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Role Description

This role is designed for a high-performing sales professional who thrives in complex, high-stakes environments. You will own the full sales cycle for large-scale, multi-day enterprise events, guiding clients through operationally complex transportation solutions with confidence and precision.

• Lead the full enterprise sales cycle, including prospecting, RFP responses, MSA negotiations, and contract execution for large, complex events.
• Partner with Operations to design and validate transportation programs, including scheduling, routing, parking, staging, rider flow, and on-site logistics.
• Build and maintain strong relationships with stakeholders across procurement, operations, and executive leadership.
• Manage enterprise accounts to ensure customer satisfaction, retention, and expansion, driving revenue growth through upselling and cross-selling.
• Monitor trends and developments in large-scale events, public-sector transportation, and enterprise shuttle programs, providing actionable market insights.
• Serve as a trusted advisor, guiding clients through operational complexities while ensuring solutions are feasible and reliable.
• Prepare and deliver strategic presentations and proposals tailored to client goals and operational needs.

Qualifications

• 5+ years of proven experience in enterprise sales, preferably within transportation or event logistics.
• Demonstrated success managing complex sales cycles, including RFP responses, multi-day programs, and high-value contracts ($250K+ ARR).
• Strong ability to develop relationships, negotiate effectively, and close long sales cycle deals.
• Knowledge of large-scale transportation, event logistics, and operational planning.
• Excellent communication, presentation, and strategic thinking skills.
• Proven track record of achieving or exceeding sales quotas and expanding enterprise accounts.
• Entrepreneurial mindset with the ability to identify and pursue new growth opportunities in dynamic environments.
• Ability to collaborate effectively with cross-functional teams to deliver seamless client solutions.
• Experience with Salesforce or similar CRM platforms and familiarity with enterprise account management best practices.

Benefits

• Competitive base salary: $110,000 – $200,000 USD, plus performance-based commission.
• Remote-first flexibility, with U.S. employees able to work from approved states.
• Comprehensive health coverage, including medical, dental, vision, and mental health support.
• Paid time off: 15 PTO days (increasing to 20 after 2 years) + 8 paid holidays.
• Company-paid life, short-term, and long-term disability insurance.
• Performance-driven, collaborative culture with opportunities for professional growth.
• Tech and equipment support, including choice of Mac or PC plus monitor, keyboard, and mouse.
• Referral bonuses and long-term financial planning support (U.S.: 401(k) plan).