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Stop Loss Underwriter Jobs (NOW HIRING)

Stop Loss Underwriter

Indianapolis, IN · 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 ...

Stop Loss Underwriter

Indianapolis, IN · Remote

$90K - $110K/yr

Responsibilities 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 ...

Stop Loss Underwriter

Indianapolis, IN · On-site

$90K - $110K/yr

Responsibilities 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 ...

Underwriter, Stop Loss The Medical Stop-Loss Underwriter is a pivotal team member responsible for managing and underwriting a self-created portfolio of medical stop-loss products. This role involves ...

Underwriter, Stop Loss The Medical Stop-Loss Underwriter is a pivotal team member responsible for managing and underwriting a self-created portfolio of medical stop-loss products. This role involves ...

Senior Underwriter, ESL

Maple Grove, MN · On-site

$100K - $119K/yr

We are seeking an Employer Stop Loss Senior Underwriter who will be responsible for risk assessment, analyzing and underwriting new and renewal business for our Employer Stop Loss product. The ...

Senior Underwriter, ESL

Maple Grove, MN · Hybrid

$100K - $119K/yr

We are seeking an Employer Stop Loss Senior Underwriter who will be responsible for risk assessment, analyzing and underwriting new and renewal business for our Employer Stop Loss product. The ...

Underwriter

Itasca, IL

$100K - $135K/hr

The Underwriter is responsible for evaluating and underwriting stop-loss insurance. The role involves analyzing medical risk, pricing policies, and making recommendations based on a thorough ...

Underwriter

Itasca, IL

$100K - $135K/hr

The Underwriter is responsible for evaluating and underwriting stop-loss insurance. The role involves analyzing medical risk, pricing policies, and making recommendations based on a thorough ...

Underwriter

Itasca, IL · On-site +1

The Underwriter is responsible for evaluating and underwriting stop-loss insurance. The role involves analyzing medical risk, pricing policies, and making recommendations based on a thorough ...

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Stop Loss Underwriter information

See salary details

$32.5K

$78.9K

$139.5K

How much do stop loss underwriter jobs pay per year?

As of Jul 26, 2026, the average yearly pay for stop loss underwriter in the United States is $78,878.00, according to ZipRecruiter salary data. Most workers in this role earn between $61,000.00 and $87,000.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive in the Stop Loss Underwriter position, and why are they important?

To excel as a Stop Loss Underwriter, you need a solid understanding of health insurance, risk analysis, and underwriting principles, often backed by a relevant bachelor’s degree and industry experience. Familiarity with underwriting software, data analytics tools, and industry certifications such as LOMA or AHIP is highly valued. Strong analytical thinking, attention to detail, and effective communication skills are crucial to evaluate complex claims and negotiate terms with clients or brokers. These skills ensure the accurate assessment of risk, compliance with regulations, and successful partnership with stakeholders, all of which are vital to mitigating financial loss for insurers.

What are the primary challenges faced by Stop Loss Underwriters in their daily work?

Stop Loss Underwriters regularly face the challenge of evaluating high-value, complex medical claims data and accurately forecasting potential risks for large group health plans. Balancing rigorous risk assessment with competitive pricing requires strong analytical skills and vigilance regarding emerging healthcare trends. Additionally, underwriters must frequently collaborate with sales teams, brokers, and reinsurers to structure deals and resolve client concerns. While the work is both analytical and relationship-driven, those who thrive enjoy problem-solving and making impactful decisions that directly affect business outcomes.

What is a Stop Loss Underwriter job?

A Stop Loss Underwriter assesses and evaluates the risk associated with self-funded health insurance plans by determining the appropriate pricing and coverage for stop-loss insurance. They analyze medical claims data, demographic trends, and financial information to mitigate potential high-cost claims for insurance carriers. Their role involves working closely with brokers, third-party administrators (TPAs), and employers to structure policies that protect businesses from excessive healthcare expenses. Strong analytical skills, industry knowledge, and attention to detail are essential for success in this role.

What is the highest paying underwriting job?

Senior and executive-level underwriting roles, such as Chief Underwriting Officer or Vice President of Underwriting, tend to be the highest paying in the industry. These positions require extensive experience, leadership skills, and often involve overseeing large portfolios or strategic decision-making, resulting in higher compensation compared to entry- or mid-level underwriting jobs.

What does a stop loss underwriter do?

A stop loss underwriter evaluates insurance policies that protect employers from high claims costs by setting coverage terms and premium rates. They analyze risk data, determine appropriate coverage limits, and collaborate with brokers and clients to ensure the policy aligns with risk management strategies. Strong analytical skills and knowledge of health insurance or reinsurance are essential for this role.

How to become a stop loss underwriter?

To become a stop loss underwriter, candidates typically need a bachelor's degree in insurance, finance, or a related field, along with strong analytical and communication skills. Gaining experience in insurance underwriting, understanding healthcare or insurance policies, and obtaining relevant certifications such as the Chartered Property Casualty Underwriter (CPCU) can enhance prospects. Familiarity with underwriting software and risk assessment is also important.

What jobs pay $500,000 a year in the US?

High-level roles such as senior executives, investment bankers, specialized surgeons, and certain top-tier law firm partners can earn $500,000 or more annually. In the insurance industry, a Stop Loss Underwriter with extensive experience and advanced certifications may reach this level, especially in senior or managerial positions. These roles typically require advanced skills, significant experience, and often involve high-pressure environments or specialized expertise.
More about Stop Loss Underwriter jobs
What cities are hiring for Stop Loss Underwriter jobs? Cities with the most Stop Loss Underwriter job openings:
What are the most commonly searched types of Stop Loss Underwriter jobs? The most popular types of Stop Loss Underwriter jobs are:
What states have the most Stop Loss Underwriter jobs? States with the most job openings for Stop Loss Underwriter jobs include:
What job categories do people searching Stop Loss Underwriter jobs look for? The top searched job categories for Stop Loss Underwriter jobs are:
Infographic showing various Stop Loss Underwriter job openings in the United States as of July 2026, with employment types broken down into 75% Full Time, 23% Part Time, 1% Temporary, and 1% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $78,878 per year, or $37.9 per hour.
Stop Loss Underwriter

Stop Loss Underwriter

Berkley

Indianapolis, IN • Remote

$90K - $110K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 15 days ago


Job description

Berkley Accident and Health is a risk management company that designs innovative solutions to address the unique challenges of each client. With our entrepreneurial culture and a strong emphasis on analytics, we can help employers better manage their risk. We offer a broad range of products, including employer stop loss, benefit captives, provider stop loss, HMO reinsurance, and specialty accident. The key to Berkley’s success is our nimble approach to risk – our ability to quickly understand, think through, and devise a plan that addresses each client’s challenges, coupled with the strong backing of a Fortune 500 company. Our parent company, W. R. Berkley Corporation, is one of the largest and best managed property/casualty insurers in the United States.  #LI-AV1 #LI-Remote

The Company is an equal employment opportunity employer.


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 the company’s established underwriting guidelines. You will work closely with more seasoned underwriting staff to develop more advanced underwriting acumen over time. You will be responsible for gaining a more thorough understanding of the Company’s clinical, actuarial, claims and distribution departments, all of which will advance the Underwriter’s experience and judgement levels.

You'll be working under the guidance of the Underwriting Manager. We'll trust you to manage your workload with a sense of urgency around quote deadlines and production targets. You'll partner closely with underwriting management to review more complex cases requiring a higher degree of underwriting authority. 

This position can either be fully remote (if not within commutable distance to the office) or based in one of our offices:

  • Hamilton Square, NJ
  • Marlborough, MA
  • West Hartford, CT
  • Harleysville, PA

Our offices offer a hybrid work schedule with 4 days in the office; and 1 day remote where it makes sense to do so.

What you need to have:

  • Culture of innovation, teamwork, supportive colleagues and leaders willing to invest in talent
  • Internal mobility opportunities 
  • Visibility to senior leaders and partnership with cross functional teams
  • Opportunity to impact change
  • Benefits – competitive compensation, paid time off, comprehensive wellness benefits and programs, employer funded health savings account, profit sharing, 401k, paid parental leave, employee stock purchase plan, tuition assistance and professional continuing education

We'll count on you to:

  • Write and retain profitable stop loss cases adhering to the company’s guidelines and within assigned letter of authority.
  • Establish the basics of medical underwriting by training with and learning from the Company’s internal Clinical Underwriting staff.
  • Properly complete and clearly articulate thought process around risk selection and pricing for efficient reviews with underwriting management and clinical staff.
  • Become acquainted with target production sources as well as BAH Sales and Account Management teams and begin establishing his/her own relationships using effective forms of communication. 
  • Accurately document underwriting thought process and authority reviews through company journal and filing system.

What you need to have:

  • Bachelors’ degree
  • 3+ years of progressive Stop Loss Underwriting experience or equivalent combination of education and experience.
  • A basic understanding of stop loss market dynamics, risk management strategies, and a strong desire to stay ahead of emerging risks in the market.
  • A basic skillset in the areas of math, communication and negotiation, with a strong desire to grow these skillsets under the direction and training of more seasoned staff.
  • Proficiency in Microsoft applications including Word, Excel and Outlook.

What makes you stand out:

  • Experience with David Young System 
  • Strong consulting and interpersonal skills with an ability to interact with brokers, clients and service vendors.
  • Strong time management skills and self-discipline to effectively manage a large case load volume during peak production cycles.

We do not accept any unsolicited resumes from external recruiting agencies or firms.
The company offers a competitive compensation plan and robust benefits package for full time regular employees which for this role include:
Base Salary Range: $90,000 - $110,000
Eligible to participate in annual discretionary bonus.
Benefits: Health, Dental, Vision, Life, Disability, Wellness, Paid Time Off, 401(k) and Profit-Sharing plans.
The actual salary for this position will be determined by a number of factors, including the scope, complexity and location of the role; the skills, education, training, credentials and experience of the candidate; and other conditions of employment.
Sponsorship not Offered for this Role