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CharterUP · 1 day ago

Enterprise Events Account Executive

United States

Full-time

Remote

Senior Level

5+ years exp

CharterUP is transforming the group transportation industry with innovative SaaS software. The Enterprise Events Account Executive will own the full sales cycle for large, complex opportunities, ensuring operational credibility and managing relationships with senior stakeholders.

MarketplaceTransportationTravel

Growth Opportunities

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

Qualification

Enterprise sales experienceManaging complex sales cyclesRFP negotiationBuilding relationshipsOperational credibilityCommunication skillsStrategic thinkingEntrepreneurial mindsetPresentation skills

Required

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

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

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.