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Director of Operations & Vendor Compliance

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 Operations & Vendor Compliance

Reports to: VP of Service Operations

Location: Remote

CharterUP is seeking a data-driven, execution-focused operations leader to serve as our Director of Operations and Vendor Compliance a critical role that will act as an extension of the VP of Service Operations. This leader will balance strategy with hands-on execution, independently analyzing data, building reporting in Tableau, and ensuring managers and teams execute consistently against KPIs. They will drive operational excellence, improve team capability, and free executive leadership to focus on enterprise priorities.

The ideal candidate thrives in complex, fast-moving environments, knows how to dig into data and insights directly, and can hold managers accountable while also shaping long-term strategy.

What You’ll Do

Data & Analytics Leadership

  • Own the compilation, analysis, and visualization of operational data building Tableau dashboards and reporting frameworks to identify opportunities, monitor KPIs, and support executive decision making.
  • Deliver actionable insights to executive leadership, ensuring data informs daily execution and long-term strategy.
  • Advanced ability to manipulate, clean, and interpret large datasets; experience with BI tools (Tableau, Looker, Power BI) and proficiency in SQL or other query languages strongly preferred. Must be able to build dashboards and explain analytical reasoning in detail.

Operational Execution & VP Enablement

  • Serve as the VP’s operational extension—taking tactical execution and operational oversight off their plate.
  • Drive cross-functional priorities with discipline, ensuring initiatives are executed with rigor and leadership bandwidth is preserved.

Team Leadership & Manager Accountability

  • Lead a distributed team of managers and supply specialists, ensuring leaders under you are aligned, supported, and held accountable.
  • Set clear expectations, track performance, and consistently drive improvement against KPIs for productivity, efficiency, and SLA attainment.

Performance & Process Improvement

  • Identify and execute strategies to improve operational efficiency and margin attainment, including new tools, automation, and process redesign.
  • Drive initiatives focused on reducing service failures and improving provider capacity through rigorous data analysis and continuous improvement.

Margin Growth & Pricing Integrity

  • Build region-specific margin strategies through cross-functional collaboration with Service Operations and Data Science.
  • Strengthen pricing integrity controls to ensure vendor pricing aligns with market standards and supports wholesale margins.

Compliance Oversight

  • Provide senior leadership to the compliance function, ensuring vendor adherence to company policies, contractual obligations, and operational standards.
  • Oversee programs to strengthen delivery reliability and risk management.

What You’ll Bring

  • 8+ years of experience leading operations in high-volume service delivery, dispatching or contact center environments ideally within transportation, mobility, or other complex service industries where compliance, customer satisfaction, and vendor management are critical. The ideal candidate will have worked in vendor management in a 2 sided marketplace.
  • Proven success managing frontline leaders and large teams in high-volume, high-stakes environments.
  • Advanced ability to compile, analyze, and visualize data using Tableau, Excel, and Google Sheets—capable of building dashboards and reporting independently without reliance on a dedicated analyst.
  • Strong track record of driving manager performance and holding teams accountable to KPIs.
  • Ability to balance strategic vision with tactical execution, rolling up sleeves when needed to solve problems, build processes, and drive results.
  • Vendor-facing communication and escalation management skills with executive presence.
  • Highly organized, data-driven, and comfortable making decisions under pressure while managing both short-term problem-solving and long-term process improvements.

Recruiting Process

  • Step 1 - Video call: Talent Acquisition interview
  • Step 2 - Video call: Hiring Manager interview
  • Step 3 - Video call: Team Interview
  • Step 4- Final Presentation 
  • Step 5 - Offer & background check
  • Welcome aboard!

Salary

$130,000 - $150,000 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. CharterUP is committed to providing reasonable accommodations during the hiring process. If you need assistance or an accommodation, please contact your recruiter.

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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