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Financial Analyst and Underwriter

Job in Chesterbrook, Chester County, Pennsylvania, USA
Listing for: Dickerson Group
Full Time position
Listed on 2026-02-10
Job specializations:
  • Finance & Banking
    Risk Manager/Analyst, Financial Analyst
  • Insurance
    Risk Manager/Analyst, Financial Analyst
Salary/Wage Range or Industry Benchmark: 75000 - 120000 USD Yearly USD 75000.00 120000.00 YEAR
Job Description & How to Apply Below
Position: Financial Analyst and Benefits Underwriter
Location: Chesterbrook

OVERVIEW

Alera Group is looking for a Financial Analyst (Underwriter). We are seeking highly motivated colleagues who bring experience and enthusiasm to our team – joining us may be the perfect fit for you!

Alera Group was founded in 2017 and has grown to become the 14th largest broker of US business. We are passionate about our clients’ success in the areas of Employee Benefits, Property and Casualty Insurance, Retirement Plan Services, and Wealth Services. With a network of offices nationwide, our commitment to collaboration allows us to offer national resources combined with local service.

The Financial Analyst (Benefits Underwriter) is a key member of the client account team, partnering with Consultants and Producers to deliver financial analysis and exceptional client service for health and welfare benefit plans. This role supports a variety of projects and assists clients in managing the financial aspects of their benefits programs, working closely with internal teams, clients, insurance carriers, vendors, and subject matter experts.

RESPONSIBILITIES
  • Prepare, update, and analyze health and welfare benefit plan claims, projections, and financial models
  • Build and maintain benefit plan projection workbooks, including IBNR analysis
  • Prepare and analyze renewal projections
  • Lead and support stop loss RFPs, negotiations, renewal analysis, and implementation
  • Model premium equivalent rates, plan design changes, and risk profiles
  • Deliver benefits benchmarking and plan performance analysis
  • Review carrier and vendor reporting for accuracy and completeness
  • Support benefits-related financial due diligence for prospective clients and M&A activity
  • Prepare client-ready financial summaries and participate in client meetings, as needed
  • Coordinate with insurance carriers, vendors, and actuarial/analytics partners
  • Ensure accurate documentation and compliance with benefits funding and regulatory requirements
  • Protect PHI and follow secure data handling practices
QUALIFICATIONS
  • Professional Life & Health License preferred (or ability to obtain within six months)
  • Experience in employee benefits, insurance, or health & welfare consulting (self‑funded medical and stop‑loss experience strongly preferred)
  • Advanced analytical skills, including financial modeling and advanced Excel usage
  • Ability to clearly communicate complex benefits and financial data
  • Strong critical thinking and problem‑solving skills
  • Bachelor’s degree or equivalent experience
  • Demonstrated ability to work independently and meet deadlines
  • Strong written and verbal communication skills
  • Ability to build and maintain strong client relationships
  • Willingness to travel for client service
  • Ability to work extended hours during peak periods
ADDITIONAL INFORMATION

This job requires presence in the office on a hybrid schedule as agreed with the manager.

Alera Group offers comprehensive benefits to our colleagues, including medical, dental, life and disability insurance, 401k, generous paid time off and much more.

Salary range is $75K to 120K per year.

We're an equal opportunity employer. All applicants will be considered for employment without attention to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status, or any other protected class.

Alera Group is committed to protecting your privacy. Please review our Privacy Policy to understand what personal information we may collect and use as part of your application process.

Location Type

Hybrid

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