Stop Loss Underwriter (VP) - Insurance - Chicago - Hybrid
$180k - $280kDaley And Associates, LLC
Vice President of Stop Loss Underwriting - Insurance - Chicago - Hybrid A leading organization in the insurance and risk solutions space is seeking a Vice President of Stop Loss Underwriting to lead underwriting strategy, profitability, and operational excellence for a growing large claims solutions business. This executive leadership role will oversee underwriting operations, pricing strategy, product innovation, and team development while partnering cross-functionally with actuarial, sales, claims, and senior leadership teams. Responsibilities: Lead underwriting strategy aligned with profitability, growth, and risk management objectives Oversee stop loss underwriting, pricing, and risk assessment across complex medical risk programs Partner with sales and distribution teams to support business development initiatives Collaborate with actuarial and product teams on new product design and pricing structure Drive process improvements, underwriting optimization, and technology enhancements Build and mentor a high-performing underwriting team Ensure compliance with regulatory standards and internal underwriting guidelines Deliver reporting, analytics, and strategic insights to executive leadership Qualifications: Bachelor's degree required, industry designations preferred 10+ years of medical stop loss underwriting experience, including leadership responsibility Deep expertise in underwriting strategy, pricing methodologies, and risk evaluation This is a high-impact leadership opportunity for an experienced underwriting executive seeking to shape strategy, drive innovation, and lead a growing stop loss underwriting platform. The expected salary range for this position is between $180K-$280K, depending on experience. Qualified candidates, contact Erin at View email address on click.appcast.io for more details.
#LI-ES1
- LI-Hybrid
- J-18808-Ljbffr Daley And Associates, LLC
$99k - $186k
...of this role is to underwrite new business and... ...Accident & Health insurance class. This involves... ..., GA; Boston, MA; Chicago, Il; Marblehead,... ...Arrangement: This role is hybrid, where you will be... ...adherence to loss ratio goals and... ...relevant experience in Stop Loss...SuggestedFull timePart timeWork experience placementWork at officeRemote workWork from home2 days per week3 days per week- Back Executive Underwriter - Large Accounts - Hybrid #4571 Multiple Locations Apply X Facebook... ...pursue new commercial insurance solutions including guaranteed... ...of casualty coverage and loss sensitive deal structures... ...Alternate Location(s) Chicago, Illinois, United States...SuggestedLocal area
$107.98k - $169.33k
...Stop Loss Group Underwriter Consultant, Senior Location: This role requires associates to be in... ...Please note that per our policy on hybrid/virtual work, candidates not within a... ...responsible for determining acceptability of insurance risks and appropriate premium rates...SuggestedTemporary workWork experience placementWork at officeLocal area2 days per week1 day per week$80k - $132k
...The purpose of this role is to underwrite new business and renewals... ...profitable growth within the insurance class. Additionally, the role... ...Location: Atlanta, GA; Boston, MA; Chicago, Il; Marblehead, MA; Plano,... ...Arrangement: This role is hybrid, where you will be expected...SuggestedFull timePart timeWork experience placementWork at officeRemote workWork from home2 days per week3 days per week$80k - $132k
...Underwriting Role The purpose of this role is to underwrite new business... ...profitable growth within the insurance class. Additionally, the role... ...: Atlanta, GA; Boston, MA; Chicago, IL; Marblehead, MA; Plano,... ...Work Arrangement: This role is hybrid, where you will be expected...SuggestedFull timePart timeWork experience placementWork at officeRemote workWork from home2 days per week3 days per week- A leading insurance provider is looking for an experienced Underwriter to work in its Chicago office or remotely. The role involves managing a complex portfolio of Errors &... ...to service excellence. The company offers a hybrid work environment and competitive benefits including...Work at officeRemote work
$85k - $110k
A financial technology company is looking for a Credit Underwriter in Chicago to assess and manage credit risk within their financial products. This hybrid role requires strong problem-solving skills and at least 3 years of experience in credit underwriting. Responsibilities...- ...Vice President, Stop Loss Underwriting About the Company Expanding healthcare insurance company Industry Insurance Type Privately Held About the Role... ...therapy programs, and large claim solutions. The VP will also be tasked with developing and enhancing...
$145k - $185k
...Overview This is a hybrid role with the expectation that time working will regularly... ...Position Overview The Vice President, Underwriting Portfolio Manager is responsible for both... ...requirements and market conditions. The VP will lead analysis, reporting, and asset...Work at office$156k - $234k
A leading insurance provider located in Chicago is seeking an experienced International Property Underwriter to manage accounts and underwrite exposures. The role demands strong negotiation... ...property risks. This position offers a hybrid work model, requiring presence in the...Work at office3 days per week- ...Description Our Financial Lines Underwriting Team is seeking a highly... ...on our Commercial D&O team in Chicago to focus on growing our... ...business by reviewing and analyzing insured's (or prospective insured's) applications, financials, loss history, and all other pertinent...Local area
$175k - $220k
...Job Description A leading national insurance organization is seeking a Contract Surety Underwriting Manager for its office in Chicago, IL This role offers a flexible hybrid schedule and requires travel within the assigned regional territory. The ideal candidate...Contract workWork at officeFlexible hours$156k - $234k
...join our Commercial Property underwriting team in Chicago, Illinois? If you are... ...Chicago Commercial Property insurance market and a successful track... ...man-made risk management and loss prevention Negotiating... ...IL office. Swiss Re has a hybrid work model where the expectation...Temporary workWork at officeLocal areaWorldwideFlexible hours3 days per week$152k - $201k
Intact Insurance Specialty Solutions is hiring an Underwriting Consultant to join their Ocean Cargo team. This role involves underwriting complex accounts... ...off, and retirement contributions. Location: Chicago, IL, with hybrid/remote work options. #J-18808-Ljbffr Intact...Remote job$109k - $164k
QBE Insurance Group is hiring a Senior Underwriter in Chicago, IL, responsible for generating new business and ensuring profitability within the Private NFP D&O... ...mentoring junior staff. This full-time position offers a hybrid work arrangement, with a salary range from $109,000...Full time- Intact Insurance Specialty Solutions is looking for an Underwriter for its Trade Credit team in Chicago, Illinois, on a hybrid schedule. The candidate will evaluate new and renewal business, manage a profitable book of business, and develop relationships with producers....
$60k - $125k
A leading insurance firm is seeking a Market Facing Underwriter/Underwriting Specialist for their Accident & Health Division in Chicago. This hybrid role requires strong communication skills, knowledge of the insurance industry, and technical support for program development...$68k - $123.6k
A leading insurance company is seeking a Senior Underwriter in Chicago, IL, offering a hybrid or remote work schedule. The ideal candidate will have over 3 years of P&C Middle Market Carrier Underwriting experience and possess strong analytical and communication skills....Remote job$78.4k - $117.6k
The Hartford is seeking an Underwriter for the Cyber Risk unit in Chicago. You will underwrite and pursue new business... ...a customer-first approach. This hybrid position requires working in the... ...degree and 2+ years in Cyber Risk insurance underwriting, with strong analytical...Work at office3 days per week- Location: Chicago, IL | 105K - 120K Base + Bonus + Benefits Package We are currently recruiting for an Underwriter A&E (+ real estate developers & contractors) in Chicago, IL (Downtown). This role is hybrid in-office 2 days and 3 days remote. The Underwriter will place...For contractorsWork at officeRemote work
- ...offer an excellent opportunity for an Underwriter in our Chicago Branch Office. The successful candidate will review general aviation insurance proposals to evaluate, classify and rate... ...related risks, and evaluate possibility of losses due to catastrophe. Communicate with...Work at officeNight shift
$75k - $130k
W. R. Berkley Corporation is seeking a Personal Lines Underwriter based in Chicago, IL. In this role, you will evaluate and underwrite new business... ...strong communication skills. This position offers a hybrid work schedule and a competitive salary range between $75,0...$85k - $100k
Honeycomb Insurance is seeking an Underwriter to join our Chicago office, where you will quote and manage commercial insurance business while ensuring compliance... ...range of $85,000 - $100,000, stock options, and a hybrid work model with benefits like medical coverage and...Work at officeFlexible hours$165k - $200k
A leading litigation firm in Chicago is seeking an experienced attorney for a hybrid role in insurance coverage litigation. Candidates should have at least 3+ years of experience at a recognized law firm, with strong writing and analytical skills. This position offers exceptional...- ...responsible for developing, marketing, and underwriting US Casualty Treaty business. While... ...management issues with executives at primary insurance client companies Collaborate with... ...sponsorship now or in the future. Hybrid Work Policy: SCOR is committed to an "in...Contract workTemporary workWork at officeRemote workWorldwideRelocation package2 days per week3 days per week
$65k - $85k
Overview Associate Underwriter - P&C Insurance at Upland Capital Group Inc., Chicago, IL. Upland Capital Group, Inc. is an AM Best rated “A-” VIII specialty property... ...risk information as it relates to exposures, loss experience, terms, conditions and pricing Assist...Work at officeRemote work$60k - $75k
H.W. Kaufman Group in Chicago is seeking an Associate Underwriter to manage a book of business and evaluate risks to prepare quotes. Ideal candidates will... ...support experience. This role offers flexible and hybrid work options as well as a competitive salary ranging from...Flexible hours$45.9k - $102.1k
Health Care Service Corporation is looking for a Senior Underwriter to join its Underwriting team in Chicago. The chosen candidate will be responsible for... ...and an understanding of pharmacy benefit design. This hybrid role requires being in the office three days a week....Work at office3 days per week- A leading staffing firm is looking for an Underwriter A&E in Chicago, IL. This hybrid role offers a competitive salary between 105K - 120K, plus bonuses and benefits. Responsibilities include underwriting accounts, maintaining broker relationships, and collaborative product...
- A multinational financial services organization seeks a Vice President, Credit Underwriter in Chicago or Irving. Responsibilities include underwriting and managing credit exposure, leading financial analysis, and overseeing portfolio risk. Candidates should have 3-5 years...Full time
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