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Transportation VP of Operations

Job in Milwaukee, Milwaukee County, Wisconsin, 53244, USA
Listing for: zTrip
Full Time position
Listed on 2026-09-25
Job specializations:
  • Management
    General Management, Operations Management
Salary/Wage Range or Industry Benchmark: 180000 - 240000 USD Yearly USD 180000.00 240000.00 YEAR
Job Description & How to Apply Below

Transportation VP of Operations Drive Strategy. Lead Growth. Transform Transportation.

zTrip, a division of WHC Worldwide, is seeking an accomplished and visionary Transportation VP of Operations to lead, strengthen, and scale transportation operations within a rapidly growing organization. This executive leadership position is responsible for driving operational excellence, developing high-performing teams, optimizing service delivery, and executing strategic initiatives that support long-term growth and profitability.

As a key member of the leadership team, you will oversee all aspects of transportation operations, including fleet performance, workforce management, customer experience, financial results, safety, compliance, and business development. This is an outstanding opportunity for a proven transportation leader who thrives on building strong teams, improving operations, and delivering measurable results.

What We Offer as a Transportation VP of Operations:
Executive Benefits Package
  • Medical, Dental, Vision, and Life Insurance
  • Generous Paid Time Off (PTO) and Paid Holidays
  • 401(k) with Company Match
  • Executive Leadership Development Opportunities
  • Long-Term Career Growth Within a National Organization
  • Collaborative and Forward-Thinking Leadership Team
  • Opportunity to Shape the Future of Transportation Services
What You'll Do as Transportation VP of Operations:
Strategic Leadership
  • Develop and execute operational strategies that support company growth, profitability, and market expansion.
  • Provide executive oversight for all transportation and fleet operations.
  • Establish performance objectives and operational benchmarks across departments.
  • Align operational initiatives with overall business goals and strategic priorities.
  • Lead change management efforts that drive innovation and continuous improvement.
Operational Excellence
  • Oversee day-to-day transportation operations to ensure efficiency, reliability, and service quality.
  • Identify opportunities to improve workflows, reduce costs, and enhance productivity.
  • Implement best practices that improve operational performance and scalability.
  • Ensure service commitments are consistently achieved across all operational functions.
  • Drive accountability through measurable performance metrics and operational reporting.
Leadership & Team Development
  • Lead, mentor, and develop regional and local leadership teams.
  • Foster a culture focused on performance, engagement, teamwork, and accountability.
  • Build succession plans and leadership development strategies.
  • Support recruitment, retention, and workforce planning initiatives.
  • Inspire teams to achieve organizational objectives while maintaining a strong employee experience.
Fleet & Transportation Management
  • Oversee fleet utilization, asset management, maintenance performance, and operational readiness.
  • Ensure transportation services operate efficiently while maximizing fleet productivity.
  • Monitor fleet-related costs and identify opportunities for optimization.
  • Partner with maintenance and operations teams to improve vehicle reliability and uptime.
  • Support strategic planning related to fleet growth and expansion initiatives.
Safety, Compliance & Risk Management
  • Promote a culture where safety remains the highest operational priority.
  • Ensure compliance with transportation regulations, company policies, and industry standards.
  • Oversee safety programs, driver training initiatives, and risk mitigation strategies.
  • Review operational incidents and implement corrective actions when necessary.
  • Maintain readiness for audits, inspections, and regulatory reviews.
Financial Performance
  • Manage operational budgets and financial performance objectives.
  • Analyze operational and financial data to identify opportunities for growth and improvement.
  • Drive cost-control initiatives while maintaining service excellence.
  • Support forecasting, budgeting, and long-term financial planning efforts.
  • Ensure operational decisions contribute to overall profitability and sustainable growth.
Customer & Community Impact
  • Strengthen relationships with key clients, business partners, and community stakeholders.
  • Ensure exceptional transportation experiences for customers and passengers.
  • Support business development efforts and new market opportunities.
  • Build partnerships that enhance service offerings and operational effectiveness.
  • Represent zTrip as a trusted transportation leader within the communities we serve.
Qualifications of a VP of Operations:
Required Experience
  • 7+ years of senior leadership experience in transportation,…
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