Director Operational Risk Jobs in Wisconsin (NOW HIRING)

Job Summary

We are seeking a highly skilled Risk Consultant to provide expert risk management, regulatory compliance, loss control, and safety consulting services to commercial clients and public entities. The ideal candidate will possess deep knowledge of OSHA regulations and DOT/FMCSA transportation safety requirements, helping clients identify exposures, improve safety performance, reduce losses, and maintain regulatory compliance.

The Risk Consultant will conduct risk assessments, compliance audits, training programs, fleet safety evaluations, and operational reviews across a variety of industries, including transportation, construction, manufacturing, utilities, municipalities, and public sector operations. Experience with FMCSA regulations, fleet operations, driver safety programs, and transportation risk management is strongly preferred. Knowledge of MSHA regulations is desirable but not required.

This role requires exceptional analytical, communication, and relationship management skills, along with the ability to deliver practical risk management solutions that improve client safety performance and insurance outcomes.

Key Responsibilities

Regulatory Compliance

• Ensure client compliance with federal, state, and local regulations, including:
• OSHA 1910 (General Industry)
• OSHA 1926 (Construction)
• DOT/FMCSA regulations
• State transportation regulations
• MSHA regulations (where applicable)
• Conduct DOT/FMCSA compliance reviews and audits, including:
• Driver Qualification Files (DQFs)
• Hours of Service (HOS)
• Electronic Logging Devices (ELDs)
• Drug & Alcohol Testing Programs
• Vehicle Inspection, Repair and Maintenance (Part 396)
• CSA/SMS performance analysis
• Accident Register reviews
• Fleet safety management systems
• Perform gap analyses and develop corrective action plans to address regulatory deficiencies and operational risks.

 Risk Assessment and Analysis

• Conduct comprehensive risk assessments for commercial and public sector clients, identifying exposures related to:
• Employee safety
• Fleet operations
• Property
• Workers' compensation
• Auto liability
• Regulatory compliance
• Evaluate transportation safety programs, fleet operations, and driver performance metrics to identify opportunities for improvement.
• Analyze CSA scores, DOT inspection data, loss trends, workers' compensation claims, vehicle incidents, and operational performance indicators.
• Utilize data analytics and risk management tools to forecast exposures and prioritize risk mitigation strategies.

Training and Education

• Deliver OSHA 1910 and OSHA 1926 in person training  for employees, supervisors, and contractors.
• Develop and facilitate DOT/FMCSA training programs covering:
• Driver Qualification requirements
• Hours of Service compliance
• Defensive driving
• Distracted driving prevention
• Cargo securement
• Vehicle inspections
• Driver coaching and accountability
• Accident investigation
• Facilitate MSHA-related training and consulting services when required by client operations.
• Develop customized training and educational programs tailored to client-specific operational exposures and regulatory requirements.

Client Consultation

• Serve as a trusted advisor to commercial clients, public entities, and transportation fleets, providing strategic guidance on safety, regulatory compliance, and risk management initiatives.
• Assist clients in developing:
• Fleet safety programs
• Driver accountability systems
• Corrective action plans
• Return-to-work programs
• Accident investigation procedures
• Safety committee initiatives
• Support insurance renewal efforts by helping clients strengthen risk management practices and improve loss performance.

Loss Control and Mitigation

• Develop and implement comprehensive loss control programs to reduce workplace injuries, vehicle incidents, regulatory violations, and insurance claims.
• Conduct site inspections and operational audits at:
• Transportation terminals
• Trucking operations
• Construction sites
• Manufacturing facilities
• Municipal operations
• Public facilities
• Evaluate fleet safety management processes, driver selection procedures, maintenance programs, and incident management practices.
• Assist clients in improving CSA performance, reducing FMCSA violations, and establishing sustainable safety cultures.

Preferred Certifications:

• OSHA 1910 and/or OSHA 1926 Outreach Trainer
• Certified Director of Safety (CDS)
• Certified Safety Professional (CSP)
• Associate Safety Professional (ASP)
• Certified Risk Manager (CRM)
• Associate in Risk Management (ARM)
• Chartered Property Casualty Underwriter (CPCU)
• Transportation Risk & Insurance Professional (TRIP)
• Public Risk Management certification

Desired but Not Required:

• MSHA Trainer Certification
• Demonstrated working knowledge of MSHA regulations

Experience

• Minimum of 5 years of experience in risk management, safety consulting, transportation safety, loss control, or regulatory compliance.
• Demonstrated experience conducting OSHA and DOT/FMCSA compliance reviews, fleet assessments, safety audits, and training programs.
• Experience working with transportation, trucking, construction, manufacturing, utilities, municipalities, or public entities is highly preferred.
• Experience analyzing CSA data, DOT roadside inspections, accident trends, workers' compensation losses, and fleet risk exposures is strongly preferred.

Skills and Competencies

• Strong working knowledge of:
• OSHA regulations
• DOT/FMCSA regulations
• Driver Qualification requirements
• Hours of Service regulations
• CSA/SMS methodologies
• Fleet safety management systems
• Accident investigation techniques
• Workers' compensation and liability risk management
• Knowledge of MSHA regulations is preferred but not required.
• Ability to interpret regulatory requirements and translate them into practical business solutions.
• Excellent presentation, coaching, and training skills.
• Ability to travel (travel is 50% of the position)
• Strong analytical abilities with experience utilizing safety, telematics, and claims data to identify trends and develop actionable recommendations.

Work Environment and Physical Requirements

• Ability to travel to client sites, including municipal facilities, schools, construction sites, and mining operations, for inspections, audits, and training sessions (up to 50% travel may be required).
• Comfortable working in diverse environments, including public infrastructure, educational institutions, and industrial settings.
• Ability to stand, walk, and navigate job sites during inspections.

Ansay is a growing, employee-focused insurance agency with strong community roots. We value collaboration, continuous improvement, and professional growth, and we invest in our people through training, technology, and career development opportunities.

At Ansay & Associates we believe in building lasting relationships and bringing every customer a level of service that exceeds expectations - It’s the Ansay Way! As such the following core values guide our behaviors: Respect – Compassionate and Loyal Integrity – Honesty and Trustworthy, Accountability – Responsible for Actions & Results, Passion – Unfailing Dedication & Pride In Work, Positive “I Can Do” Mentality – Constant, Never-Ending Improvement, Excellence / Professionalism – High Expectations & Pursuit of Opportunities to further our Capabilities 

• Competitive compensation
• Medical, dental, and vision insurance
• 401(k) with company match
• Paid time off and paid holidays
• Professional development and designation support
• Career growth opportunities