Vice President, Captive Client Services

Gallagher
Rolling Meadows, IL


At Gallagher Bassett, we're there when it matters most because helping people through challenging moments is more than just our job, it’s our purpose. Every day, we help clients navigate complexity, support recovery, and deliver outcomes that make a real difference in people’s lives. It takes empathy, precision, and a strong sense of partnership—and that’s exactly what you’ll find here. We’re a team of fast-paced fixers, empathetic experts, and outcomes drivers — people who care deeply about doing the right thing and doing it well. Whether you're managing claims, supporting clients, or improving processes, you’ll play a vital role in helping businesses and individuals move forward with confidence. Here, you’ll be supported by a culture that values teamwork, encourages curiosity, and celebrates the impact of your work. Because when you’re here, you’re part of something bigger. You’re part of a team that shows up, stands together, and leads with purpose.

Overview

The Vice President, Captive Client Services is a key leadership position within Gallagher Bassett, driving client satisfaction, operational excellence, and team success across multiple group captives. This role serves as the strategic partner and relationship leader for captive consultants, brokers, and member organizations, fostering collaboration and trust to deliver exceptional results. By championing proactive partnership, expert stewardship, and a comprehensive understanding of captive operations, the Vice President plays a pivotal role in elevating the client experience while promoting a culture of inclusion, innovation, and shared success.

This position is fully remote, but involves travel both domestically and internationally to engage with clients, attend industry events, and collaborate with teams across various locations.

How you'll make an impact

  • Serves as Gallagher Bassett’s lead client relationship manager for multiple group captives interacting with Captive Consultants and members of the assigned group captives
  • Manages a team of Client Service Managers tasked with delivering the highest levels of member satisfaction and broker service
  • Ensures Client Service Managers on their team perform all assigned duties including those related to customer service; meeting and workshop prep and attendance; claim reviews and service issue tracking and resolution
  • Attends and represents GB at board of directors’ meetings (two annually for each group captive assigned)
  • Proactively supports captive team members in overcoming the most challenging member/broker situations
  • Ensures appropriate levels of interaction (calls, in-person visits, board and loss control workshop meeting participation) with Captive Consultants, Captives Members and Broker partners
  • Ensures growth and development of team members
  • Performs annual program stewardship reviews analyzing captive performance across key indicators and identifying opportunities for improved outcomes
  • Leads and overseas production on renewals and/or extension of Gallagher Bassett service offerings
  • Has robust understanding of group captives and how cost of risk impacts captives/members financial statements and unique attributes, which may hinder solutions (e.g., jurisdictional challenges, shifting and sharing of losses among other shareholders within the group captive).
About You

Required:

  • Bachelor's degree and 7+ years of related experience in a leadership role
  • Exceptional coaching, feedback, and leadership skills
  • Travel as required - both domestic and international
  • Analytical thinking and consultative approach in resolving complex matters
  • Excellent presentation and facilitation skills – ability to effectively lead conversations among senior-level clients with credibility

Preferred:

  • Proven experience in captive insurance, risk management, or a related field.
  • Strong leadership skills with a demonstrated ability to foster inclusive and collaborative teams.
  • Exceptional communication and interpersonal skills, with the ability to connect with clients and colleagues from diverse backgrounds.
  • Strategic thinker with the ability to develop innovative solutions to complex challenges.

Work Traits:

  • Always knows what matters most and engages management on important, complex, and high-priority issues
  • Able to provide synthesized summaries of key priorities and improvement opportunities to senior leadership and to advocate for/drive their achievement
  • Leads group meetings with confidence and poise
  • Makes clear the objective and purpose of discussions and can command the room under difficult/tense circumstances
  • Frequently provides value-added suggestions and approaches to make the team more successful
  • Provides consistent, direct, and real-time feedback and coaching to team members
  • Is accessible by team members and is selfless in support of assigned captives and team success
  • Partners with team members frequently and develops meaningful success stories which serve as a basis for training, morale improvement
  • Understands where there is most value for clithe ent and the company on all issues

#LI-TJ1

Compensation and benefits

We offer a competitive and comprehensive compensation package. The base salary range represents the anticipated low end and high end of the range for this position. The actual compensation will be influenced by a wide range of factors including, but not limited to previous experience, education, pay market/geography, complexity or scope, specialized skill set, lines of business/practice area, supply/demand, and scheduled hours. On top of a competitive salary, great teams and exciting career opportunities, we also offer a wide range of benefits.

Below are the minimum core benefits you’ll get, depending on your job level these benefits may improve:

  • Medical/dental/vision plans, which start from day one!
  • Life and accident insurance
  • 401(K) and Roth options
  • Tax-advantaged accounts (HSA, FSA)
  • Educational expense reimbursement
  • Paid parental leave

Other benefits include:

  • Digital mental health services (Talkspace)
  • Flexible work hours (availability varies by office and job function)
  • Training programs
  • Gallagher Thrive program – elevating your health through challenges, workshops and digital fitness programs for your overall wellbeing
  • Charitable matching gift program
  • And more...

**The benefits summary above applies to fulltime positions. If you are not applying for a fulltime position, details about benefits will be provided during the selection process.

We value inclusion and diversity

Click Here to review our U.S. Eligibility Requirements

Inclusion and diversity (I&D) is a core part of our business, and it’s embedded into the fabric of our organization. For more than 95 years, Gallagher has led with a commitment to sustainability and to support the communities where we live and work.

Gallagher embraces our employees’ diverse identities, experiences and talents, allowing us to better serve our clients and communities. We see inclusion as a conscious commitment and diversity as a vital strength. By embracing diversity in all its forms, we live out The Gallagher Way to its fullest.

Gallagher believes that all persons are entitled to equal employment opportunity and prohibits any form of discrimination by its managers, employees, vendors or customers based on race, color, religion, creed, gender (including pregnancy status), sexual orientation, gender identity (which includes transgender and other gender non-conforming individuals), gender expression, hair expression, marital status, parental status, age, national origin, ancestry, disability, medical condition, genetic information, veteran or military status, citizenship status, or any other characteristic protected (herein referred to as “protected characteristics”) by applicable federal, state, or local laws.

Equal employment opportunity will be extended in all aspects of the employer-employee relationship, including, but not limited to, recruitment, hiring, training, promotion, transfer, demotion, compensation, benefits, layoff, and termination. In addition, Gallagher will make reasonable accommodations to known physical or mental limitations of an otherwise qualified person with a disability, unless the accommodation would impose an undue hardship on the operation of our business.

Posted 2026-02-18

Recommended Jobs

Sr Project Controls Scheduler - Utility or Construction (Primavera P6)

ComEd
Oakbrook Terrace, IL

Who We Are: We're powering a cleaner, brighter future. Exelon is leading the energy transformation, and we're calling all problem solvers, innovators, community builders and change makers. Work wi…

View Details
Posted 2026-02-11

Loan Operations Specialist - Chicago, IL - Job # 2292

Symicor Group
Chicago, IL

Loan Operations Specialist – Chicago, IL – Job # 2292 Who We Are The Symicor Group is a boutique talent acquisition firm based in Lincolnshire, IL & Rockport, TX. Our nationally unique value proposi…

View Details
Posted 2026-01-28

Team Lead/Team Leader

College Hunks Hauling Junk & Moving
Grayslake, IL

Total Compensation:  $16.00-$25.00 per hour which includes hourly rate, tips and performance-based monthly incentives!   # CDL is NOT required. # ACTIVE + VALID DRIVER’S LICENSE IS REQUIRED. # …

View Details
Posted 2026-01-28

Job Opportunity: Customer Service Representative

East Peoria, IL

Great Benefits Customer Service Representative Versa Press, Inc. is a rapidly growing book manufacturer serving a nationwide customer base.  We have been in business since 1937 and are current…

View Details
Posted 2026-02-11

Non-Trade Accounts Payable Agent

LaSalle Network
Itasca, IL

Accounts Payable Specialist Location: Elk Grove Village, IL Compensation: $22–$25 per hour (based on experience) We are a rapidly growing logistics company providing nationwide warehousing, …

View Details
Posted 2025-12-11

CDL A Driver

Lion Freight Systems Inc
Springfield, IL

Now Hiring Experienced OTR CDL-A Dry Van Drivers Job Details:  Earn between $1,900 and $2,500 per week at $0.65 per mile, with every mile paid — loaded and empty.  If you’re looking for steady…

View Details
Posted 2026-02-18

Senior Consultant, Business Controls - Privacy

CIBC
Chicago, IL

We’re building a relationship-oriented bank for the modern world. We need talented, passionate professionals who are dedicated to doing what’s right for our clients. At CIBC, we embrace your stren…

View Details
Posted 2026-02-07

Perfusionist

Specialty Care
Park Ridge, IL

Full-Time Certified Perfusionist Needed in Chicago, IL Come be the Heart of the Operation   SpecialtyCare, the leading provider of perfusionist services in the U.S., is looking to expand our team i…

View Details
Posted 2026-01-30

Freezer Manager

Jetro / Restaurant Depot
Chicago, IL

Position Title:  Freezer Manager Department:  Freezer Supervisor: Assistant Branch Manager/Branch Manager FLSA: Exempt Position Summary: Responsible for receiving product and ensures t…

View Details
Posted 2026-02-01