Account Executive, Enterprise Events

CharterUP; United States; On-site; USD 100,000 - 150,000; Full time

Benefits offered by this job

Remote-First Flexibility

Comprehensive Health & Wellness

Paid Time Off

Company-paid disability insurance

Performance-driven culture

Job summary

A leading transportation & logistics company is seeking an Enterprise Events Account Executive to drive sales for large, complex events. This role requires extensive experience in enterprise sales, managing complex cycles, and ensuring customer satisfaction. You will lead the sales process from prospecting to closing while collaborating with operations to create effective transportation solutions. The position is remote with flexible opportunities for U.S.-based candidates.

Qualifications

• 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.

Responsibilities

• Lead the full sales cycle from prospecting through close, including RFP responses, MSA negotiations, and long-term contracts.
• Close high-value contracts ($250K+ ARR) where transportation is mission-critical.
• Partner with Operations to design and validate solutions involving scheduling and logistics.

Skills

Enterprise sales experience

Relationship building

Negotiation skills

Communication skills

Strategic thinking

Job description

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 customers and operators. Trusted by Fortune 500 companies, our platform connects users to thousands of charter bus and minibus operators nationwide. In 60 seconds, customers access real-time availability, transparent pricing, and detailed vehicle options for events such as corporate events, shuttles, or weddings. CharterUP brings transparency, accountability, and efficiency to an industry overdue for innovation. Join us as we lead the future of group travel.

Why Join Us

• Innovative Impact: Be part of the team revolutionizing group travel and setting new standards.
• Growth Opportunities: A hyper-growth company recognized by Inc.; a dynamic, growth-stage organization.
• Driven Team: Collaborate with driven tech minds in a remote-first environment with a tech hub in Austin, TX.
• Funding and Stability: Our $60M Series A funding supports continued expansion and long-term stability.

The Role

Title: Enterprise Events Account Executive

Reports to: Vice President of Sales, Events

Location: Remote

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

The 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. This role requires quarterbacking an enterprise sales process and understanding how group transportation, especially for large event execution, works seamlessly to guide customers through complexity.

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 across 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 coordination, and set clear expectations with customers with a 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 and quota attainment.
• 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

We believe great people can live anywhere—and they deserve great benefits, too. Offerings may vary by location, with hub focus 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; 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 (15 PTO days, increasing to 20 after 2 years) + 8 paid holidays in the U.S. International policies vary by country.
• Financial Peace of Mind: Company-paid life, short-term, and long-term disability insurance where available.
• Performance-Driven Culture: Fast-moving, ambitious, and collaborative team that wins together.
• Referral Rewards: Bonuses for bringing top talent to the team.
• Planning for the Future: Long-term financial planning support. 401(k) in the U.S.; region-specific plans internationally where applicable.
• Top-Tier Tech: Mac or PC with monitor, keyboard, and mouse.

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, disability, medical condition, marital status, veteran status, or any other protected characteristic in accordance with applicable laws. If you require accommodation during recruitment, 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.