Captive Benefits Assistant Director: Growth & Client Impact

Artex Risk Solutions

Rolling Meadows (IL)

On-site

USD 100,000 - 140,000

Full time

14 days+
Application generator

Turn this role into an interview — a resume and cover letter built around what this employer wants.

Get past ATS filters

Benefits offered by this job

Competitive compensation
Comprehensive benefits program
Career development opportunities
Collaborative, people-first culture

Job summary

Artex is seeking an Assistant Captive Director, Benefits to lead and grow one or more Medical Stop Loss Group Captives. You will guide renewal strategy, engage members and brokers, analyze performance, and deliver exceptional service.

This highly visible role requires strategic thinking, relationship management, and strong leadership to drive long-term growth. This position reports to the Captive Director and offers opportunities to influence outcomes, collaborate with stakeholders, and advance

Qualifications

  • Insurance qualification would be advantageous (e.g., ARe or equivalent).
  • Minimum of five years post-qualifying experience within the re/insurance industry.
  • Minimum of five years of demonstrable team management experience.
  • Significant knowledge of the insurance marketplace and/or risk management regimes.
  • Advanced computer literacy including Excel, Word and PowerPoint.
  • Demonstrable ability to manage teams, multi-task and adapt to changing priorities.
  • Highly motivated, deadline-driven, and committed to client service.
  • Excellent verbal, written, organizational skills at all levels.
  • Demonstrable career progression in previous roles.
  • Assisting with strategic direction of the team.
  • Strong working knowledge of captives, benefits, risk management

Responsibilities

  • Manage the captive renewal process including gathering and presenting updated underwriting information.
  • Sell the renewal to current insured and explain changes.
  • Lead regular captive Member meetings and prepare materials.
  • Coordinate loss summary information for clients and service providers.
  • Respond to client needs and inquiries promptly.
  • Support Captive Director in follow-ups with prospects or referrals.
  • Ensure collateral and new requirements are understood by members.
  • Maintain schedules for premium payments, LOCs, loss charges, and claims.
  • Oversee policy issuance and premium audits.
  • Coordinate policy errors and omissions reviews.
  • Oversee premium invoicing and cash receipts.
  • Review loss projections and summaries for new business and renewals.
  • Maintain the captive’s coverage template for medical stop loss.
  • Foster positive relationships with service providers and clients.
  • Anticipate client and program needs and propose solutions.
  • Manage systems and account services to corporate standards.
  • Direct and monitor the captive team’s service consultants.
  • Contribute to special projects as required.

Skills

Insurance knowledge
Team leadership
Excel
PowerPoint
Communication

Education

Relevant professional qualification (e.g., ARe)

Tools

Excel
Word
PowerPoint

Job description

Artex is seeking an Assistant Captive Director, Benefits to lead and grow one or more Medical Stop Loss Group Captives. You will guide renewal strategy, engage members and brokers, analyze performance, and deliver exceptional service.

This highly visible role requires strategic thinking, relationship management, and strong leadership to drive long-term growth. This position reports to the Captive Director and offers opportunities to influence outcomes, collaborate with stakeholders, and advance

Get your free, confidential resume review.
or drag and drop your file here.
Similar jobs

Similar jobs worth comparing

Assistant Captive Director, Benefits: Growth & Impact
Assistant Captive Director, Benefits: Growth & Impact

Arthur J. Gallagher & Co. (AJG) • Rolling Meadows (IL)

On-site
USD 120,000 - 160,000
Captive Benefits Strategy Lead
Captive Benefits Strategy Lead

Arthur J. Gallagher & Co. (AJG) • Rolling Meadows (IL)

On-site
USD 90,000 - 140,000
Competitive compensation
Comprehensive benefits
Career development opportunities
Assistant Captive Director, Benefits
Assistant Captive Director, Benefits

Artex Risk Solutions • Rolling Meadows (IL)

On-site
USD 100,000 - 140,000
Competitive compensation
Comprehensive benefits program
Career development opportunities
+1
Assistant Captive Director, Benefits
Assistant Captive Director, Benefits

Arthur J. Gallagher & Co. (AJG) • Rolling Meadows (IL)

On-site
USD 120,000 - 160,000
Assistant Director
Assistant Director

Arthur J. Gallagher & Co. (AJG) • Rolling Meadows (IL)

On-site
USD 90,000 - 140,000
Competitive compensation
Comprehensive benefits
Career development opportunities
Global Captive Programs Manager
Global Captive Programs Manager

Arthur J. Gallagher & Co. (AJG) • Rolling Meadows (IL)

On-site
USD 90,000 - 120,000
Competitive compensation
Comprehensive benefits
Career development opportunities
+2
Account Executive, Captive & Alternative Risk Solutions
Account Executive, Captive & Alternative Risk Solutions

Arthur J. Gallagher & Co. (AJG) • Rolling Meadows (IL)

On-site
USD 120,000 - 180,000
Medical plans
Dental & Vision
Life insurance
+2
Captive Benefits Sales Leader – Growth & Partnerships
Captive Benefits Sales Leader – Growth & Partnerships

Innovative Captive Strategies • Town of Florida (NY)

Hybrid
USD 75,000 - 95,000
Captive Sales Executive - Remote Growth & Benefits Focus
Captive Sales Executive - Remote Growth & Benefits Focus

Beyond Risk Management, Inc. • McKinney (TX), Northern (KY)

Hybrid
USD 80,000 - 140,000
Health insurance
401(k) with company match
Four weeks PTO
+2
Captive Insurance Executive: Employee Benefits Growth
Captive Insurance Executive: Employee Benefits Growth

Innovative Captive Strategies • Connecticut

On-site
USD 70,000 - 100,000
Base salary plus commissions
Opportunities for growth and advancement
Stakeholder opportunities