This role includes underwriting both new business and ...

Acrisure

Senior Stop Loss Underwriter

Stevens Point, WI · On-site +1

$90K - $125K/yr

The Senior Stop Loss Underwriter is responsible for evaluating, pricing, and managing risk for employer-sponsored self-funded health plans. This role includes underwriting both new business and ...

Acrisure

Senior Stop Loss Underwriter

Las Vegas, NV · On-site +1

$90K - $125K/yr

The Senior Stop Loss Underwriter is responsible for evaluating, pricing, and managing risk for employer-sponsored self-funded health plans. This role includes underwriting both new business and ...

Berkley

Senior Stop Loss Underwriter

Indianapolis, IN · Remote

$90K - $120K/yr

As a Sr. Stop Loss Underwriter , we'll trust you to seek profitable growth of the company's portfolio of stop loss business by analyzing and selecting risks based on qualified underwriting criteria ...

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Director Stop Loss Underwriter information

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$62K

$140K

$206K

How much do director stop loss underwriter jobs pay per year?

As of Aug 21, 2026, the average yearly pay for director stop loss underwriter in the United States is $140,035.00, according to ZipRecruiter salary data. Most workers in this role earn between $100,000.00 and $168,500.00 per year, depending on experience, location, and employer.

What does a director stop loss underwriter do?

A Director Stop Loss Underwriter oversees the underwriting process for stop loss insurance policies, which protect employers or health plans from large claims by covering costs above a certain threshold. This role involves evaluating risks, setting premium rates, and developing strategies to manage large claim exposures. Directors also supervise underwriting teams, ensure compliance with regulations, and work closely with brokers, clients, and actuaries to create customized stop loss solutions. Their expertise helps employers manage healthcare costs and financial risks associated with self-funded health plans.

What are the key skills and qualifications needed to thrive as a director stop loss underwriter?

To thrive as a Director Stop Loss Underwriter, you need in-depth knowledge of medical stop loss insurance, risk assessment, and underwriting principles, typically supported by a bachelor’s degree in finance, business, or a related field. Proficiency with underwriting software, data analytics tools, and familiarity with regulatory compliance systems is essential. Strong leadership, negotiation, and decision-making skills, along with effective communication, set exceptional professionals apart in this role. These skills and qualities are vital for accurately evaluating risk, ensuring profitable portfolios, and leading teams in a complex insurance environment.

What are the main challenges faced by a director stop loss underwriter and how can they be managed effectively?

One of the primary challenges in this role is balancing risk assessment with competitive pricing, as the stop-loss market is highly dynamic and client needs are diverse. Directors must stay updated on emerging trends in healthcare costs, regulatory changes, and claims data analytics to make informed underwriting decisions. Collaborating closely with actuarial, sales, and claims teams is essential to ensure that underwriting strategies align with business goals and market demands. Regular communication and ongoing professional development help manage these challenges and contribute to long-term success.

What is the difference between Director Stop Loss Underwriter vs Underwriting Manager?

AspectDirector Stop Loss UnderwriterUnderwriting Manager
CredentialsTypically requires actuarial or underwriting certifications, bachelor's degree in finance or related fieldSimilar credentials, often with underwriting or actuarial certifications, bachelor's degree required
Work EnvironmentFocuses on risk assessment and pricing for stop loss insurance, often in insurance companies or brokersOversees underwriting teams, manages policies, and ensures compliance within insurance firms
Industry UsageCommonly used in health, life, and property & casualty insurance sectorsWidely used across various insurance lines, including health and property insurance

The main difference is that the Director Stop Loss Underwriter specializes in evaluating and pricing stop loss insurance policies, often leading risk assessment teams. In contrast, the Underwriting Manager oversees broader underwriting operations and team management. Both roles require similar credentials and are integral to insurance companies, but their focus areas and responsibilities differ.

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Director Stop Loss Underwriter jobs near you
Infographic showing various Director Stop Loss Underwriter job openings in the United States as of August 2026, with employment types broken down into 2% As Needed, 83% Full Time, 12% Part Time, 1% Temporary, and 2% Contract. Highlights an 91% Physical, 3% Hybrid, and 6% Remote job distribution, with an average salary of $140,035 per year, or $67.3 per hour.

Stop Loss Underwriter

Employee Benefits Captive

Las Vegas, NV • On-site, Remote

$60K - $85K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 22 days ago

Job description

Job Description

Location: Remote (United States)

About Acrisure  

A global fintech leader, Acrisure empowers millions of ambitious businesses and individuals with the right solutions to grow boldly forward. Bringing cutting-edge technology and top-tier human support together, we connect clients with customized solutions across a range of insurance, reinsurance, payroll, benefits, cybersecurity, mortgage services – and more.   

In the last twelve years, Acrisure has grown in revenue from $38 million to almost $5 billion and employs over 19,000 colleagues in more than 20 countries. Acrisure was built on entrepreneurial spirit. Prioritizing leadership, accountability, and collaboration, we equip our teams to work at the highest levels possible. 

Job Summary:

The Stop Loss Underwriter is responsible for evaluating, pricing, and managing risk for employer-sponsored self-funded health plans. This role includes underwriting both new business and renewals, assessing specific and aggregate exposure, and ensuring profitability while maintaining competitive positioning in the marketplace.

The Stop Loss Underwriter collaborates with sales, clinical, policy, and claims teams to deliver sound underwriting decisions aligned with company guidelines and financial objectives.

Responsibilities:

  • Review employer census data, claims experience, and large claimant reports
  • Evaluate specific and aggregate risk exposure and establish appropriate attachment points, lasers, and aggregate corridors
  • Price stop loss coverage in accordance with underwriting guidelines
  • Analyze emerging large claims and assess recurrence risk
  • Underwrite new employer groups seeking stop loss coverage
  • Analyze renewal performance and determine rate adjustments
  • Balance competitiveness with profitability targets
  • Provide alternative quoting strategies when appropriate
  • Communicate underwriting decisions clearly and professionally with producers
  • Support producers during negotiations
  • Partner with clinical underwriting on high-cost cases
  • Coordinate with policy administration to ensure accurate contract terms
  • Adhere to delegated underwriting authority
  • Ensure compliance with state and federal regulations

Requirements:

  • 2+ years of stop loss underwriting experience (specific & aggregate preferred)
  • Strong knowledge of self-funded health plan structures
  • Experience reviewing large claimant reports and medical diagnoses
  • Proficiency in underwriting models and rating tools

#LI-SS1

#LI-Remote

Pay Details:

The base compensation range for this position is $60,000 - $85,000. This range reflects Acrisure's good faith estimate at the time of this posting. Placement within the range will be based on a variety of factors, including but not limited to skills, experience, qualifications, location, and internal equity.

Candidates should be comfortable with an on-site presence to support collaboration, team leadership, and cross-functional partnership.

Why Join Us:

At Acrisure, we’re building more than a business, we’re building a community where people can grow, thrive, and make an impact. Our benefits are designed to support every dimension of your life, from your health and finances to your family and future.

Making a lasting impact on the communities it serves, Acrisure has pledged more than $22 million through its partnerships with Corewell Health Helen DeVos Children's Hospital in Grand Rapids, Michigan, UPMC Children's Hospital in Pittsburgh, Pennsylvania and Blythedale Children's Hospital in Valhalla, New York.

Employee Benefits

We also offer our employees a comprehensive suite of benefits and perks, including:

  • Physical Wellness: Comprehensive medical insurance, dental insurance, and vision insurance; life and disability insurance; fertility benefits; wellness resources; and paid sick time.

  • Mental Wellness: Generous paid time off and holidays; Employee Assistance Program (EAP); and a complimentary Calm app subscription.

  • Financial Wellness: Immediate vesting in a 401(k) plan; Health Savings Account (HSA) and Flexible Spending Account (FSA) options; commuter benefits; and employee discount programs.

  • Family Care: Paid maternity leave and paid paternity leave (including for adoptive parents); legal plan options; and pet insurance coverage.

  • … and so much more!

This list is not exhaustive of all available benefits. Eligibility and waiting periods may apply to certain offerings. Benefits may vary based on subsidiary entity and geographic location.

Acrisure is an Equal Opportunity Employer. We consider qualified applicants without regard to race, color, religion, sex, national origin, disability, or protected veteran status. Applicants may request reasonable accommodation by contacting leaves@acrisure.com.

Final candidates will be required to complete post-offer verification processes related to the role and in accordance with applicable laws.

California Residents: Learn more about our privacy practices for applicants by visiting the Acrisure California Applicant Privacy Policy.

Recruitment Fraud: Please visit here to learn more about our Recruitment Fraud Notice.

Welcome, your new opportunity awaits you.

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