[Hiring] Account Executive, Enterprise Events @CharterUP

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!

Salary

$110k - $200k USD