Transportation VP of Operations

zTrip; Milwaukee (WI); On-site; USD 180,000 - 240,000; Full time

Benefits offered by this job

Medical, Dental, Vision, and Life Ins.

PTO & Holidays

401(k) with Company Match

Executive Leadership Development

Job summary

zTrip seeks a visionary Transportation VP of Operations to lead, strengthen, and scale transportation operations within a rapidly growing organization. You will oversee fleet performance, workforce management, customer experience, safety, and financial results while driving strategic initiatives for long-term growth.

As a member of the leadership team, you will develop and execute operational strategies, build high-performing teams, and align initiatives with company goals.

Qualifications

• 7+ years of senior leadership experience in transportation, logistics, operations, or fleet management.
• Proven ability to lead large-scale operations and cross-functional teams.
• Strong business acumen with budgeting, forecasting, and growth initiatives.

Responsibilities

• Develop and execute operational strategies to drive growth and profitability.
• Oversee all transportation and fleet operations for efficiency, reliability, and service quality.
• Lead regional and local leadership teams and recruit/retain talent.
• Ensure safety, compliance with regulations, and risk management.
• Drive continuous improvement and performance metrics across the organization.

Skills

Strategic leadership

Operational excellence

Budgeting & finance

Stakeholder management

Education

Bachelor's degree in business/ops

MBA or advanced degree (preferred)

Job description

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, logistics, operations, fleet management, or a related industry.
• Proven experience leading large-scale operations and multi-functional teams.
• Demonstrated success improving operational performance, customer satisfaction, and financial results.
• Strong business acumen and strategic planning capabilities.
• Experience managing budgets, financial performance, and growth initiatives.
• Exceptional communication, leadership, and decision-making skills.
• Ability to lead organizational change and drive continuous improvement.

Preferred Experience

• Executive leadership experience within transportation, mobility, logistics, fleet services, or passenger transportation.
• Experience managing large fleets and geographically dispersed operations.
• Knowledge of DOT regulations, compliance requirements, and transportation industry best practices.
• Bachelor's degree in Business, Operations Management, Logistics, Transportation, or a related field.
• MBA or advanced degree preferred.

What Makes You Successful:

• Visionary leader with strong operational expertise.
• Results-driven mindset focused on growth and performance.
• Ability to develop and motivate high-performing teams.
• Strong financial and analytical capabilities.
• Excellent relationship-building and stakeholder-management skills.
• Commitment to safety, service excellence, and accountability.
• Ability to balance strategic initiatives with operational execution.

Why Join zTrip?

• Lead transportation operations for an industry-leading organization.
• Influence company growth, service delivery, and operational strategy.
• Work alongside executive leaders committed to innovation and excellence.
• Build and develop teams that make a meaningful impact every day.
• Help shape the future of mobility and transportation services.
• Join a company that values leadership, performance, and long-term career development.