The Role
The Director of Insurance leads the procurement, management, and compliance of corporate insurance policies, ensuring alignment with risk tolerance and organizational needs.
Summary Generated by Built In
Position Summary:
The Director of Insurance is responsible for leading the end-to-end procurement, renewal, and placement of all corporate insurance policies across a broad portfolio. This role ensures insurance coverage aligns with the organization’s risk tolerance, exposure levels, and evolving business needs. The Director leads regular coverage audits, manages policy budgets and accruals, and oversees invoice processing. Additionally, this role maintains compliance with insurance regulations, manages the issuance of certificates of insurance for various stakeholders and operations and serves as an internal subject matter expert for insurance-related matters and escalations across the enterprise.
Major Responsibilities:
Policy procurement and management: Lead end to end procurement, renewal and placement of property and casualty insurance policies. This responsibility includes both domestic and international programs. Responsible for ensuring coverage aligns with organizational risk tolerance and exposure levels.
Coverage adequacy & risk alignment: Lead internal and external audits in collaboration with internal stakeholders and brokers to ensure policies reflect evolving business needs, known exposures and usage, and external landscape changes.
Compliance & regulatory oversight: Maintain accurate and up to date insurance records, certificates and policy schedules. Maintain awareness of insurance compliance trends and any updates that may impact policy language or placement. Responsible for customer compliance with rental and lease contract requirements.
Internal consultation: Act as a subject matter expert for insurance-related questions and needs across the enterprise. Responsible for escalation matrix and engage in deal escalations, as needed.
Financial Impact
Oversee budget for insurance field level insurance accruals. Work closely with claims, TPA, and accounting on overall insurance reserves. Responsible for monthly reporting to senior management on claims costs and trends. Identify costs/ benefits of insurable vs. retained risks.
Systems
Responsible for efficient management of department systems, ensuring system is supportive of streamlining processes and automation
Other projects and tasks as assigned.
Qualifications:
• Bachelor’s degree in Risk Management, Finance, Business Administration, or related disciplines required. Master’s degree preferred.
• ARM and/or CPCU preferred
• Minimum 10+ years of experience in corporate insurance, risk management or insurance brokerage.
• Minimum 5+ years of leadership experience.
• Strong experience in procuring and managing complex insurance programs across multiple lines of coverage
• Insurance expertise and knowledge – deep knowledge of commercial insurance lines
• Experience working with brokers and TPAs
• Ability to assess organizational exposures and evaluate appropriate coverage
• Familiarity with federal, state, and industry specific insurance regulations
• Excellent negotiation skills and change management skills
• Ability to explain insurance terms and decisions clearly to non-experts
• Ability to work cross-functionally
• Ability to influence and manage various stakeholders across the enterprise
• Ability to translate enterprise risk strategy into actionable insurance decisions
• Regular, predictable, full attendance is an essential function of the job
• Willingness to travel as necessary, work the required schedule, work at the specific location required, complete Penske employment application, submit to a background investigation (to include past employment, education, and criminal history) and drug screening are required.
Physical Requirements:
• The physical and mental demands described here are representative of those that must be met by an associate to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.
• The associate will be required to: read; communicate verbally and/or in written form; remember and analyze certain information; and remember and understand certain instructions or guidelines.
• While performing the duties of this job, the associate may be required to stand, walk, and sit. The associate is frequently required to use hands to touch, handle, and feel, and to reach with hands and arms. The associate must be able to occasionally lift and/or move up to 25lbs/12kg.
• Specific vision abilities required by this job include close vision, distance vision, peripheral vision, depth perception and the ability to adjust focus.
Penske is an Equal Opportunity Employer
About Penske Truck Leasing/Transportation Solutions
Penske Truck Leasing/Transportation Solutions is a premier global transportation provider that delivers essential and innovative transportation, logistics and technology services to help companies and people move forward. With headquarters in Reading, PA, Penske and its associates are driven by a dedication to excellence and a commitment to customer success. Visit Go Penske to learn more.
Skills Required
- Bachelor's degree in Risk Management, Finance, Business Administration, or related disciplines
- Master's degree preferred
- ARM and/or CPCU preferred
- Minimum 10+ years of experience in corporate insurance, risk management or insurance brokerage
- Minimum 5+ years of leadership experience
- Strong experience in procuring and managing complex insurance programs
- Deep knowledge of commercial insurance lines
- Experience working with brokers and TPAs
- Ability to assess organizational exposures and evaluate appropriate coverage
- Familiarity with federal, state, and industry specific insurance regulations
- Excellent negotiation skills
- Ability to explain insurance terms and decisions clearly to non-experts
- Ability to work cross-functionally
- Ability to influence and manage various stakeholders
- Willingness to travel as necessary and work the required schedule
Penske Logistics Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Penske Logistics and has not been reviewed or approved by Penske Logistics.
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Retirement Support — Retirement options include a 401(k) and, in some driver roles, a 100% company‑funded pension that provides strong long‑term value. These retirement features are described as rare and valuable within certain assignments.
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Leave & Time Off Breadth — Paid vacation, holidays, and sick leave are part of the standard package, with some roles offering PTO starting on day one. Time‑off provisions are consistently presented alongside core benefits.
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Healthcare Strength — Medical, dental, vision, and hearing coverage are complemented by telemedicine, mental‑health support, and disability options. FSAs/HSAs and wellness resources contribute to broad healthcare coverage.
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The Company
What We Do
Penske Logistics is a Penske Transportation Solutions company. We provide supply chain management and logistics solutions to leading brands around the world. Penske Logistics delivers value through its design, planning and execution in transportation, warehousing, freight management, and dry-van truckload services. Penske offers customized supply chain and logistics solutions including: Dedicated Contract Carriage; Distribution Center Management; Freight Management; Freight Brokerage; Transportation Management Solutions (TMS); Lead Logistics Provider (LLP), Control Tower and 4PL Solutions. We serve a variety of industries including: automotive; food, beverage, grocery, wine and spirits; cold chain; convenience and drug stores; quick service restaurants (QSRs); retail; big box retailers; building and construction products; CPG; healthcare; industrial manufacturing; consumer appliances and consumer electronics; and many others.
