Insurance Jobs in Delaware
Insurance jobs in Delaware are concentrated in the financial services, corporate headquarters, and healthcare sectors, with steady demand at every level from entry-level claims representatives to senior underwriters and risk managers. Wilmington anchors the bulk of hiring, with Dover and Newark rounding out the most active markets, and major employers like Highmark Blue Cross Blue Shield of Delaware, Chemours, and W.R. Berkley Corporation maintaining lasting presences in the state. The most in-demand specialties are commercial lines underwriting, claims adjusting, and employee benefits administration. Scan the live roles below and apply to whichever ones fit.
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We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time.
We are seeking a highly motivated Senior Project Manager to support our Stop Loss business and lead critical cross-functional initiatives from planning through implementation. This role will be responsible for driving strategic and operational projects that support a multi-million-dollar portfolio of initiatives impacting underwriting, actuarial, finance, sales, account management, marketing, and product teams. The ideal candidate takes initiative, solves complex problems, and is comfortable making decisions with limited direction. This individual will be expected to quickly learn our systems, understand business processes, and advance existing projects while identifying opportunities for continuous improvement.
This position offers a unique opportunity for someone interested in expanding their career into Product Management, with anticipated growth into product-focused responsibilities within the next 12–18 months.
Key Responsibilities
- Lead and manage strategic and operational projects supporting the Stop Loss business from initiation through completion.
- Partner with stakeholders across underwriting, actuarial, finance, product, sales, account management, marketing, and operations to execute business priorities.
- Drive project plans, milestones, dependencies, risks, and deliverables to ensure successful outcomes.
- Learn and navigate healthcare insurance systems and processes, including projects involving Aetna platforms and workflows.
- Advance existing projects, remove roadblocks, and identify opportunities to improve processes and business results.
- Analyze issues, evaluate options, and make sound recommendations and decisions.
- Communicate project status, risks, and key decisions to leadership and stakeholders.
- Adapt priorities as business needs evolve and support the ebb and flow of initiatives across the Stop Loss organization.
- Contribute to strategic discussions and gradually assume product-oriented responsibilities as business needs evolve.
Required Qualifications
- 7+ years of professional experience in project management, program management, or related business leadership roles.
- Healthcare industry experience required, ideally within health insurance or employee benefits.
- Demonstrated success leading complex, cross-functional projects with multiple stakeholders.
- Strong problem-solving, critical thinking, and decision-making capabilities.
- Ability to take initiative, work independently, and drive progress in ambiguous situations.
- Excellent collaboration, relationship-building, and communication skills.
- Growth mindset with a demonstrated ability to learn new systems, processes, and business functions.
- Interest in growing into Product Management responsibilities over time.
Preferred Qualifications
- Experience in Stop Loss
Education
Bachelor's degree (Required) and specialized training/relevant professional qualification and experience
This role is located either in Hartford or remote in either Eastern or Central time zones. The role does not support sponsorship at this time.
Pay Range
The typical pay range for this role is:
$67,900.00 - $182,549.00
This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls. The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors. This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above. This position also includes an award target in the company’s equity award program.
Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.
Great benefits for great people
We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families.
This full‑time position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial well‑being of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility.
Additional details about available benefits are provided during the application process and on Benefits Moments.
We anticipate the application window for this opening will close on: 08/31/2026
Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.
We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time.
We are seeking a highly motivated Senior Project Manager to support our Stop Loss business and lead critical cross-functional initiatives from planning through implementation. This role will be responsible for driving strategic and operational projects that support a multi-million-dollar portfolio of initiatives impacting underwriting, actuarial, finance, sales, account management, marketing, and product teams. The ideal candidate takes initiative, solves complex problems, and is comfortable making decisions with limited direction. This individual will be expected to quickly learn our systems, understand business processes, and advance existing projects while identifying opportunities for continuous improvement.
This position offers a unique opportunity for someone interested in expanding their career into Product Management, with anticipated growth into product-focused responsibilities within the next 12–18 months.
Key Responsibilities
- Lead and manage strategic and operational projects supporting the Stop Loss business from initiation through completion.
- Partner with stakeholders across underwriting, actuarial, finance, product, sales, account management, marketing, and operations to execute business priorities.
- Drive project plans, milestones, dependencies, risks, and deliverables to ensure successful outcomes.
- Learn and navigate healthcare insurance systems and processes, including projects involving Aetna platforms and workflows.
- Advance existing projects, remove roadblocks, and identify opportunities to improve processes and business results.
- Analyze issues, evaluate options, and make sound recommendations and decisions.
- Communicate project status, risks, and key decisions to leadership and stakeholders.
- Adapt priorities as business needs evolve and support the ebb and flow of initiatives across the Stop Loss organization.
- Contribute to strategic discussions and gradually assume product-oriented responsibilities as business needs evolve.
Required Qualifications
- 7+ years of professional experience in project management, program management, or related business leadership roles.
- Healthcare industry experience required, ideally within health insurance or employee benefits.
- Demonstrated success leading complex, cross-functional projects with multiple stakeholders.
- Strong problem-solving, critical thinking, and decision-making capabilities.
- Ability to take initiative, work independently, and drive progress in ambiguous situations.
- Excellent collaboration, relationship-building, and communication skills.
- Growth mindset with a demonstrated ability to learn new systems, processes, and business functions.
- Interest in growing into Product Management responsibilities over time.
Preferred Qualifications
- Experience in Stop Loss
Education
Bachelor's degree (Required) and specialized training/relevant professional qualification and experience
This role is located either in Hartford or remote in either Eastern or Central time zones. The role does not support sponsorship at this time.
Pay Range
The typical pay range for this role is:
$67,900.00 - $182,549.00
This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls. The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors. This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above. This position also includes an award target in the company’s equity award program.
Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.
Great benefits for great people
We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families.
This full‑time position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial well‑being of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility.
Additional details about available benefits are provided during the application process and on Benefits Moments.
We anticipate the application window for this opening will close on: 08/31/2026
Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.
See All 26 Insurance Jobs in Delaware
Find roles in Delaware that match your experience and apply in just a few clicks.
Find Insurance JobsInsurance Jobs by City in Delaware
Where Delaware roles are concentrated, by current openings.
Insurance Job Market in Delaware
A snapshot from current Delaware openings, updated as new roles post.
Who's Hiring
Top Industries Hiring
- Fintech
- Banking & Financial Services
- Healthcare & Medical Services
- Investment & Asset Management
What Delaware Employers Look For
The qualifications that appear most often in insurance jobs across Delaware.
- Active Delaware insurance producer license or license recognized through reciprocity
- Property and casualty or life and health lines of authority appropriate to the role
- Experience with insurance industry software such as Applied Epic or Guidewire
- Strong knowledge of commercial or personal lines policy interpretation and coverage
- Bachelor degree in business, finance, risk management, or a related field preferred
- Excellent written and verbal communication skills for client and carrier interactions
Insurance Jobs in Delaware: Frequently Asked Questions
How do you become a insurance in Delaware?
To work as a licensed insurance professional in Delaware, you must obtain a producer license through the Delaware Department of Insurance. The process requires completing a pre-licensing education course for your chosen lines of authority, passing the Delaware state licensing exam administered by Prometric, and submitting your application through the National Insurance Producer Registry. For most producer and underwriting roles, employers also expect a bachelor degree in business, finance, or risk management.
Which companies hire insurances in Delaware?
Employers hiring insurances in Delaware right now include State Farm, EXL Service, and Kemper, based on current listings on Migrate Mate as of July 2026. Delaware's concentration of corporate headquarters and financial services firms in and around Wilmington means a wide range of carriers, third-party administrators, and captive insurance operations maintain active hiring pipelines in the state year-round.
Which Delaware cities have the most insurance jobs?
The Delaware cities with the most insurance openings are Wilmington, Dover, and Delaware. Wilmington leads because it serves as Delaware's corporate and financial hub, hosting carrier regional offices and Fortune 500 company risk and benefits teams, while Dover's role as the state capital brings in public sector and regulatory-adjacent insurance roles, and Newark benefits from proximity to the University of Delaware and its business community.
Are there remote insurance jobs in Delaware?
Yes, and more than many fields. About 60% of insurance openings tied to Delaware are remote or hybrid as of July 2026, reflecting how much of the work involves policy analysis, underwriting review, and claims processing that can be handled digitally. Roles most likely to be fully remote include commercial lines underwriting, employee benefits account management, and insurance operations or compliance positions.
How can I get hired as a insurance in Delaware with little or no experience?
The most realistic entry path is applying for a customer service representative or claims assistant role at one of Wilmington's regional carrier offices or third-party administrators, where on-the-job training is standard. Highmark Blue Cross Blue Shield of Delaware and W.R. Berkley Corporation both hire entry-level associates and train them toward licensed producer status. Completing a pre-licensing course and passing the Delaware state exam before applying gives candidates a meaningful edge, even without prior insurance experience.
Where can I find and apply to insurance jobs in Delaware?
You can find and apply to insurance jobs in Delaware on Migrate Mate, which lists current Delaware openings across carriers, brokerages, and corporate insurance departments. Search the roles available, identify the ones that match your license type and experience level, and apply directly to the positions that fit your background.
See All 26 Insurance Jobs in Delaware
Find roles in Delaware that match your experience and apply in just a few clicks.
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