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Chicago director of reserving

55 director of reserving jobs found in Chicago

Allstate
07/15/2026  
P&C Actuary Director - Reserving
At Allstate, great things happen when our people work together to protect families and their belongings from life’s uncertainties. And for more than 90 years, our innovative drive has kept us a step ahead of our customers’ evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection.  Job Description Why This Role This is a signature seat within the enterprise P&C actuarial organization — a role designed for a senior reserving leader who wants direct line-of-sight to the top of the house. You will own the estimation of loss and expense reserves across Auto Injury and Business Insurance, and you'll do it with a rare combination of technical depth, executive influence, and enterprise reach. You'll have opportunities to regularly present to senior and executive level leadership up to and including the CEO, along with coordinating...
Allstate Chicago, IL Full Time
Arch
07/02/2026  
Actuarial Director, Reserving (Hybrid)
With a company culture rooted in collaboration, expertise and innovation, we aim to promote progress and inspire our clients, employees, investors and communities to achieve their greatest potential. Our work is the catalyst that helps others achieve their goals. In short, We Enable Possibility℠. Summary: Arch Insurance Company is seeking a motivated actuarial candidate to join a dynamic reserving and loss analytics team. Reserving-related engagements account for the majority of the role, with the remainder dealing with financial reporting, profitability studies, and claim analytics engagements. These engagements would primarily support Commercial Casualty (Auto Liability and General Liability) and Workers Compensation. This position will require application of the latest actuarial approaches to ensure appropriate reserve adequacy and reporting, as well as innovative thinking to help drive newly developed strategic vision and leverage available data, industry information,...
Arch Chicago, IL Full Time
CNA
06/03/2026  
Actuarial Consultant - Reserving (Work Comp/Commercial Auto)
You have a clear vision of where your career can go. And we have the leadership to help you get there.  At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.  As a member of CNA’s Actuarial organization, you will be part of a community that provides deep specialization and discipline as trusted advisors, unlocks data to enable business partners to advance our global market strategy, and drives business solutions through actionable analytics and insights. Consider joining the Actuarial Reserving team at CNA as an Actuarial Consultant. In this role you will assist in developing actuarial reserve strategies for Workers Compensation and Commercial Auto. You will collaborate with business partners and Actuarial leaders. You will also serve as an advisor to Actuarial peers by providing actuarial analyses in support of influencing reserving decisions...
CNA Chicago, IL Full Time
CNA
02/25/2026  
Senior Actuarial Consultant - Reserving (Medical Malpractice)
You have a clear vision of where your career can go. And we have the leadership to help you get there.  At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.  As a member of CNA’s Actuarial organization, you will be part of a community that provides deep specialization and discipline as trusted advisors, unlocks data to enable business partners to advance our global market strategy, and drives business solutions through actionable analytics and insights. Consider an actuarial opportunity on CNA's Healthcare Reserving team. In this position, you will develop and recommend actuarial reserve strategies of a complex nature for CNA’s Healthcare medical malpractice and Surety books of business. You will collaborate with business partners at all levels and Actuarial senior leaders. You will serve as a trusted advisor to provide actuarial analyses and...
CNA Chicago, IL Full Time
BP&C, Shared Services Inc. (American National & Argo Group)
07/22/2026  
Subrogation Specialist
Company Argo Group Argo Group is an underwriter of specialty insurance products in the property and casualty market. Argo offers a full line of products and services designed to meet the unique coverage and claims-handling needs of businesses. The Argo entities are wholly-owned subsidiaries of Clearbrook Group Holdings Inc. Job Description Summary:    We are looking for a highly capable Subrogation Specialist to join our team and work from our Chicago office.  Alternatively, this position can be filled in our Albany, Los Angeles, Omaha or Richmond offices.  We work together in the office five days a week in order to strengthen our culture, build team connections, and drive profitability. The position reports to the SVP, Specialty Claims located in San Antonio and is focused on adjudicating subrogation of auto and workers’ compensation claims using specialized knowledge to evaluate liability in order to pursue, negotiate and resolve subrogation claims.   This is a...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL Full Time
Nationwide
07/21/2026  
Director, Business Development - Surety (Large Commercial)
If you’re passionate about helping people protect what matters most to them at a Fortune 100 company with nearly $70 billion in annual sales, as well as innovating and simplifying processes and operations to provide the best customer value, then Nationwide’s Property and Casualty team could be the place for you! At Nationwide®, “on your side” goes beyond just words. Our customers and partners are at the center of everything we do and we’re looking for associates who are passionate about delivering extraordinary care. Areas of focus for this role: I dentifying expansion opportunities within the territory by partnering with brokers on new business development, producer planning, and target account strategies. Contributing to territory-level business planning by tracking production, visibility, and marketing trends and activities Supporting the negotiation and execution of indemnity, collateral, and other risk-mitigation arrangements on larger or more complex accounts...
Nationwide Chicago, IL Full Time
Sedgwick
07/18/2026  
Chicago Sedgwick is Growing—Join Us at Our Hiring Event!
By joining Sedgwick, you'll be part of something truly meaningful. It’s what our 33,000 colleagues do every day for people around the world who are facing the unexpected. We invite you to grow your career with us, experience our caring culture, and enjoy work-life balance. Here, there’s no limit to what you can achieve. Newsweek Recognizes Sedgwick as America’s Greatest Workplaces National Top Companies Certified as a Great Place to Work® Fortune Best Workplaces in Financial Services & Insurance Chicago Sedgwick is Growing—Join Us at Our Hiring Event! We're Growing—Join Us at Our Hiring Event! – Launch Your Career With Us! Sedgwick is a leading global provider of technology-enabled risk, benefits and integrated business solutions. The company provides a broad range of resources tailored to our clients’ specific needs in casualty, property, marine, benefits, brand protection and other lines. Every day, in every time zone, the most well-known and respected...
Sedgwick Chicago, IL Full Time
Independence Pet Group
07/18/2026  
Director, Data & Analytics
Established in 2021,   Independence Pet Holdings   is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America.   We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.  Reporting to the Chief Data Officer (or equivalent executive leader), this role is accountable for ensuring stability, scalability, and business value realization from the existing enterprise data stack during ongoing platform migrations and transformation initiatives. This leader will focus on:...
Independence Pet Group Chicago, IL Full Time
Pet Partners Pet Insurance
07/18/2026  
Director, Data & Analytics
Established in 2021,   Independence Pet Holdings   is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America.   We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.  Reporting to the Chief Data Officer (or equivalent executive leader), this role is accountable for ensuring stability, scalability, and business value realization from the existing enterprise data stack during ongoing platform migrations and transformation initiatives. This leader will focus on:...
Pet Partners Pet Insurance Chicago, IL Full Time
CNA
07/17/2026  
Underwriting Director (Technology P&C)
You have a clear vision of where your career can go. And we have the leadership to help you get there.  At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.  JOB DESCRIPTION: For over three decades, CNA has been a trusted provider of insurance solutions for technology companies of all sizes—from emerging startups to global enterprises—across software, IT services, hardware, media, and telecommunications. Our Global Technology Practice delivers specialized coverages, including Technology Errors & Omissions (Tech E&O), Cyber Liability, and comprehensive international solutions, complemented by our traditional Property & Casualty capabilities. With deep industry expertise, flexible underwriting capabilities, and a collaborative approach, we design innovative insurance programs tailored to each client’s unique risk profile. CNA...
CNA Chicago, IL Full Time
CNA
07/16/2026  
VP, Regional Underwriting Manager Midwest (Core Middle Market)
You have a clear vision of where your career can go. And we have the leadership to help you get there.  At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.  CNA is looking for a strategic and experienced underwriting leader to lead and grow our Core Middle Market business in the Midwest region. As the Regional Underwriting Manager, you will develop underwriting talent, drive underwriting excellence, strengthening portfolio performance across multiple products, and deliver sustainable, profitable growth across the region. This highly visible leadership role offers the opportunity to shape business strategy, build trusted partnerships, and make a meaningful impact within an organization that values leadership, accountability, and long-term success. JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties...
CNA Chicago, IL Full Time
CNA
07/16/2026  
Multi-Channel Marketing Director
You have a clear vision of where your career can go. And we have the leadership to help you get there.  At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.  The Director of Multichannel Marketing manages the strategy, execution, and optimization of channel marketing strategy, with a focus on email and social media marketing programs. This role is a critical driver of CNA's brand presence and business growth, building scalable, data-informed campaigns that reach our audiences across the full lifecycle. The person will bring deep expertise in B2B marketing automation, social media strategy, and marketing analytics, along with the leadership presence to influence cross-functional stakeholders JOB DESCRIPTION: Essential Duties & Responsibilities Performs a combination of duties in accordance with departmental guidelines: Channel...
CNA Chicago, IL Full Time
Markel
07/16/2026  
Underwriting Support Specialist (Environmental, Central, Retail)
What part will you play? If you’re looking for a place where you can make a meaningful difference, you’ve found it. The work we do at Markel gives people the confidence to move forward and seize opportunities, and you’ll find your fit amongst our global community of optimists and problem-solvers. We’re always pushing each other to go further because we believe that when we realize our potential, we can help others reach theirs. Join us and play your part in something special! The primary purpose of this position is to act as a resource and serve as an integral member of the underwriting team able to overcome obstacles in the workload and meet timelines by fulfilling basic underwriting support responsibilities. This position will handle day-to- day client servicing including managing workflow and reinforcing the ease of doing business with Markel by meeting or exceeding agents/brokers expectations and providing quality service on a consistent basis. Job Responsibilities...
Markel Chicago, IL Full Time
CNA
07/14/2026  
Life & Group Senior Financial Analyst
You have a clear vision of where your career can go. And we have the leadership to help you get there.  At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.  You have a clear vision of where your career can go. And we have the leadership to help you get there. At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential. CNA’s Long Term Care (LTC) business unit is not your typical slow moving insurance company; we have the resources of a large company behind us and operate with a start-up mindset. With a team of over 50 across multiple insurance disciplines of Operations, Claim, Anti-Fraud, Finance, Actuarial and Data Analytics, we move quickly and have clear insight into how we make an impact. With approximately $14b in...
CNA Chicago, IL Full Time
HUB International
07/13/2026  
Management Liability Specialist
Insureon, a division of Specialty Program Group and HUB International, is transforming the insurance industry through innovative distribution strategies, best-in-breed technology, and  an unwavering commitment to serving our customers. We’ve become one of the most prominent companies in the Insurtech revolution by challenging conventional thinking and finding unconventional solutions to the industry’s problems. Our efforts have gotten attention, too – we’ve received awards from: Entrepreneur Magazine (30th best privately owned company in 2016), Inc. Magazine (named one of the fastest-growing companies in 2014 and 2015), Insurance Journal (one of the Top 100 Property & Casualty Agencies in 2014, 2015, 2016, and 2021), Lexus Nexus (Most Innovative Insurtech award in 2017), Crain’s Fast 50 in 2017, Digital.com (named on of the top 10 “Best Small Business Insurance Companies of 2021”), Insurance Business America (recipient of 5-Star Insurance...
HUB International Chicago, IL Full Time
HUB International
07/13/2026  
VP, Professional & Executive Risk, ProEx Claims
ABOUT US     At   HUB International , we are a team of entrepreneurs. We believe in protecting and supporting the aspirations of individuals, families, and businesses. We help our clients evaluate their risks and develop solutions tailored to their needs. We believe in empowering our employees to learn, grow, and make a difference. Our structure enables our teams to   maintain   their own unique, regional culture while   leveraging   support and resources from our corporate centers of excellence.        HUB is   one of the   largest global insurance and employee benefits   broker , providing a boundaryless array of business insurance, employee benefits, risk services, personal insurance, retirement, and private wealth management products and services. With over   $5 billion   in revenue and almost   20,000 employees   in 600 offices throughout North America, HUB has   grown substantially, in   part due to our...
HUB International Chicago, IL Full Time
CNA
07/13/2026  
VP, Analytics
You have a clear vision of where your career can go. And we have the leadership to help you get there.  At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.  This Officer position is responsible for defining and executing the enterprise strategy for Data Science and Actuarial Data Products. The position oversees the development of advanced analytics, machine learning, and AI-driven capabilities that support strategic business objectives while driving innovation across the organization. The Vice President will lead a multidisciplinary team of product managers, product owners, data analysts, and data scientists responsible for the design, development, deployment, and governance of data science solutions, ensuring alignment with enterprise priorities and measurable business outcomes. The role partners closely with business, actuarial, underwriting,...
CNA Chicago, IL Full Time
Huntington
07/10/2026  
Treasury Mgmt Service Specialist II
Description Summary: The Treasury Management Service Specialist II – Corporate & Specialty Banking supports clients within the Corporate & Specialty Banking segment by delivering high‑touch treasury management onboarding, implementation, and advanced service support. This role focuses on sophisticated, complex client relationships across Healthcare, Franchise, Sponsor Finance, Large Corporate, and other specialty industries that require advanced treasury solutions, scalable operating structures, and strong controls. The TM Service Specialist II partners closely with Relationship Managers, Treasury Sales, Operations, Risk, Legal, and Product teams to ensure precise execution, risk alignment, and a high‑touch client experience tailored to enterprise‑level and specialty business models. Key Responsibilities Client Onboarding & Implementation (Corporate / Specialty Focus) Manage end‑to‑end...
Huntington Chicago, IL Full Time
CNA
07/07/2026  
Complex Claims Specialist - Professional Liability (Real Estate)
You have a clear vision of where your career can go. And we have the leadership to help you get there.  At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.  CNA insures a wide variety of business professionals through its Real Estate Errors and Omissions insurance program, including but not limited to real estate agents, brokers, appraisers, commercial agents, leasing agents, mortgage brokers, and property managers. This individual contributor position works under moderate direction, and within defined authority limits, to manage professional services claims with moderate to high complexity and exposure for real estate claims. Responsibilities include investigating and resolving claims according to company protocols, quality and customer service standards. Position requires regular communication with customers and insureds and may be...
CNA Chicago, IL Full Time
CNA
07/02/2026  
AVP, Claims Client Services
You have a clear vision of where your career can go. And we have the leadership to help you get there.  At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.  Officer-level leader responsible for the strategic direction, leadership, and performance of CNA’s Client Services organization, ensuring the delivery of a consistent, differentiated claims experience across enterprise product lines and business segments. Leads a national team of client-facing professionals who serve as trusted advisors to customers, underwriting partners, and distribution partners, driving service excellence, client retention, and profitable growth. Develops and maintains strong executive-level relationships with key distribution partners, brokers, and agencies across the country, serving as a visible ambassador for CNA Claims and a critical contributor to market...
CNA Chicago, IL Full Time

 

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