Chief Revenue Officer

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: Chief Revenue Officer

Reports to: Chief Executive Officer

Location: Remote, US

The Chief Revenue Officer (CRO) will connect and lead CharterUP’s multiple revenue engines -  Marketplace, Shuttles, Events, and Student Transportation - under one cohesive go-to-market model.  This leader will own the company’s revenue number, drive operational rigor across sales and RevOps, and build a data-driven system for predictable, profitable, and repeatable growth.  This is a hands-on operating role for a commercially oriented executive who thrives in complexity, scales through systems and accountability, and delivers results through retention, expansion, and customer lifetime value.

What You’ll Do

• Unify all sales and revenue teams under a single, performance-driven GTM strategy.
• Drive measurable results through retention, renewals, and expansion across every business line.
• Establish commercial discipline through rigorous forecasting, pricing strategy, and RevOps excellence.
• Lead the evolution from transactional selling to programmatic, embedded customer partnerships.
• Expand CharterUP’s footprint in K–12 school districts and public universities through credibility in procurement, compliance, and performance delivery.
• Broaden our shuttle programs beyond industrial clients into corporate, campus, and airport verticals.
• Deepen enterprise and event partnerships to build long-term, multi-line relationships.
• Develop and coach a high-performing commercial leadership team focused on conversion, margin, and profitability.
• Partner cross-functionally with Marketing, Operations, and Product to execute integrated growth strategies.

What You’ll Bring

• 15+ years of progressive commercial leadership, including 5+ years in a CRO or senior revenue role.
• Proven success scaling revenue with strong profitability and operational control.
• Deep operational instincts - builds process, discipline, and accountability to make growth predictable.
• Demonstrated success driving renewals and expansion in complex enterprise or public-sector markets.
• Direct experience selling into K-12 school districts and/or public university procurement cycles.
• Expertise leading across multi-vertical, high-complexity GTM models (Marketplace, Enterprise, and Public Sector).
• Comfort operating in resource-efficient, high-expectation environments.
• Executive presence and institutional credibility to open new doors and elevate CharterUP’s standing in the market.

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.