Director, Risk Management

Pepper Construction

$195K *
Real Estate & Construction
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree in Business Administration, Management, Risk Management, Insurance, or related field; Master's preferred
  • Professional certifications such as CRMP, CIC, ARM, or CRM
  • 10+ years of risk and insurance management experience, ideally in construction or real estate
  • Proven experience in managing complex insurance programs and large claims portfolios
  • Strong leadership capabilities with a proven track record in team management
  • Excellent communication skills, both written and verbal
  • Demonstrated ability to influence and advise senior management

Responsibilities

  • Lead the enterprise risk management strategy and oversee insurance programs and claims management
  • Design, place, and manage property and casualty insurance programs in collaboration with brokers and insurers
  • Regularly review and optimize insurance coverage, limits, and deductibles based on business needs
  • Negotiate contractual insurance terms with clients and subcontractors to mitigate risk
  • Review and advise on contractual risk allocation provisions, working with the Corporate Legal Team
  • Oversee claims strategy in partnership with claims administrators and general counsel
  • Implement loss control measures across operations through collaboration with various departments

Benefits

  • Comprehensive medical, dental, vision, life, and disability insurance
  • Generous 401k match
  • Student loan repayment benefit
  • Fully paid medical and parental leave
  • Paid time off for holidays, vacation, and personal days
  • Access to mental health services
Full Job Description
The Director, Corporate Risk Management will lead the Company's enterprise risk management strategy, providing strategic oversight of insurance programs, claims management, contractual risk, loss control, and risk mitigation initiatives across the organization. This role is responsible for designing, placing, and managing property and casualty insurance programs; supporting Contractor Controlled Insurance Programs (CCIPs); and developing practical solutions that protect the Company's people, projects, assets, and financial performance.

Serving as a trusted advisor to executive leadership, business unit leaders, and cross-functional partners, the Director will help embed risk awareness into daily operations while enabling informed decision-making and supporting continued growth. The ideal leader brings strong technical expertise, sound judgment, collaborative influence, and an innovative approach to managing emerging business, operational, financial, and contractual risks within a complex construction environment.

MAJOR RESPONSIBILITIES

Risk Strategy & Insurance Programs
  • Leads the implementation, governance and continuous improvement of a Contractor Controlled Insurance Program (CCIP) and Subcontractor Default Insurance program
  • In collaboration with brokers, underwriters, and insurers, designs, places and manages insurance programs that effectively allocate, mitigate, and finance risk
  • Regularly reviews insurance coverages, limits, deductibles, and structures to ensure alignment with business growth, coverage optimization, project risk profiles, and market conditions
  • Develops insurance cost allocation and billing models to support accurate divisional and project pricing
  • Meets with company clients, subcontractors, consultants to negotiate contractual insurance and bonding terms to mitigate retained risks.


Contractual & Financial Risk
  • Reviews contractual insurance and risk allocation provisions; identifies and advises on one-sided, unusual, or high-risk terms
  • Partners with the Corporate Legal Team to develop and negotiate contract terms, exceptions and amendments related to risk, insurance, and bonding
  • Obtains and evaluates specialty insurance coverage required by owner contracts or unique project risks


Claims & Loss Management
  • Partners with the third-party claims administrators ("TPAs"), claims adjusters/consultants, claims counsel, and General Counsel to oversee claims strategy, valuation, and reserve adequacy
  • Ensures claims data accuracy and provides clear, actionable reporting to executive leadership
  • Uses claims trends to drive loss prevention and operational improvements


Operational Risk & Loss Control
  • Works closely with Operations, Safety, Fleet Management, Human Resources, Facilities Management, and project teams to implement systems, procedures and controls that reduce the frequency and severity of losses
  • Provides training and guidance to Operation's project teams on insurance programs, CCIP requirements, risk controls, and risk management best practices
  • Serves as a trusted advisor to operations leadership on risk-related decision making


Fleet Risk Management
  • Oversees fleet risk strategy, including driver standards, insurance coverage, loss trends, auto liability exposure, and claims performance in partnership with Safety and Operations
  • Leads accident review, preventability determinations, repair estimate evaluation, severity tiering, and related cost-control processes
  • Manages driver risk tracking, including point assignment logic, scoring methodology, Samba MVR notifications, annual MVR reviews, and the system of record
  • Leads the Fleet Safety Committee and provides governance, reporting, and escalation support for fleet risk decisions
  • Analyzes frequency, severity, repeat drivers, and geographic trends to inform corrective actions, risk mitigation strategies, and reporting to executive leadership and insurance partners
  • Ensures alignment with TPAs, carriers, and the overall claims management strategy for auto losses

Management of External Partnerships & Provider Relations
  • Develops and maintains strong relationships with insurance brokers, carriers, TPAs, claims administrators, actuaries, loss control specialists, and consultants
  • Maintains all insurance policies, certificates, and records; provides regular reporting on program performance, claims activity and emerging risks
  • Serves as an active member of the Corporate Enterprise Risk Committee reporting to executive management
  • Represents and communicates the Company's insurance and risk programs to internal stakeholders and external partners


POSITION REQUIREMENTS
  • Bachelor's degree from an accredited university in Business Administration, Business Management, Risk Management, Insurance, Risk Control, or a related field. Master's Degree preferred
  • Professional Designations: Certified Risk Management Professional (CRMP), Certified Insurance Counselor (CIC), Associate in Risk Management (ARM), or Certified Risk Manager (CRM)
  • Minimum of 10 years of progressive risk and insurance management experience, preferably within the construction or investment real estate industry or a construction-focused insurance/bonding brokerage or insurance carrier environment
  • Demonstrated technical experience managing complex insurance and risk control programs, and large-scale claims portfolios
  • Previous experience successfully providing leadership and direction to a support team of risk management and claims management professionals
  • Strong leadership presence with the ability to advise and influence operational, legal, and executive management teams
  • Excellent written, verbal and presentation skills


The annual salary midpoint for this role is $195,000. We consider many factors when determining the actual hiring salary. These factors may include location, transferable skills, work experience, licensure and certification, business needs, internal equity, and market demands.

Pepper Construction is dedicated to offering our employees a comprehensive and best-in-class benefits package that prioritizes their physical, financial, and emotional well-being. We offer medical, dental, vision, life, and disability insurance plans, a generous 401k match, and a student loan repayment benefit. In addition to paid time off for company holidays, vacation, and personal days, Pepper offers fully paid medical and parental leave, mental health services, and more.

For additional information, visit www.pepperconstruction.com.

Similar Jobs

More Jobs at Pepper Construction

  • Project Manager II
    $100K — $120K *
    Chicago, IL 60629 (Cook County)
    Real Estate & Construction
    In-Person
  • Quality Engineer
    $85K — $110K *
    Chicago, IL 60629 (Cook County)
    Real Estate & Construction
    In-Person
  • Director, Risk Management
    $195K *
    Barrington, IL 60010 (Lake County)
    Real Estate & Construction
    In-Person
  • Superintendent II
    $75K — $95K *
    Dublin, OH 43017 (Franklin County)
    Real Estate & Construction
    In-Person
  • Senior Project Manager
    $120K — $140K *
    Des Plaines, IL 60016 (Cook County)
    Real Estate & Construction
    In-Person

More Real Estate & Construction Jobs

Find similar Director, Risk Management jobs: