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Director of Supply & Compliance Operations

Remote, US

About CharterUP. CharterUP is transforming the $30 billion group transportation industry with cutting-edge technology and innovative SaaS software, delivering an industry-leading experience for both customers and operators. Trusted by most Fortune 500 companies, our platform connects users to thousands of charter bus and minibus operators nationwide. In just 60 seconds, customers can access real-time availability, transparent pricing, and detailed vehicle options—whether organizing a corporate event, a company shuttle, or a wedding. By streamlining what was once a fragmented and stressful process, CharterUP brings transparency, accountability, and efficiency to an industry overdue for innovation

With CharterUP, group transportation is no longer a hassle but an elevated, reliable experience. Join us as we lead the future of group travel.

Why Join Us

  • Innovative Impact: Be part of the team that's revolutionizing group travel, setting new standards in an industry overdue for change.
  • Growth Opportunities: As a hyper growth company and one of the fastest-growing companies recognized by Inc., there’s no better time to join our dynamic, growth-stage organization.
  • Driven Team: Collaborate with some of the most driven minds in tech, all while working in a remote-first environment with a tech hub in Austin, TX.
  • Funding and Stability: Our $60 million Series A funding was just the start—we’re poised for even greater expansion, and you can be part of this exciting journey. CharterUp has achieved this growth profitability and efficiently, ensuring long-term stability.

About the Role

Title: Director of Supply & Compliance Operations

Reports to: VP of Service Operations

Location: Remote

CharterUP is seeking a strategic, data driven, operations-minded leader to serve as our Director of Supply & Compliance Operations —a critical position overseeing the execution and performance of our Charter Supply Operations and Compliance function. Reporting directly to the VP of Service Operations, this Director will lead the day-to-day operations across CharterUP’s Charter Operations, managing a distributed team and ensuring operational excellence, team performance, and high customer satisfaction.

This Director will provide strategic and tactical leadership and play a hands-on role in shaping delivery standards, improving team capability, and driving accountability across the function. The ideal candidate thrives in complex, fast-moving environments and knows how to balance executive vendor management with team leadership and operational rigor.

What You’ll Do

  • Team Leadership: Lead a team of managers and supply specialists.  Ensure vendor assignments are accurate, in line with established company processes, and at expected margins. 
  • Performance Management: Set expectations and track performance against company KPIs specific to productivity, efficiency, and response SLAs. Hold the team accountable and drive improvements on KPI attainment. 
  • Process Improvement and Automation: Identify and execute strategies for improving operational efficiency and margin attainment, including exploration of new tooling  and processes. Lead efforts to automate manual tasks. 
  • Margin Growth: Build regions specific margin strategies through cross-functional collaboration across Service Operations and Data Science with a goal of maximizing margin attainment and minimizing supply deficits. 
  • Supply Accuracy: Design and implement a program to monitor supply availability and accuracy ensuring reliable provider capacity at wholesale costs.
  • Reduce Service Failures: Drive initiatives focused on reducing failure rates through data analysis, performance management and process improvement. 
  • Compliance Oversight: Provide senior leadership to the compliance function to ensure vendor adherence to company policies, contractual obligations, and operational standards thereby improving physical service delivery. 
  • Pricing Integrity: Strengthen pricing integrity controls to ensure vendor pricing aligns with market standards for wholesale rates.
  • Data Analytics: Design, implement and lead cross-functional data initiatives to improve operational controls and oversight within a contact center operation, enhancing visibility, real-time reporting and proactive issue identification. Oversee analytical projects focused on margin growth, operational efficiency, and supply accuracy.

What You’ll Bring

  • 8+ years of experience in operations, service delivery and logistics—ideally within transportation, freight, or field service environments.  
  • Proven success managing large teams and frontline leaders in high-volume, high-stakes environments.
  • Proficient in compiling, visualizing, and analyzing data in tools such as Google sheets, Excel, Tableau. Demonstrated ability to use data to drive efficiency and inform strategy. 
  • Strong vendor-facing communication and escalation management skills; executive presence is a must.
  • Ability to handle ambiguity, make decisions under pressure, and balance short-term problem-solving with long-term process improvements.
  • Highly organized, with a data-driven approach to managing team performance and operation health.

Recruiting Process

  • Step 1 - Video call: Talent Acquisition interview
  • Step 2 - Scenario-based project
  • Step 3 - Video call: Hiring Manager interview
  • Step 4 - Video call: Team Interview
  • Step 5 - Offer & reference check
  • Welcome aboard!

Compensation:

$130,000 - $140,000 USD

Global Benefits & Perks at CharterUP

We believe great people can live anywhere—and they deserve great benefits, too. While offerings may vary slightly by location, we prioritize hiring near our hubs in Austin, Atlanta, Miami, and Denver as we grow our global team.

  • Remote-First Flexibility: Work from anywhere we hire, with built-in flexibility. U.S.-based employees may reside in any of our 19 approved states.
  • Comprehensive Health & Wellness: Medical, dental, and vision insurance, mental health support, virtual care, gym discounts, and family-building benefits. In the U.S., we cover 100% of premiums for employees. International benefits align with local standards.
  • Time Off to Recharge: Paid time off so you can truly unplug. U.S.: 15 PTO days (increasing to 20 after 2 years) + 8 paid holidays. International policies vary by country.
  • Financial Peace of Mind: Company-paid life, short-term, and long-term disability insurance where available.
  • Performance-Driven Culture: Join a fast-moving, ambitious, and collaborative team that wins together.
  • Referral Rewards: Earn bonuses for bringing top talent to the team.
  • Planning for the Future: Long-term financial planning support. U.S.: 401(k) plan. International: region-specific savings programs where applicable.
  • Top-Tier Tech: Choose a Mac or PC, plus monitor, keyboard, and mouse to hit the ground running.

CharterUP is an Equal Opportunity Employer. We are committed to creating an inclusive, accessible, and respectful workplace. We consider all qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity or expression, age, national origin, ancestry, disability, medical condition, marital status, veteran status, or any other protected characteristic in accordance with applicable federal, state, and local laws in the United States and Canada. If you require accommodation during the recruitment process, please let us know.

Hiring Locations: CharterUP U.S.-based candidates and employees must reside in one of the following states: Arizona, California, Colorado, Florida, Georgia, Hawaii, Mississippi, Missouri, North Carolina, New Hampshire, Nevada, New York, Oklahoma, South Dakota, Tennessee, Texas, Utah, Washington, and Wyoming.

We hire in the U.S. and Canada and are actively expanding our global footprint.

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