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leadership development Illinois

184 leadership development jobs found

Guardian
11/10/2026  
Group Benefits Sales Representative, Premier - Chicago, IL
Position Summary : Guardian is seeking a Group Benefits Sales Representative to build and deepen relationships with leading brokers, consultants, and clients while driving profitable new business and retention in the large-market segment. You will bring Guardian's full portfolio of benefits and technology-enabled solutions to market, translate complex client needs into differentiated strategies, and serve as a trusted resource throughout the sales lifecycle. Success requires disciplined territory and pipeline management, strong cross-functional partnership, and a consistent focus on the broker and client experience. This role reports to the Market Leader for the assigned territory.  You are : A consultative, externally focused sales leader who earns credibility with sophisticated brokers, consulting houses, and large employers.  A strategic relationship builder who combines market insight, executive presence, and disciplined follow-through to create...
Guardian Chicago, IL Full Time
BP&C, Shared Services Inc. (American National & Argo Group)
11/07/2026  
HR Business Partner
Company Shared Services Argo and Farm Family are specialty property and casualty insurance brands whose underwriting companies are wholly-owned subsidiaries of Clearbrook Holdings Inc. Argo and Farm Family partner with agents and brokers to provide insurance solutions that enable businesses to manage risks with confidence. Job Description The Human Resources Business Partner (HRBP) works closely with U.S. business leaders and employees to align talent and people practices with business objectives. The HRBP supports organizational success by fostering an engaged, collaborative, and high-performing workforce while providing guidance on talent, organizational, and employee-related matters. This role partners with business leaders, employees, HR Centers of Excellence (Learning & Development, Compensation & Benefits, Talent Acquisition, and Talent Management), and Shared Services to deliver effective HR solutions that support business goals. The HRBP also helps...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL Full Time
Guardian
11/04/2026  
Group Benefits Market Leader, Central Region
Position Summary: Guardian is seeking a Group Benefits Market Leader for our Central Region to develop and execute a profitable growth strategy across the assigned market, with responsibility for new sales, retention, and broker relationships supporting groups of 2 to 2,000 lives and a primary focus on the 100 to 1,999 segments. You will lead, coach, and develop a high-performing sales team while building strong relationships with Guardian’s highest-value and fastest-growing brokers and distribution partners. Working across Underwriting, Client Management, Product, Finance, and other partners, you will use market intelligence, data, analytics, and AI-enabled tools to identify opportunities, improve decisions, and deliver top- and bottom-line results. Success requires disciplined execution, inclusive people leadership, sound judgment, and the ability to strengthen Guardian’s presence and value in the market.   You are: A strategic, hands-on sales leader who translates...
Guardian Chicago, IL Full Time
GEICO
11/03/2026  
Manager, Engineering Operations – Technical Support
Why Join GEICO? At GEICO, we offer a rewarding career where your ambitions are met with endless possibilities.   Every day we honor our iconic brand by offering quality coverage to millions of customers and being there when they need us most. We thrive on relentless innovation to exceed our customers' expectations while making a real impact on local communities nationwide.   Founded in 1936, GEICO is a member of the Berkshire Hathaway family of companies and one of the largest auto insurers in the United States. When you join our company, we want you to feel valued, supported, and proud to work here. That's why we offer the GEICO Pledge: Great Company, Great Culture, Great Rewards, and Great Careers. *HYBRID- Onsite 3 Days per week (Chicago)* Downtown Chicago- Merchandise Mart Building Manager, Engineering Operations – Technical Support GEICO is seeking a Manager, Engineering Operations to lead the Technical Support team...
GEICO Chicago, IL Full Time
BP&C, Shared Services Inc. (American National & Argo Group)
10/27/2026  
Learning & Development Specialist
Company Shared Services Argo and Farm Family are specialty property and casualty insurance brands whose underwriting companies are wholly-owned subsidiaries of Clearbrook Holdings Inc. Argo and Farm Family partner with agents and brokers to provide insurance solutions that enable businesses to manage risks with confidence. Job Description The Learning and Development Specialist will implement and support enterprise-wide learning and development (L&D) programs with a key focus on cohesive and integrated learning processes for a high-performance and inclusive culture. Collaborate with business leaders, HR business partners, subject matter experts and colleagues to identify needs and skills gaps, explore options, design planning and execute effective learning solutions to support the business to achieve strategic goals. This position will manage large-scale projects and deliver engaging, creative, and impactful virtual, in-person, and blended programs to improve...
BP&C, Shared Services Inc. (American National & Argo Group) Chicago, IL Full Time
EPIC Insurance Brokers & Consultants
10/26/2026  
Private Client Insurance Relationship Manager
LOCATION: Hybrid or remote, based in Chicago, IL Come join our team! There are many reasons why EPIC Insurance Brokers & Consultants has become one of the fastest-growing firms in the insurance industry. Fueled and driven by capable, committed people who share common beliefs and values and “bring it” every day, EPIC is always looking for people who have “the right stuff” – people who know what they want and aren’t afraid to make it happen. Headquartered in New York City and founded in 2007, our company has over 4,000 employees nationwide. With locations spread out across the U.S., our local market knowledge and industry expertise helps support our clients' regional and global needs. We have grown very quickly since our founding, and we continue to see growth and success thanks to our hard-working and growth-minded employees.  Our core values are: Owner mindset, Inspire trust, Think big, and Drive results. If these values and growth align with what you're...
EPIC Insurance Brokers & Consultants Chicago, IL
Guardian
10/15/2026  
Sales Analyst, Premier Market
Do you enjoy managing complex sales processes, collaborating across teams, and ensuring clients receive accurate and competitive benefit solutions? Guardian is seeking a Sales Analyst, Premier Markets to serve as a dedicated field resource supporting Sales Representatives and Client Management teams within our Group Benefits business. In this role, you will be responsible for managing RFPs, coordinating quote delivery, facilitating new business submissions, and partnering with internal stakeholders to help drive profitable growth. You will leverage strong analytical, organizational, and relationship-building skills to support sales success while delivering an exceptional customer experience. You Are A detail-oriented and process-driven professional who thrives in a fast-paced sales environment. You excel at managing multiple priorities,...
Guardian Chicago, IL Full Time
RLI
09/28/2026  
Senior Talent Development Specialist
About Us  We’re not like other insurance companies. From our specialty products to our business model, our culture to our results — we’re different. Different is who we are, and how we work, interact, deliver and succeed together. Creating a different and better insurance experience doesn’t just happen. It takes focus and a shared passion for going beyond the expected to forge relationships and deliver care that makes a difference. This approach rises from and is supported by our talented, ethical and smart team of employee owners united around a single purpose: to work alongside our customers and partners when they need us, in unexpected ways, with exceptional results. Apply today to make a difference with us.  RLI is a Glassdoor Best Places to Work company with a strong, successful background. For decades, our financial track record has been stellar — a testament to our culture and validation of our reputation as an excellent underwriting company....
RLI Peoria, IL Full Time
CNA
09/18/2026  
Talent Development Senior Consultant
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 Talent Development Senior Consultant partners with Talent Development leaders, HR business partners, and business stakeholders to design and deliver modern talent and learning solutions that build capability, support strategic priorities, and improve business outcomes. Successful candidates will bring learning design expertise, business acumen, project leadership, and a curiosity for emerging technologies, including AI, to create engaging learning experiences that grow the capacity and capability of talent. JOB DESCRIPTION: Essential Duties and Responsibilities Collaborates with Talent Development leaders and HR business partners to design and curate creative learning programs...
CNA Chicago, IL Full Time
EPIC Insurance Brokers & Consultants
08/28/2026  
Commercial Insurance Broker / Account Executive - Law Firms
Come join our team! There are many reasons why EPIC Insurance Brokers & Consultants has become one of the fastest-growing firms in the insurance industry. Fueled and driven by capable, committed people who share common beliefs and values and “bring it” every day, EPIC is always looking for people who have “the right stuff” – people who know what they want and aren’t afraid to make it happen. Headquartered in New York City and founded in 2007, our company has over 4,000 employees nationwide. With locations spread out across the U.S., our local market knowledge and industry expertise helps support our clients' regional and global needs. We have grown very quickly since our founding, and we continue to see growth and success thanks to our hard-working and growth-minded employees.  Our core values are: Owner mindset, Inspire trust, Think big, and Drive results. If these values and growth align with what you're looking for in your next career? Then consider joining our...
EPIC Insurance Brokers & Consultants Chicago, IL
Guardian
08/22/2026  
Sales Analyst, Premier Market
Do you enjoy managing complex sales processes, collaborating across teams, and ensuring clients receive accurate and competitive benefit solutions? Guardian is seeking a Sales Analyst, Premier Markets to serve as a dedicated field resource supporting Sales Representatives and Client Management teams within our Group Benefits business. In this role, you will be responsible for managing RFPs, coordinating quote delivery, facilitating new business submissions, and partnering with internal stakeholders to help drive profitable growth. You will leverage strong analytical, organizational, and relationship-building skills to support sales success while delivering an exceptional customer experience. You Are A detail-oriented and process-driven professional who thrives in a fast-paced sales environment. You excel at managing multiple priorities, collaborating across teams, and ensuring deliverables are completed accurately and on time. You balance customer needs with...
Guardian Chicago, IL Full Time
WTW
11/14/2026  
Senior Director, Senior Cyber Broker - NA FINEX
The Role As a Senior Cyber Broker within Willis’ FINEX practice, you will serve as a trusted advisor to clients and be the primary liaison between clients and insurance markets. You will be responsible for designing, marketing, and placing complex cyber insurance programs while delivering strategic advice on cyber risk transfer solutions. The successful candidate will leverage deep knowledge of cyber insurance products, market dynamics, and emerging cyber threats to help clients secure optimal coverage and achieve their risk management objectives. This role requires strong technical expertise, exceptional relationship management skills, and a passion for delivering innovative solutions in a rapidly evolving marketplace. Key Responsibilities Client Advisory & Relationship Management Serve as a trusted advisor to clients on cyber insurance and related financial lines risks. Lead client discussions regarding exposure analysis, market conditions, and...
WTW Chicago, IL Full Time
Allstate
11/14/2026  
Lead Software Engineer - Workday Compensation
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 We are seeking an experienced and strategic Lead Engineer to drive the delivery, support, and continuous enhancement of our Workday Compensation capabilities, including Core Compensation and Advanced Compensation. As a Lead Engineer, you'll serve as both a technical leader and people leader, providing day-to-day coaching, engineering oversight, and strategic direction for the Compensation product portfolio. You'll drive Workday configuration, feature delivery, annual compensation cycle readiness, production support, release management, and...
Allstate IL Full Time
Auto-Owners Insurance
11/14/2026  
Underwriter
A career at Auto-Owners is challenging and rewarding.  Our group of caring associates create financial security by helping individuals and businesses make a new start when a loss occurs. Job Description Applications are accepted on an ongoing basis. An open position may not be available at this time. We offer a merit-based work-from-home program based on job responsibilities. After initial training in-person, you could have the flexibility of work-from-home time as defined by the leadership team. Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated underwriting trainee to join our team. This job performs and applies insurance coverage, rules and guidelines to execute the underwriting decision-making process according to Company underwriting philosophy. This job includes training and development through completion of the Company’s underwriter training program for the assigned line of insurance and requires the person to: Learn various...
Auto-Owners Insurance Peoria, IL Full Time
Auto-Owners Insurance
11/14/2026  
Auto Claims Representative
A career at Auto-Owners is challenging and rewarding.  Our group of caring associates create financial security by helping individuals and businesses make a new start when a loss occurs. Job Description Applications are accepted on an ongoing basis. An open position may not be available at this time. We offer a merit-based work-from-home program based on job responsibilities. After initial training in-person, you could have the flexibility of work-from-home time as defined by the leadership team. Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated claims trainee to join our team. This job handles entry-level insurance claims under close supervision through the life-cycle of a claim including but not limited to: investigation, evaluation, and claim resolution. This job provides service to agents, insureds, and others to ensure claims resolve accurately and timely. This job includes training and development completion of the Company’s...
Auto-Owners Insurance Peoria, IL Full Time
Auto-Owners Insurance
11/14/2026  
Field Claims Representative
A career at Auto-Owners is challenging and rewarding.  Our group of caring associates create financial security by helping individuals and businesses make a new start when a loss occurs. Job Description Applications are accepted on an ongoing basis. An open position may not be available at this time. We offer a merit-based work-from-home program based on job responsibilities. After initial training in-person, you could have the flexibility of work-from-home time as defined by the leadership team. Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated claims trainee to join our team. This job handles entry-level insurance claims under close supervision through the life-cycle of a claim including but not limited to: investigation, evaluation, and claim resolution. This job provides service to agents, insureds, and others to ensure claims resolve accurately and timely. This job includes training and development completion of the Company’s claims...
Auto-Owners Insurance Schaumburg, IL Full Time
One80 Intermediaries
11/13/2026  
Manager of IT / Senior Project Manager
Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers. One80 Intermediaries is seeking a  Manager of IT / Senior Project Manager  to join our growing team!       We’re seeking a Manager of IT / Senior Project Manager to lead the information technology strategy for one of our divisions within Arrowhead Intermediaries while overseeing the planning, execution, and delivery of IT-related projects. This role ensures that technology goals align with business objectives, manages IT teams and drives project success from initiation through completion.      How You Will Contribute:     Conduct thorough problem analysis regarding technical systems and application programs; document findings and propose problem resolution alternatives.  Develop and implement IT strategies that support company goals and enhance operational efficiency.  Lead, mentor, and manage IT teams,...
One80 Intermediaries IL Full Time
Brown & Brown
11/13/2026  
Manager of IT / Senior Project Manager
Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers. One80 Intermediaries is seeking a  Manager of IT / Senior Project Manager  to join our growing team!       We’re seeking a Manager of IT / Senior Project Manager to lead the information technology strategy for one of our divisions within Arrowhead Intermediaries while overseeing the planning, execution, and delivery of IT-related projects. This role ensures that technology goals align with business objectives, manages IT teams and drives project success from initiation through completion.      How You Will Contribute:     Conduct thorough problem analysis regarding technical systems and application programs; document findings and propose problem resolution alternatives.  Develop and implement IT strategies that support company goals and enhance operational efficiency.  Lead, mentor, and manage IT teams,...
Brown & Brown IL Full Time
Core Specialty
11/12/2026  
Commercial Surety Regional Manager
- The Commercial Surety Regional Manager is responsible for the underwriting, marketing, production, profitability, and overall management of a regional Commercial Surety portfolio. This position serves as the senior underwriting leader for the assigned territory and is accountable for achieving premium growth, underwriting profitability, agency development, and portfolio management objectives. The Regional Manager will develop and maintain strong relationships with agents, brokers, principals, indemnitors, and other business partners while exercising significant underwriting authority and ensuring compliance with company underwriting guidelines and risk appetite. The position is highly market-facing and focused on profitable business development, agency management, and underwriting execution. Key Accountabilities/Deliverables: Underwriting Leadership Serve as lead underwriter for the assigned territory. Analyze, evaluate, and approve commercial surety...
Core Specialty Chicago, IL Full Time
Ryan Specialty
11/12/2026  
Brokerage Operations Intern
RT Specialty, a division of Ryan Specialty, is a leading wholesale distributor of specialty insurance products and services. Our experienced brokers are specialized in property, casualty, professional lines, transportation and workers’ compensation, providing creative solutions to retail brokerage firms. We define ourselves through our superior execution on behalf of our clients, which has established us as a leader in the industry. Position Summary Ryan Specialty is seeking motivated students to join our Summer 2027 Brokerage Operations Internship, 8-10 weeks, 5 days in office, paid internship designed to provide hands-on exposure to specialty insurance brokerage operations. *The hourly pay rate for this internship is $22/ hour.* Interns will work alongside brokerage professionals, gain insight into client service and operational processes, and develop foundational skills for a career in insurance and risk management. The opportunity is open to candidates based in the...
Ryan Specialty Chicago, IL Full Time

 

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