Enterprise Events Account Executive

CharterUP

1d • Remote

About The Position

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.

Requirements

• 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.

Nice To Haves

• 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.

Responsibilities

• 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

Benefits

• 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.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed
• Number of Employees: 101-250 employees