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Senior Stop Loss Underwriter

September 26, 2026

Company Details 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. The Company is an equal employment opportunity employer. Responsibilities 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 that adhere to the company’s established underwriting guidelines. This position will work cross-functionally with clinical, actuarial, claims and distribution to carry through new and renewal business strategies in a professional and thoughtful manner. This Position Can Either Be Fully Remote (if Not Within Commutable Distance To The Office) Or Based In One Of Our Offices <ul><li> Hamilton Square, NJ </li><li> Marlborough, MA </li><li> West Hartford, CT </li><li> Harleysville, PA </li></ul> 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 Can Expect <ul><li> Culture of innovation, teamwork, supportive colleagues and leaders willing to invest in talent </li><li> Internal mobility opportunities </li><li> Visibility to senior leaders and partnership with cross functional teams </li><li> Opportunity to impact change </li><li> 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 </li></ul>We'll Count On You To <ul><li> Write and retain profitable stop loss cases adhering to the company’s guidelines and within assigned letter of authority </li><li> Work collaboratively with clinical underwriting staff to ensure adequate risk premium is established based on known, ongoing claimants </li><li> Develop and maintain successful relationships with target production sources within assigned programs, as well as with BAH Sales and Account Management </li><li> Accurately document underwriting thought process and authority reviews through company journal and filing system </li></ul>Qualifications What you need to have: <ul><li> Bachelor's Degree or equivalent experience </li><li> 5+ years of progressive Stop Loss Underwriting experience or equivalent combination of education and experience </li><li> An understanding of stop loss market dynamics, risk management strategies, and a strong desire to stay ahead of emerging risks in the market </li><li> Confidence and a developed skillset in the areas of math, communication and negotiation </li><li> Proficiency in Microsoft applications including Word, Excel and Outlook </li><li> Establish and maintain positive working relationships with all operational areas, management and staff to further the company’s mission </li></ul>What Makes You Stand Out <ul><li> Experience with David Young System </li><li> Strong consulting and interpersonal skills with an ability to interact with brokers, clients and service vendors. </li><li> Strong time management skills and self-discipline to effectively manage a large case load volume during peak production cycles. </li></ul>Additional Company Details We do not accept any unsolicited resumes from external recruiting agencies or firms. Benefits The company offers a competitive compensation plan and robust benefits package for full time regular employees which for this role include: <ul><li> Base Salary Range: $90,000 - $120,000</li><li> Eligible to participate in annual discretionary bonus.</li><li> Benefits: Health, Dental, Vision, Life, Disability, Wellness, Paid Time Off, 401(k) and Profit-Sharing plans. </li></ul>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 Details Sponsorship not Offered for this Role

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...