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Director of Transportation Safety & Compliance

ExecuSource
Winter Haven, FL Full Time
POSTED ON 6/16/2026 CLOSED ON 7/15/2026

What are the responsibilities and job description for the Director of Transportation Safety & Compliance position at ExecuSource?

Director of Transportation Safety and Compliance

Location: Winter Haven, FL

Salary: $100K-$120K

Our client is a logistics organization seeking a Director of Transportation Safety and Compliance to lead enterprise-wide safety, compliance, and risk management initiatives across multi-site fleet operations. This leadership role will drive safety culture, regulatory compliance, accident prevention, and operational risk reduction while partnering closely with operations, maintenance, and executive leadership teams.

What You'll Be Doing

  • Lead company-wide transportation safety and compliance programs across fleet operations.
  • Drive initiatives focused on accident reduction, CSA improvement, and driver engagement.
  • Oversee DOT, FMCSA, OSHA, HOS, ELD, and driver qualification compliance.
  • Lead safety investigations, corrective action plans, and claims management efforts.
  • Partner with operations and maintenance teams to improve fleet safety performance and reduce operational risk.
  • Monitor telematics, camera systems, and operational data to identify coaching and improvement opportunities.
  • Develop and deliver safety training, onboarding, and ongoing driver safety initiatives.
  • Maintain audit readiness and support regulatory inspections and customer reviews.

What You'll Need

  • 7 years of transportation safety leadership experience.
  • Strong knowledge of DOT/FMCSA regulations, fleet compliance, and driver safety programs.
  • Experience managing CSA scores, accident prevention, and regulatory audits.
  • Leadership experience supporting multi-terminal or regional transportation operations.
  • Strong communication, analytical, and organizational skills.
  • Experience within specialized fleet operations is highly preferred.
  • Experience with telematics, ELD systems, dash cameras, and safety technology platforms is a plus.

What’s In It For You

  • Competitive compensation package
  • Comprehensive medical, dental, and vision benefits.
  • 401(k) with company contribution.
  • PTO and paid holidays.
  • High-impact leadership opportunity with a growing organization.
  • Collaborative executive leadership team and strong operational support.

Apply now! One of our recruiters will review your profile and we will be in contact if you qualify!

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Salary : $100,000 - $120,000

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