CrawlJobs Logo

Senior Stop Loss Underwriter

daleyaa.com Logo

Daley and Associates

Location Icon

Location:
United States , Hartford, Connecticut

Category Icon
Category:

Job Type Icon

Contract Type:
Not provided

Salary Icon

Salary:

100000.00 - 130000.00 USD / Year

Job Description:

Our Client, a well-respected specialty managing general underwriter focused on Stop Loss Insurance is looking for a dedicated and detail-oriented Stop Loss Underwriter to be an integral part of their team and continued success and growth.

Requirements:

  • Bachelor’s or Associates Degree or Equivalent Relevant Work Experience
  • 5+ years of recent experience specifically with Medical Stop Loss Underwriting
  • Advanced Risk Management and Math Skills
  • Strong Knowledge of Medical Underwriting Practices and Principles
  • Strong Customer Service Skills
  • Excellent Communication and Interpersonal skills
What we offer:
  • Competitive Compensation
  • Outstanding Benefits – Employer Paid Health Insurance, 401K with a match
  • Excellent Work Life Balance, Flexible Hybrid Schedule
  • Great Work Culture
  • Strong Room for Career Growth and Advancement
  • Top Notch Leadership Team

Additional Information:

Job Posted:
February 17, 2026

Employment Type:
Fulltime
Work Type:
Hybrid work
Job Link Share:

Looking for more opportunities? Search for other job offers that match your skills and interests.

Briefcase Icon

Similar Jobs for Senior Stop Loss Underwriter

Senior Underwriter, Employer Stop Loss

Berkshire Hathaway Specialty Insurance is seeking a Senior Underwriter for our g...
Location
Location
United States , Atlanta, GA; Boston, MA; Indianapolis, IN; Plymouth Meeting, PA
Salary
Salary:
110000.00 - 140000.00 USD / Year
bhspecialty.com Logo
Berkshire Hathaway Specialty Insurance
Expiration Date
Until further notice
Flip Icon
Requirements
Requirements
  • Bachelor’s degree or equivalent experience
  • 7+ years of employer stop loss underwriting experience
  • Extensive employer stop loss product and market knowledge
  • Excellent organizational and time management skills
  • Mentoring and coaching skills
  • Strong creative problem-solving skills
  • Excellent communication skills
  • Demonstrate strong relationships with external partners
  • Expertise in a specialty area such as Reference-based Pricing, Native American plans
  • Professional demeanor and able to work in a collaborative, fast paced, team-oriented environment
Job Responsibility
Job Responsibility
  • Build and manage an Employer Stop-Loss portfolio with an emphasis on new business sales, renewal persistency, and hitting loss ratio targets
  • Work with sales team in a market facing capacity to develop strategic relationships with brokers, TPA’s, and other distribution partners
  • Identify and assess the impact of emerging risk and market conditions
  • Present rates and recommendations to broker and TPA partners with a consultative approach
  • Deliver dependable and timely service while managing daily interactions and pipeline activity
  • Act as a mentor and coach for junior underwriters by providing guidance and developmental feedback
  • Participate in Underwriting projects and division initiatives as needed
  • Recommend and participate in ongoing improvements to support department growth and workflow
  • Some travel involved
What we offer
What we offer
  • Comprehensive Health, Dental and Vision benefits
  • Disability Insurance (both short-term and long-term)
  • Life Insurance (for you and your family)
  • Accidental Death & Dismemberment Insurance (for you and your family)
  • Flexible Spending Accounts
  • Health Reimbursement Account
  • Employee Assistance Program
  • Retirement Savings 401(k) Plan with Company Match
  • Generous holiday and Paid Time Off
  • Tuition Reimbursement
  • Fulltime
Read More
Arrow Right

Senior Manager - Stop Loss Product

We’re building a world of health around every individual — shaping a more connec...
Location
Location
United States , Hartford
Salary
Salary:
75400.00 - 182549.00 USD / Year
https://www.cvshealth.com/ Logo
CVS Health
Expiration Date
April 30, 2026
Flip Icon
Requirements
Requirements
  • Bachelor's degree along with 7-10 years of work experience in product management and/or product development
  • Must have prior Stop loss or health insurance experience
  • Proven track record collaborating cross-functionally (actuarial, underwriting, sales, legal, operations, and technology teams)
  • Expert level skill set in defining product strategy, developing, and implementing business plans, using a data-driven approach
Job Responsibility
Job Responsibility
  • Create a Stop Loss product strategy outlining key objectives, prioritized initiatives, feature roadmap and performance metrics
  • Guides product performance, assesses monitors market trends, and makes data-driven decisions regarding product enhancements, updates, or retirement to optimize the product portfolio
  • Identifies unique value propositions, defines product positioning, and ensures effective communication of product features and benefits to customers and the market
  • Assess competitive positioning of current Stop Loss products and recommend options to improve differentiation and impact
  • Enhance Stop Loss products, and associated processes and systems, as needed, to improve customer and member experience and ensure competitive position of Stop Loss product suite
  • Monitor customer, member and broker/consultant feedback, regulatory changes, and competitive intelligence on a regular basis, and consider impacts to product strategy
  • Creates and reimagines marketing collateral that highlight the value proposition of Aetna Stop Loss
  • Building materials (including slide decks) that articulate product strategy for training, and guidance for brokers and internal Sales teams
  • Managing the product lifecycle: from ideation and launch through ongoing improvement and sunset decisions
  • Working with cross-functional partners like Sales, Product Evaluation and Delivery, and Finance, develop business case(s) for product enhancements
What we offer
What we offer
  • Affordable medical plan options, a 401(k) plan (including matching company contributions), and an employee stock purchase plan
  • No-cost programs for all colleagues including wellness screenings, tobacco cessation and weight management programs, confidential counseling and financial coaching
  • Benefit solutions that address the different needs and preferences of our colleagues including paid time off, flexible work schedules, family leave, dependent care resources, colleague assistance programs, tuition assistance, retiree medical access and many other benefits depending on eligibility
  • Fulltime
Read More
Arrow Right

Senior Principal, Risk & Captive Management

As Senior Principal Risk & Captive Management, you will set the vision, strategy...
Location
Location
United States
Salary
Salary:
188000.00 - 235000.00 USD / Year
airbnb.com Logo
Airbnb
Expiration Date
Until further notice
Flip Icon
Requirements
Requirements
  • 12+ years of global insurance leadership, including oversight of large-scale corporate and captive operations
  • Bachelor’s degree in Insurance, Finance, Accounting, Actuarial Science, or related field required
  • MBA or advanced degree strongly preferred
  • Fully licensed actuary (FSA, FCAS, or equivalent) in good standing
  • Proven success designing, launching, and managing complex risk and coverage programs, ideally within platform or marketplace environments
  • Deep expertise in product development, underwriting, negotiation, claims resolution, and partnership management
  • Demonstrated ability to build and scale captive entities and risk financing initiatives
  • Exceptional leadership and talent development skills
  • Strategic, innovative, and consultative problem solver
  • Advanced financial planning, strategic thinking, and cross-functional collaboration abilities
Job Responsibility
Job Responsibility
  • Lead Global Insurance Portfolio: Own and manage Airbnb’s insurance products, ensuring strategic oversight of all protection programs
  • Drive Product Innovation: Direct the development, launch, and continuous improvement of new insurance offerings and captive solutions for emerging risks and opportunities
  • Strategic Leadership: Guide enterprise-wide insurance strategy through data-driven analysis, competitive benchmarking, and insights into industry trends
  • Join Relationship Management: Structure, negotiate, and nurture strategic relationships with insurers, reinsurers, brokers, TPAs, claims administrators, regulators, and partners for industry-leading coverage
  • Captive Operations Oversight: Oversee captive insurance activities, including underwriting, pricing, partner management, and policy development
  • Risk Financing Strategies: Evaluate and implement strategies such as self-funding, stop-loss, and property & casualty placements to optimize Airbnb’s risk and cost profile
  • Performance Analysis: Assess key metrics, market trends, and competitor actions to continually refine insurance offerings
  • Risk Management for Growth: Guide risk strategies for acquisitions, divestitures, and expansion into new products and markets
  • Go-To-Market Leadership: Lead commercial execution, regulatory registration, and compliance for insurance products
  • Cross-Functional Partnership: Work with senior leaders to design custom insurance programs that align with platform initiatives
What we offer
What we offer
  • bonus
  • equity
  • benefits
  • Employee Travel Credits
  • Fulltime
Read More
Arrow Right
New

Finance Business Partner

Support the Finance function within an award-winning Estate & Letting Agency bus...
Location
Location
United Kingdom , London
Salary
Salary:
45000.00 - 55000.00 GBP / Year
jobs.360resourcing.co.uk Logo
360 Resourcing Solutions
Expiration Date
Until further notice
Flip Icon
Requirements
Requirements
  • ACA, ACCA or CIMA qualified or equivalent
  • Ability to work with multiple departments and stakeholders while providing direct value add into day to day and monthly processing
  • A self-starter with the ability to identify risks and drive continuous improvement
  • Ability to support decision-making with sound financial analysis
  • Proven experience in a similar business partnering role
Job Responsibility
Job Responsibility
  • Manage and support the regional Finance Business Partnering function
  • Challenge and support Regional CEO and Senior Management Teams
  • Regionally specific finance operations - Month end delivery with ownership across P&L, Balance sheet and Cash flow Analysis
  • Ensure that all routine management information is produced in a timely manner with desired integrity
  • Preparing Forecasts and comprehensive Budget detail across specific sites
  • Review of weekly KPI/stats reporting
  • Internal / External audit support (Balance sheet recs / Income Rec / monthly schedules)
  • Involvement in Adhoc Project work and tasks that could be Group or Regionally related
  • Perform any other duties which from time to time may be required to ensure the smooth running of the group
What we offer
What we offer
  • Smart spending app gives discounts at over 900 retailers
  • Wellbeing centre with resources to help get active, eat healthier, improve financial wellbeing, and master mental health
  • Employee Assistance Programme offers free counselling support sessions
  • Smart Tech Scheme for gadgets and appliances
  • Cycle2Work Scheme
  • Enhanced Family Friendly Leave for maternity, paternity, adoption, and IVF
  • Competitive base pay that aligns with market value
  • Incentivised commission and performance bonuses for most roles
  • Pension
  • Funding for professional qualifications
Read More
Arrow Right
New

Public Staff Tax Accountant

We are looking for an experienced Public Staff Tax Accountant for a long-term co...
Location
Location
United States , Fort Mill
Salary
Salary:
Not provided
https://www.roberthalf.com Logo
Robert Half
Expiration Date
Until further notice
Flip Icon
Requirements
Requirements
  • Proven experience in tax preparation for individual and corporate clients
  • Advanced knowledge of Drake tax software and its functionalities
  • Strong understanding of federal and state tax regulations, including consolidated and complex returns
  • Ability to analyze and resolve discrepancies in tax filings efficiently
  • Excellent organizational and time management skills to meet deadlines
  • Strong communication skills to collaborate with clients and team members
  • Attention to detail and commitment to accuracy in all tax-related tasks
  • Bachelor's degree in Accounting, Finance, or a related field is preferred
Job Responsibility
Job Responsibility
  • Prepare and file individual and corporate tax returns with accuracy and efficiency
  • Utilize Drake tax software to manage tax calculations and ensure compliance with federal and state regulations
  • Handle complex tax scenarios, including consolidated returns and federal income tax filings
  • Conduct thorough reviews of tax documents to identify and resolve discrepancies
  • Collaborate with clients to gather necessary financial data and address tax-related inquiries
  • Stay updated on changes in tax laws and regulations to ensure compliance
  • Provide expert guidance on tax strategies and planning to optimize client outcomes
  • Assist in preparing detailed reports and documentation for tax audits
  • Ensure timely submission of all tax filings and related documentation
  • Maintain a high level of confidentiality and professionalism when dealing with sensitive financial information
What we offer
What we offer
  • medical
  • vision
  • dental
  • life and disability insurance
  • 401(k) or deferred compensation plan
  • paid time off
  • paid holidays
Read More
Arrow Right
New

Support Worker

Prime Life are on the lookout for passionate and dedicated care professionals to...
Location
Location
United Kingdom , Shepshed
Salary
Salary:
12.96 - 13.32 GBP / Hour
jobs.360resourcing.co.uk Logo
360 Resourcing Solutions
Expiration Date
Until further notice
Flip Icon
Requirements
Requirements
  • Genuine caring nature
  • Desire to make a real difference for residents
  • Patience
  • Understanding
  • Respectful of residents' individual abilities
  • Prior experience as a Support worker or Care Assistant is desirable but not essential
Job Responsibility
Job Responsibility
  • Encouraging residents to achieve the highest possible quality of life
  • Providing companionship whilst giving emotional and practical support
  • Assisting residents to participate in any decisions relating to their daily living arrangements
  • Assisting residents with their with personal care and in undertaking recreational activities
  • Promoting resident independence in the preparation of food and/or at mealtimes
  • Working with other professionals to provide individualised care and development plans
What we offer
What we offer
  • Opportunities to learn and progress with the support of our dedicated Quality Matters team
  • Fully funded DBS
  • Comprehensive Holiday Pay scheme that rewards you for your commitment to care
  • Fantastic Refer a Friend scheme, offering up to £250 per successful candidate
  • Parttime
Read More
Arrow Right
New

Senior Workday Business Systems Analyst

Ready to step into a true Workday ownership role—not just support tickets? We’re...
Location
Location
United States , Overland Park, KS
Salary
Salary:
100000.00 - 125000.00 USD / Year
https://www.roberthalf.com Logo
Robert Half
Expiration Date
Until further notice
Flip Icon
Requirements
Requirements
  • 5+ years of hands‑on Workday experience
  • Deep functional expertise in HCM, Benefits, Talent & Performance
  • Strong Workday reporting & analytics skills
  • Experience owning releases, testing, and change management
  • Confident communicator who partners well with business leaders
  • Ability to operate independently in a lean Workday environment
Job Responsibility
Job Responsibility
  • Own configuration and functional support across Workday HCM modules
  • Build advanced reports, dashboards, discovery boards, and analytics
  • Lead semi‑annual Workday releases (testing, documentation, change communication)
  • Identify and implement process improvements that drive adoption
  • Act as the translator between system changes and real business impact
  • Partner closely with HR leaders on Talent, Performance, Benefits, and compensation cycles
  • Support integrations and ensure data accuracy across the platform
What we offer
What we offer
  • exceptional benefits
  • medical, vision, dental, and life and disability insurance
  • eligible to enroll in our company 401(k) plan
  • Fulltime
Read More
Arrow Right
New

Sr. Accountants to Controllers

We are seeking an experienced Sr. Accountants and Controllers to support a large...
Location
Location
United States , Fort Myers
Salary
Salary:
Not provided
https://www.roberthalf.com Logo
Robert Half
Expiration Date
Until further notice
Flip Icon
Requirements
Requirements
  • Bachelor’s degree in Accounting or Finance
  • 5–10+ years of progressive accounting experience, with a strong focus in property management or real estate accounting
  • Advanced proficiency in Yardi (required)
  • Experience managing accounting for multi-entity or multi-location property portfolios
  • Proven track record of performing accounting clean-up and remediation projects
  • Strong understanding of GAAP, financial reporting, and internal controls
  • Demonstrated experience driving process improvements and system optimization
  • Highly organized with the ability to manage multiple priorities and meet tight deadlines
  • Strong analytical, problem-solving, and communication skills
  • Comfortable working independently in a fully remote, fast-paced environment
Job Responsibility
Job Responsibility
  • Oversee full-cycle accounting for multiple senior living property portfolios, including general ledger, accruals, and financial reporting
  • Perform detailed accounting clean-up activities, including balance sheet reconciliations, correcting historical discrepancies, and resolving out-of-balance conditions
  • Manage and execute month-end and year-end close processes, ensuring accuracy and adherence to deadlines
  • Utilize Yardi to review, maintain, and optimize property-level financial data and reporting structures
  • Identify gaps in current workflows and implement process improvements to enhance efficiency, accuracy, and internal controls
  • Analyze financial statements and provide insights into variances, trends, and operational performance across properties
  • Partner with operations, asset management, and corporate finance teams to ensure alignment on financial reporting and budgeting
  • Support audit requests by preparing schedules, documentation, and responding to auditor inquiries
  • Ensure compliance with GAAP and company accounting policies
  • Assist with standardizing accounting practices across a decentralized portfolio of properties
What we offer
What we offer
  • medical, vision, dental, and life and disability insurance
  • eligible to enroll in our company 401(k) plan
Read More
Arrow Right