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.
Compensation
- Competitive base salary and commission target: $150-190k OTE
- Comprehensive benefits package, including fully subsidized medical coverage for the employee
- 401(k) plan
About the Role
As an Enterprise Account Executive, Events at CharterUP, you will play a critical role in supporting Enterprise Sales by driving new business and expanding our footprint within key verticals such as travel, events, government, and education/K-12 organizations. You will be responsible for developing and executing outbound sales strategies to acquire and grow enterprise-level accounts. This role involves navigating long sales cycles, working with key decision-makers, and collaborating closely with the senior leadership team to ensure your efforts align with CharterUP’s overarching growth goals.
With a focus on targeting large organizations that book recurring trips for 30 days or more, your success will directly impact CharterUP’s ambitious growth targets, driving revenue within the enterprise shuttle vertical. If you’re looking to work in a fast-paced, entrepreneurial environment with a focus on team collaboration and customer-centric solutions, this is the role for you.
What You’ll Do
- Prospecting & New Business Development: Source and build relationships with key decision makers in target verticals, positioning CharterUP as the trusted provider for group transportation services
- Sales Strategy & Execution:Design and implement strategic outbound sales motions tailored to enterprise-level clients across key sectors (e.g., events, transportation, government, K-12). Ensure seamless navigation through procurement processes to secure approved vendor status while working closely with the VP of Enterprise Sales to align on growth initiatives and maximize new business opportunities.
- Manage the Sales Cycle: Own the full sales cycle from lead generation to closing, navigating complex procurement processes, including RFP submissions, and securing long-term contracts with key clients.
- Account Management: Manage complex sales cycles by proactively pursuing and securing MSAs with large entities—such as school districts, universities, travel agencies, destination management company (DMC), event and conferences—that have significant annual spend. Navigate RFP submissions and MSA negotiations to ensure high success rates and alignment with organizational goals.
- Collaboration & Support: Work closely with the account management and operations teams to ensure smooth handoffs and deliver exceptional service to new clients post-sale.
- Account Expansion: Proactively grow revenue within your portfolio by cross-selling additional services and identifying opportunities for increasing wallet share.
- Relationship Building: Establish and nurture strong relationships with key decision-makers across multiple organizational levels, driving consistent adoption of our platform.
- Technology Expertise: Master our cutting-edge platform to demonstrate its capabilities to prospects, positioning CharterUP as an innovative, scalable solution for their transportation needs.
- Market Research: Stay informed about the latest trends and market shifts within target industries, providing valuable insights to help shape CharterUP’s offerings.
What You’ll Bring
- 5+ years of proven experience in enterprise sales, preferably within transportation, travel or event industries.
- Demonstrated success in managing complex sales cycles, including MSA negotiations and RFP negotiations when needed.
- Proven ability to manage long sales cycles and close deals with a value of $250k+ in annual revenue.
- Strong ability to build relationships, negotiate, and close high-value deals.
- Excellent communication, presentation, and strategic thinking skills.
- Entrepreneurial mindset with the ability to identify and pursue growth opportunities in dynamic environments.
- Experience working with and training clients on technology platforms to enhance engagement and usage.
Preferred Qualifications
- Top-quartile performance in previous sales roles, with strong conversion rates, quota attainment, and output.
- Proven ability to multi-thread through organizations to expand relationships and account footprint.
- Experience managing up to $1M+ accounts with demonstrated revenue growth and retention success.
Recruiting Process
- Step 1 - Video call: Talent Acquisition interview
- Step 2 - Video call: Hiring Manager interview
- Step 3 - Sales Presentation
- Step 4 - Offer & background check
- Welcome aboard!
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.
Top Skills
What We Do
CharterUP is the world’s largest bus‑booking platform—an AI‑powered marketplace and operating system for group transit. We let organizations book vehicles in minutes with instant pricing, real‑time availability, and transparent operator selection across a vetted network of 500+ operators and 6,000+ vehicles in all 50 states and Canada. Customers manage trips end‑to‑end with Rider and Driver apps for live tracking, seat reservations, passenger management, and automated updates, and can license a white‑label solution to run ongoing shuttle programs under their own brand. From daily employee shuttles and campus routes to major events, construction logistics, and emergency response, CharterUP pairs nationwide scale with modern software to make complex transportation simple, reliable, and auditable.
Why Work With Us
CharterUP is the world’s largest bus‑booking platform - an AI‑powered, self‑serve marketplace and OS for group transit - uniting 500+ operators and 6,000+ vehicles across the U.S. & Canada. We move fast, give you ownership of outsized problems, and deliver. Help modernize an under‑innovated industry, win big with results, and grow at startup speed.
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