Enterprise Events Account Executive [Remote]

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: Enterprise Events Account Executive

Reports to: Vice President of Sales, Events

Location: Remote 

CharterUP is seeking an Enterprise Events Account Executive, you will own the full sales cycle for large, complex opportunities, including multi-day events and recurring programs that often span 30+ days. You will work with senior stakeholders, navigate RFPs and procurement processes, and partner closely with Operations to design event transportation programs that are both commercially attractive and operationally sound. This is not a transactional role. Success depends on your ability to act as a trusted advisor translating complex customer needs into realistic transportation solutions and ensuring CharterUP is positioned to deliver.

Our Enterprise events and large-scale transportation programs are high-stakes, operationally complex, and highly visible. Customers aren’t just buying transportation and technology, they’re buying confidence that the entire solution will work flawlessly. The Enterprise Events Account Executive plays the most critical role in winning and expanding enterprise business across events, government, education, and institutional organizations, where operational credibility is as important as sales execution. This role requires someone who can effectively quarterback an enterprise sales process, but as importantly, someone who understands how group transportation, specifically related to large event execution, works seamlessly, and can guide customers through complexity with confidence.

What You’ll Do

Own Complex Enterprise Deals

• Lead the full sales cycle from prospecting through close, including RFP responses, MSA negotiations, and long-term contracts

• Lead outbound and inbound sales efforts across a diverse set of verticals, including sports and live events, municipalities, K–12 and higher education, travel and destination management, and large enterprise accounts.

• Close high-value contracts ($250K+ ARR) where transportation is mission-critical

• Sell with Operational Credibility

• Serve as a subject-matter expert on group transportation logistics

• Partner with Operations to design and validate solutions involving:

  • Scheduling and routing
  • Parking and staging
  • Rider flow and on-site logistics
  • Multi-day and large-scale event coordination
  • Set clear expectations with customers and ensure smooth handoff post-sale

Build & Expand Enterprise Relationships

• Develop targeted outbound strategies within enterprise events and institutional verticals
• Build relationships across procurement, operations, and executive leadership
• Expand revenue within existing accounts through account management and expansion

Stay Close to the Market

• Monitor trends across large-scale events, public-sector transportation, and enterprise shuttle programs
• Share market feedback with leadership to inform product, pricing, and operational strategy

What You’ll Bring

• 5+ years of proven experience in enterprise sales, preferably within transportation.
• Demonstrated success in managing complex sales cycles, including MSA negotiations and RFPs. 
• Proven ability to manage long sales cycles and close deals with a value of $500k+ in annual revenue.
• Strong ability to build relationships, negotiate, and close high-value, long sales cycle deals. 
• Excellent communication, presentation, and strategic thinking skills.
• Entrepreneurial mindset with the ability to identify and pursue growth opportunities in dynamic environments.

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 $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 - Video call: Team interviews
• Step 4- Sales Presentation
• Step 5 - Offer & Background Check
• Welcome aboard!

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.