Full Time
Charleston, SC
Posted 1 month ago
Closes: September 30, 2026

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NCAA Olympic & Youth Sports League – Build a Revolutionary Sports Transportation System

About Us

We are launching a transformational professional and youth sports league with $2.5 billion in equity capital being raised. Our mission is to revolutionize Olympic sports in America by creating a sustainable ecosystem that spans professional competition, comprehensive youth development, and world-class infrastructure.

Our Scope & Scale:

School Partnerships: Licensing NCAA Division I brands from 50 schools in Year 1, scaling to 300 schools by Year 6
Sports Coverage: 12 Olympic sports (soccer, volleyball, lacrosse, hockey, baseball, softball, and more)
Geographic Reach: 4 regions, 200+ teams competing across the United States
Competition Season: Mid-August through mid-May (9 months of continuous travel)
Professional Athletes: 5,000+ professional athletes traveling for competition
Youth Athletes: U17-U23 age groups (100,000+ athletes) traveling with professional teams
Annual Games: 5,000+ competitive matches requiring team transportation

The Transportation Challenge:

Fleet Investment: $400M+ investment in proprietary transportation fleet (buses and potentially aircraft)
Revenue Model: Transportation as revenue generator, not just cost center
Team Travel: 200+ professional teams traveling across 4 regions continuously
Integrated Model: U17-U23 youth teams traveling with professional teams
Travel Volume: 50,000+ team trips annually at full scale
Multi-Sport Coordination: Different travel needs for 12 sports (equipment, roster sizes, schedules)
Cost Optimization: Minimize travel costs while maximizing service quality and revenue
Safety & Compliance: DOT compliance, vehicle safety, driver management
Operational Excellence: 99%+ on-time performance for 9-month season
Geographic Coverage: Nationwide transportation network across all 50 states
Year-Round Operations: Off-season maintenance, charter services, revenue optimization

This is the most ambitious sports transportation operation ever built—creating a proprietary fleet that serves as both competitive advantage and revenue generator.

Position Overview

The VP of Transportation will be the senior executive responsible for all transportation strategy, fleet management, logistics operations, driver management, safety, and revenue optimization. Reporting to the Chief Operating Officer, you will build and operate a transportation company within a sports league—managing $400M+ in fleet assets while generating $570M+ in annual revenue.

This role requires a unique combination of transportation/logistics expertise, fleet management experience, P&L responsibility, and the ability to build and scale complex operations from scratch.

Compensation Package: $900,000 total compensation

Base Salary: $525,000
Performance Bonus: $175,000 (target, tied to on-time performance, cost control, and revenue generation)
Equity Grant: $200,000 annually (vesting over 4 years)

Key Responsibilities

1. Transportation Strategy & Business Model

Strategic Vision: Develop comprehensive transportation strategy that serves competitive needs while generating revenue
Build vs. Charter Decision: Make strategic decision on fleet ownership vs. charter model
- Ownership Model: Invest $400M+ in buses and potentially aircraft
- Charter Model: Contract with charter companies on per-trip or seasonal basis
- Hybrid Model: Own core fleet, supplement with charters during peak periods
- Financial Analysis: Build detailed financial models comparing all options
Fleet Composition: Determine optimal fleet mix
- Motor Coaches: Luxury buses for team travel (50+ passengers)
- Mini Coaches: Smaller buses for smaller teams or shorter trips (25-35 passengers)
- Sprinter Vans: Vans for support staff, equipment, or small groups
- Aircraft: Potential investment in regional jets or turboprops for long-distance travel
- Equipment Trucks: Specialized vehicles for transporting sports equipment
Revenue Strategy: Develop strategy to generate $570M+ annually from transportation
- League Transportation: Revenue from professional and youth team travel
- Charter Services: Revenue from chartering fleet to external customers (off-season and between league trips)
- School Transportation: Revenue from transporting school teams, bands, groups
- Corporate Charter: Revenue from corporate events, conventions, business travel
- Tournament Shuttle Services: Revenue from championship and tournament transportation
Geographic Strategy: Design network to optimize coverage and utilization across 4 regions

2. Fleet Acquisition & Management

Fleet Acquisition: Lead acquisition of transportation fleet
- Year 1 Fleet: 100-150 motor coaches (50 teams × 2-3 buses per team cluster)
- Year 3 Fleet: 300-400 motor coaches
- Year 6 Fleet: 600-800 motor coaches (300 teams)
- Potential Aircraft: 10-20 aircraft if financial analysis supports
- Equipment Vehicles: 100+ equipment trucks and support vehicles
Vehicle Selection: Select optimal vehicles for sports travel
- Specifications: Luxury seating, WiFi, power outlets, restrooms, luggage capacity
- Equipment Storage: Adequate storage for sports equipment
- ADA Compliance: Accessible vehicles as required
- Fuel Efficiency: Balance comfort with fuel economy
- Manufacturer Selection: Prevost, MCI, Van Hool, Setra, or other premium manufacturers
Purchase vs. Lease: Determine optimal financing structure
- Purchase: Own vehicles outright or via financing
- Lease: Operating leases to preserve capital
- Lease-to-Own: Hybrid financing arrangements
- Debt Financing: Secure favorable debt terms (70% LTV, 10-year terms as indicated in financial projections)
Fleet Management System: Implement comprehensive fleet management technology
- Vehicle tracking and telematics (GPS, diagnostics)
- Maintenance management
- Driver assignment and scheduling
- Fuel management
- Compliance tracking
- Financial management and P&L by vehicle

3. Logistics & Operations

Travel Scheduling: Coordinate all team travel across 12 sports and 200+ teams
Trip Planning: Optimize travel routes and schedules
- Departure Times: Coordinate with game schedules (typically travel day before games)
- Route Optimization: Most efficient routes balancing time and cost
- Rest Stops: Plan driver rest breaks per DOT regulations
- Overnight Trips: Hotel coordination for multi-day trips
- Return Travel: Post-game departure timing
Multi-Sport Coordination: Manage different travel needs by sport
- Equipment Requirements: Different sports have vastly different equipment needs
- Roster Sizes: Teams range from 15-30+ players plus coaches and staff
- Travel Frequency: Some sports travel weekly, others less frequently
- Distance Patterns: Regional vs. cross-country travel by sport and schedule
Youth Integration: Coordinate U17-U23 youth team travel with professional teams
- Combined Travel: Youth teams travel with or immediately before/after pro teams
- Cost Allocation: Fair allocation of costs between pro and youth programs
- Supervision: Ensure proper supervision and safety for minors
Equipment Logistics: Specialized equipment transportation
- Pre-Positioning: Send equipment ahead for some sports
- Equipment Trucks: Dedicated vehicles for bulky equipment (hockey, baseball, etc.)
- Security: Protect valuable equipment during transport
Real-Time Operations: 24/7 operations center managing active trips
- Live Tracking: Monitor all vehicles in real-time
- Issue Resolution: Respond immediately to breakdowns, delays, emergencies
- Communication: Maintain contact with drivers, teams, venues
- Contingency Plans: Backup plans for vehicle failures or weather delays

4. Driver Recruitment & Management

Driver Workforce: Build and manage professional driver workforce
Driver Recruitment: Recruit qualified commercial drivers
- Year 1: 200-300 drivers
- Year 3: 600-800 drivers
- Year 6: 1,200-1,500 drivers
- Qualifications: CDL Class B (buses) or Class A (large vehicles), clean driving record, passenger endorsement
- Experience: Professional coach/bus driving experience preferred
Driver Compensation: Competitive compensation to attract and retain quality drivers
- Base Pay: Annual salary or hourly rates competitive with charter bus industry
- Mileage Pay: Additional pay per mile driven
- Per Diem: Daily allowance for overnight trips
- Benefits: Health insurance, 401k, paid time off
- Performance Bonuses: Bonuses for safety, on-time performance, customer satisfaction
Driver Training: Comprehensive training program
- Safety Training: Defensive driving, vehicle operation, emergency procedures
- Customer Service: Working with athletes, coaches, and youth
- Sports Travel Specifics: Understanding sports schedules, equipment handling
- Compliance Training: DOT regulations, hours of service, log books
- Technology Training: Fleet management systems, GPS, communication tools
Driver Scheduling: Optimize driver schedules and assignments
- Hours of Service: Comply with DOT hours of service regulations (11 hours driving, 14 hours on-duty)
- Home Time: Ensure drivers get adequate home time
- Route Preferences: Consider driver preferences where possible
- Team Assignments: Assign drivers to regular teams for consistency
Driver Performance: Monitor and improve driver performance
- Safety Metrics: Accidents, incidents, violations, vehicle condition
- On-Time Performance: Pickup and delivery timeliness
- Customer Satisfaction: Feedback from teams and passengers
- Fuel Efficiency: Monitor driving behaviors that impact fuel costs
- Compliance: Hours of service compliance, inspections

5. Safety & Compliance

Safety First: Maintain highest safety standards in all operations
DOT Compliance: Full compliance with Department of Transportation regulations
- Commercial Vehicle Regulations: Federal Motor Carrier Safety Regulations (FMCSR)
- Hours of Service: Electronic logging devices (ELDs) and HOS compliance
- Vehicle Inspections: Pre-trip and post-trip inspections, annual inspections
- Drug & Alcohol Testing: DOT-required testing program for all drivers
- Driver Qualification Files: Maintain complete DQ files for all drivers
- Safety Ratings: Maintain Satisfactory or better DOT safety rating
State Compliance: Comply with state-specific transportation regulations
- Operating Authority: Interstate and intrastate operating authority in all 50 states
- Registration: Vehicle registration and licensing in all operating states
- Insurance Requirements: Meet state-specific insurance minimums
- Permits: Special permits for oversized vehicles or specific routes
Vehicle Safety: Comprehensive vehicle safety program
- Preventive Maintenance: Scheduled maintenance per manufacturer recommendations
- Safety Inspections: Regular safety inspections beyond DOT requirements
- Recalls & Service Bulletins: Monitor and address all vehicle recalls
- Safety Equipment: First aid kits, fire extinguishers, emergency exits, safety equipment
- Telematics: Monitor vehicle systems and driver behavior for safety
Youth Safety: Additional safety measures for youth passengers
- Background Checks: All drivers undergo comprehensive background checks
- Youth Protection Training: SafeSport training for drivers transporting youth
- Supervision Requirements: Ensure proper coach/chaperone supervision
- Emergency Protocols: Specific protocols for emergencies involving minors
Emergency Response: Comprehensive emergency response plans
- Accident Procedures: Clear procedures for accidents and incidents
- 24/7 Emergency Line: Hotline for emergencies and urgent issues
- Crisis Management: Plans for major incidents or disasters
- Insurance Claims: Efficient claims management and investigation

6. Maintenance & Facility Operations

Maintenance Strategy: Preventive maintenance program maximizing uptime
Maintenance Facilities: Network of maintenance facilities
- Regional Hubs: 4 major maintenance facilities (one per region)
- Satellite Locations: Additional service locations for minor repairs and cleaning
- Partner Network: Relationships with authorized service centers nationwide
Maintenance Program: Comprehensive maintenance schedule
- Daily Inspections: Pre-trip and post-trip vehicle inspections by drivers
- Weekly Service: Weekly cleaning and basic maintenance
- Mileage-Based Service: Service intervals per manufacturer specs (e.g., oil changes every 15,000 miles)
- Annual Inspections: DOT annual inspection and certification
- Seasonal Preparation: Winter/summer preparation (tire changes, heating/cooling system checks)
Maintenance Team: Skilled technicians maintaining fleet
- ASE Certified Technicians: Certified mechanics for complex repairs
- Service Technicians: General maintenance and repairs
- Detailing Staff: Vehicle cleaning and appearance
- Parts Management: Inventory management for common parts
Fleet Uptime: Maximize vehicle availability
- Target: 95%+ Fleet Availability: Vehicles available for scheduled trips
- Minimize Downtime: Efficient repairs and preventive maintenance
- Backup Fleet: Reserve vehicles for coverage during maintenance
- Mobile Service: Mobile maintenance units for roadside repairs

7. Financial Management & P&L

P&L Ownership: Full P&L responsibility for transportation operations
Revenue Management: Optimize revenue from multiple sources
- League Transportation: Professional and youth team contracts
- Charter Services: External charter revenue
- Ancillary Revenue: Fuel surcharges, waiting time fees, cancellation fees
- Dynamic Pricing: Price optimization based on demand, distance, seasonality
Cost Management: Control and optimize operating costs
- Fuel Costs: Major cost driver—implement fuel hedging, efficiency programs
- Driver Costs: Labor costs (wages, benefits, overtime)
- Maintenance Costs: Preventive maintenance, repairs, parts
- Insurance: Vehicle insurance, liability insurance, cargo insurance
- Financing Costs: Debt service on fleet financing
- Facilities: Maintenance facilities, parking, offices
- Technology: Fleet management systems, dispatch software, telematics
- Administration: Back-office support, management overhead
Financial Targets:
- Year 1 Revenue: $100M+ from league transportation
- Year 6 Revenue: $570M+ from all transportation services
- Operating Margin: 15-25% EBITDA margin target
- ROI: Positive return on $400M+ fleet investment
Budgeting & Forecasting: Annual budgets and quarterly forecasts
Financial Reporting: Monthly P&L and KPI reporting to CFO and board

8. Technology & Innovation

Fleet Management Technology: Implement cutting-edge fleet technology
Core Systems:
- GPS/Telematics: Real-time vehicle tracking, diagnostics, driver behavior monitoring
- Dispatch Software: Optimize trip assignment, scheduling, routing
- Maintenance Management: Track maintenance schedules, work orders, parts inventory
- ELD (Electronic Logging Devices): Hours of service tracking and compliance
- Fuel Management: Fuel card programs, consumption tracking, theft prevention
- Driver App: Mobile app for drivers (assignments, logs, communication)
- Customer Portal: Portal for teams to book, track, and manage transportation
Data & Analytics: Use data to drive operational improvements
- Route Optimization: Analyze historical data to optimize future routes
- Predictive Maintenance: Use vehicle data to predict maintenance needs
- Utilization Analysis: Maximize fleet utilization and minimize deadhead miles
- Cost Per Mile: Track and reduce total cost per mile
- Performance Dashboards: Real-time dashboards for operations team
Innovation: Stay ahead of transportation technology trends
- Alternative Fuels: Evaluate electric, hydrogen, or alternative fuel vehicles
- Autonomous Vehicles: Monitor autonomous vehicle technology (future consideration)
- Passenger Experience: Technology enhancing passenger experience (WiFi, entertainment, charging)

9. Revenue Optimization & Charter Services

Charter Business: Build profitable charter services business
Target Markets: External charter revenue opportunities
- Schools & Universities: Athletic teams, band, school groups
- Youth Sports: Club teams, tournaments, showcases
- Corporate: Corporate events, employee transportation, conventions
- Entertainment: Concert tours, entertainment industry travel
- Government: Government agency transportation needs
- Special Events: Weddings, bachelor/bachelorette parties, wine tours
Pricing Strategy: Competitive pricing that maximizes revenue
- Market Research: Understand competitive pricing in each market
- Dynamic Pricing: Adjust prices based on demand, day of week, season
- Package Deals: Multi-trip or seasonal packages
- Long-Term Contracts: Annual agreements with corporate or school clients
Sales & Marketing: Drive charter bookings
- Sales Team: Dedicated charter sales team
- Marketing: Digital marketing, partnerships, referrals
- Booking Platform: Easy online booking and quotes
- Customer Service: Exceptional service to drive repeat business
Capacity Management: Balance league needs with charter opportunities
- Priority System: League travel gets priority, charter fills available capacity
- Off-Season: Maximize charter revenue during league off-season (May-August)
- Regional Differences: Some regions may have more charter opportunities

10. Sustainability & Environmental Impact

Environmental Strategy: Minimize environmental impact of operations
Fuel Efficiency: Maximize fuel efficiency
- Driver Training: Eco-driving training to reduce fuel consumption
- Route Optimization: Minimize total miles driven
- Vehicle Selection: Choose fuel-efficient vehicles
- Maintenance: Well-maintained vehicles run more efficiently
- Idle Reduction: Minimize vehicle idling
Alternative Fuels: Evaluate alternative fuel vehicles
- Electric Buses: Feasibility of electric motor coaches
- Hydrogen Fuel Cells: Emerging hydrogen bus technology
- Renewable Diesel: Drop-in renewable diesel fuel
- Compressed Natural Gas (CNG): CNG-powered vehicles
Carbon Offsetting: Carbon offset programs to neutralize emissions
Sustainability Reporting: Track and report environmental metrics
- Miles per gallon
- Total carbon emissions
- Alternative fuel usage
- Waste reduction

11. Customer Experience & Service Quality

Service Excellence: Deliver exceptional transportation experience
Service Standards: Establish high service standards
- On-Time Performance: 99%+ on-time pickup and delivery
- Vehicle Cleanliness: Spotless vehicles for every trip
- Driver Professionalism: Courteous, professional, helpful drivers
- Communication: Proactive communication about schedule changes or issues
- Safety: Passengers feel safe and secure at all times
Customer Feedback: Continuous feedback and improvement
- Post-Trip Surveys: Survey passengers after each trip
- NPS (Net Promoter Score): Track customer satisfaction
- Complaint Resolution: Fast resolution of issues or complaints
- Customer Advisory Board: Regular input from key customers
Amenities: Best-in-class passenger amenities
- Comfortable Seating: Luxury reclining seats with legroom
- WiFi: High-speed internet connectivity
- Power Outlets: USB and AC power at every seat
- Restrooms: Clean, well-maintained restrooms
- Entertainment: Optional video entertainment systems
- Refreshments: Water, snacks (for longer trips)
- Temperature Control: Individual climate controls where possible

12. Risk Management & Insurance

Risk Management: Comprehensive risk management program
Insurance Program: Adequate insurance coverage for all operations
- Auto Liability: High limits for vehicle accidents (minimum $5M, potentially $10M+)
- Physical Damage: Coverage for fleet damage or total loss
- Cargo Insurance: Coverage for team equipment and personal property
- Workers Compensation: Coverage for driver injuries
- General Liability: Coverage for passenger injuries or claims
- Umbrella/Excess: Excess liability coverage above primary policies
Claims Management: Efficient claims management and accident investigation
Loss Prevention: Programs to reduce accidents and claims
- Driver Training: Defensive driving and safety training
- Vehicle Safety: Regular maintenance and safety inspections
- Telematics: Monitor driver behavior and intervene on risky behaviors
- Safety Incentives: Reward drivers for accident-free periods

13. Vendor & Partner Management

Strategic Partnerships: Build partnerships with key vendors
Key Partners:
- Vehicle Manufacturers: Prevost, MCI, Van Hool, Setra
- Dealerships: Authorized dealers for vehicle purchase and warranty service
- Fuel Suppliers: National fuel card programs, bulk fuel purchasing
- Maintenance Partners: National service networks for roadside assistance and repairs
- Insurance Brokers: Insurance program design and placement
- Technology Vendors: Fleet management systems, GPS, dispatch software
- Tire Vendors: Tire programs and roadside tire service
Vendor Management: Negotiate favorable terms and manage performance
Industry Relationships: Active in transportation industry associations
- American Bus Association (ABA)
- United Motorcoach Association (UMA)
- National School Transportation Association (if applicable)

14. Team Building & Leadership

Build Transportation Organization: Recruit and lead comprehensive transportation organization
Team Structure:
- Year 1: 50-75 administrative/management staff (plus 200-300 drivers)
- Year 3: 100-150 administrative/management staff (plus 600-800 drivers)
- Year 6: 150-200 administrative/management staff (plus 1,200-1,500 drivers)
Leadership Team:
- Director of Fleet Operations (dispatch, logistics, daily operations)
- Director of Maintenance (maintenance facilities, technicians, vehicle uptime)
- Director of Safety & Compliance (DOT compliance, safety programs, training)
- Director of Driver Operations (driver recruitment, scheduling, performance)
- Director of Charter Services (charter sales, revenue optimization)
- Director of Finance (P&L management, budgeting, financial analysis)
- Regional Operations Managers (4 regions)
Driver Workforce: 1,200-1,500 professional drivers at scale
Maintenance Team: 100-150 mechanics and technicians
Team Development: Develop high-performing team with strong safety culture

Required Qualifications

Experience:

20+ years in transportation, logistics, or fleet management
10+ years in senior transportation leadership roles (VP, Director of Transportation, General Manager)
Proven track record building and scaling transportation operations (100+ vehicles)
Experience with P&L ownership and financial management of transportation operations
Demonstrated success in fleet acquisition, operations, and maintenance

Transportation Expertise:

Deep expertise in commercial transportation operations and fleet management
Strong knowledge of DOT regulations and commercial vehicle compliance
Experience with motor coach or passenger transportation operations
Understanding of driver management, hours of service, and safety programs
Knowledge of transportation technology (GPS, telematics, fleet management systems)

Business & Financial Acumen:

Strong P&L management experience with transportation or logistics operations
Financial modeling and ROI analysis skills (build vs. buy, financing decisions)
Experience with fleet financing and debt structuring
Revenue optimization and pricing strategy experience
Cost control and operational efficiency expertise

Operations & Leadership:

Exceptional operational leadership managing large teams and complex operations
Strong project management skills for fleet acquisition and facility buildout
Proven ability to build operations from scratch (startup or new division launch)
Crisis management experience handling emergencies and operational disruptions
Data-driven decision maker who uses analytics to optimize operations

Safety & Compliance:

Deep understanding of DOT safety regulations and FMCSR
Experience maintaining excellent safety ratings and compliance records
Knowledge of risk management and insurance for transportation operations
Commitment to safety culture and zero tolerance for safety violations

Education:

Bachelor’s degree required (Transportation, Logistics, Business, Engineering, or related field)
MBA or relevant Master’s degree preferred

Preferred Qualifications

Motor Coach Industry: Previous leadership in motor coach, charter bus, or passenger transportation
Large Fleet: Managed fleet of 300+ vehicles
Sports Transportation: Experience with sports team transportation or athletic travel
Youth Transportation: Experience with school bus or youth transportation (safety protocols)
Startup/Launch: Launched new transportation operation or acquired/built fleet from scratch
Aircraft Operations: Experience with aircraft operations or charter aviation (if considering aircraft)
Alternative Fuels: Experience with electric, hydrogen, or alternative fuel vehicles
National Operations: Multi-state or nationwide transportation operations
Technology Implementation: Led implementation of fleet management technology systems
Charter Business: Experience building profitable charter services business

Success Metrics – First 18 Months

First 90 Days:

Complete transportation strategy and build vs. charter analysis
Develop detailed financial model for fleet investment and operations
Make fleet composition recommendation (buses, vehicles, potential aircraft)
Build initial transportation leadership team (8-12 core hires)
Develop fleet acquisition strategy and vendor shortlist
Design operational model and organizational structure
Create driver recruitment strategy and compensation framework
Establish safety and compliance framework
Select fleet management technology platform

Months 4-6 (Q2):

Finalize fleet acquisition plan and financing
Order/acquire initial fleet (100-150 vehicles for Year 1)
Secure maintenance facility leases or purchases (4 regional hubs)
Recruit and hire initial driver workforce (200-300 drivers)
Implement fleet management technology systems
Obtain all required operating authorities and permits
Establish insurance program
Develop operations manuals and procedures
Complete driver training programs

Months 7-12 (Q3-Q4):

Fleet Operational: All Year 1 vehicles operational and ready for season launch
On-Time Performance: Achieve 99%+ on-time performance for all scheduled trips
Driver Recruitment: Full driver workforce recruited, trained, and DOT-compliant
Safety Record: Zero major accidents or DOT violations
Cost Performance: Meet or beat cost per mile targets
Customer Satisfaction: 90%+ satisfaction scores from teams
Fleet Utilization: Achieve 70%+ fleet utilization rate
Maintenance: Maintain 95%+ fleet availability (vehicles ready when needed)
Compliance: Pass all DOT audits and inspections
Revenue: Generate $100M+ in Year 1 transportation revenue

Months 13-18 (Year 2, Q1-Q2):

Scale fleet to support 100 schools (2x growth)
Launch charter services business (initial external revenue)
Improve on-time performance to 99.5%+
Achieve 92%+ customer satisfaction
Improve fleet utilization to 75%+
Expand driver workforce to 600+ drivers
Add 100-150 vehicles to fleet
Reduce cost per mile by 5-10% through optimization
Maintain perfect safety record (zero major incidents)
Generate $200M+ in annual transportation revenue

Why This Role is Exceptional

Build From Scratch:

Greenfield opportunity to build transportation company within sports league
Freedom to design optimal fleet composition and operating model
$400M+ investment to build world-class transportation operation
No legacy systems, vehicles, or operations to constrain decisions

Unprecedented Scale:

Build one of largest motor coach fleets in the country (600-800+ vehicles)
Manage 1,200-1,500 professional drivers at scale
Coordinate 50,000+ team trips annually
Operate across all 50 states with nationwide coverage

Strategic Importance:

Transportation is critical enabler of entire league operations
Competitive advantage through owned transportation infrastructure
Revenue generator contributing $570M+ annually
Cost savings vs. charter model improves league economics

Financial Impact:

Full P&L ownership of $570M+ revenue operation
Direct impact on league profitability through cost optimization
Build business that could be worth hundreds of millions
Substantial equity upside as league grows

Innovation Opportunity:

Apply modern fleet technology to sports transportation
Pioneer integration of youth and professional team travel
Explore alternative fuel vehicles and sustainability
Create model that revolutionizes sports team transportation

Resources & Support:

$2.5B in equity capital being raised provides resources for fleet investment
$400M+ budget for fleet acquisition
Strong executive support for transportation excellence
Ability to build best-in-class operation with proper investment

Compensation & Upside:

Highly competitive compensation package ($900K total)
Significant performance bonus tied to operations and revenue ($175K target)
Substantial equity upside as league grows
Potential for advancement to COO role or spin-off transportation company leadership

Professional Growth:

Build and lead one of largest transportation operations in sports industry
Master all aspects of transportation: fleet, drivers, maintenance, safety, revenue
Position yourself as expert in sports transportation and logistics
Create operation that could become standalone business or acquisition target

Industry Impact:

Your transportation model could revolutionize sports team travel
Create new standard for professional and youth sports transportation
Prove viability of league-owned transportation as competitive advantage
Build operation others will study and emulate

Application Process

Timeline:

Applications Reviewed: Rolling basis, priority given to early applications
First Round: Virtual interviews with COO and CFO (1 hour)
Second Round: Full-day onsite with executive team including CEO, CRO, VP of League Operations
Third Round (if applicable): Meetings with board members, transportation advisors, or industry experts
Final Round: Case presentation on transportation strategy including:
- Build vs. charter recommendation with detailed financial analysis
- Fleet composition (vehicle types, quantities, specifications)
- Fleet acquisition and financing strategy
- Operating model and organizational design
- Driver recruitment and management approach
- Revenue optimization strategy for charter services
- Year 1 implementation plan and budget
- Key risks and mitigation strategies
Offer: Anticipated by Q4 2026

What to Include:

Resume highlighting transportation leadership and fleet management experience
Cover letter addressing:
- Your most significant transportation achievements (scale, cost savings, safety, innovation)
- Your experience with fleet acquisition and operations
- Your perspective on build vs. charter decision for this application
- Your approach to building transportation operation from scratch
- Why you’re passionate about this opportunity
3-5 professional references from transportation or logistics roles (please do not contact without permission)
Optional: Brief POV (2-3 pages) on transportation strategy, fleet recommendations, or build vs. charter analysis

Confidentiality: Please indicate in your cover letter if you require discretion during the interview process.

Equal Opportunity Employer

We are committed to building a diverse and inclusive organization that reflects the communities we serve. We are an equal opportunity employer and do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, national origin, disability, veteran status, or any other legally protected characteristic.

This is a once-in-a-career opportunity to build a revolutionary sports transportation operation. Let’s create something extraordinary together.