Enterprise Account Executive

• Prospecting & New Business Development: Source and build relationships with key decision makers in target verticals, positioning CharterUP as the trusted provider for Enterprise group transportation services • Sales Strategy & Execution:Design and implement strategic outbound sales motions tailored to enterprise-level clients across key sectors. Ensure seamless navigation through procurement processes to secure approved vendor status while working closely with the VP of Enterprise Sales to align on growth initiatives and maximize new business opportunities. • Manage the Sales Cycle: Own the full sales cycle from lead generation to closing, navigating complex procurement processes, including RFP submissions, and securing long-term contracts with key clients. • Account Management: Manage complex sales cycles by proactively pursuing and securing MSAs with large entities that have significant annual spend. Navigate RFP submissions and MSA negotiations to ensure high success rates and alignment with organizational goals. • Collaboration & Support: Work closely with the account management and operations teams to ensure smooth handoffs and deliver exceptional service to new clients post-sale. • Account Expansion: Proactively grow revenue within your portfolio by cross-selling additional services and identifying opportunities for increasing wallet share. • Relationship Building: Establish and nurture strong relationships with key decision-makers across multiple organizational levels, driving consistent adoption of our platform. • Technology Expertise: Master our cutting-edge platform to demonstrate its capabilities to prospects, positioning CharterUP as an innovative, scalable solution for their transportation needs. • Market Research: Stay informed about the latest trends and market shifts within target industries, providing valuable insights to help shape CharterUP’s offerings.

• Proven Sales Experience: 5+ years of proven experience in enterprise sales, preferably within transportation, construction, engineering, procurement or related industries. • Track Record of Success: Proven ability to manage long sales cycles and close deals with a value of $1M+ in annual revenue.Demonstrated success in exceeding sales targets and achieving recognition as a top performer. • Complex Sales Cycles: Experience in navigating enterprise sales processes, including RFP’s, multi-year agreements, and negotiating MSAs with Fortune 500 organizations. • Relationship Building: Strong skills in building rapport with senior managers and executives within target organizations, ensuring long-term relationships and successful account management. • Strategic Thinking: Ability to think strategically about prospecting, sales motions, and account management to ensure alignment with company goals. • Self-Starter & Entrepreneurial: Highly motivated with the ability to work independently, manage your time effectively, and take ownership of your sales targets. Global Benefits & Perks at CharterUP We believe great people can live anywhere—and they deserve great benefits, too. While offerings may vary slightly by location, we prioritize hiring near our hubs in Austin, Atlanta, Miami, and Denver as we grow our global team. • Flexible Work Model: CharterUP operates as a remote-first company, with select roles requiring regular, in-office presence based on team and business needs. Role-specific expectations will be shared during the hiring process. 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

• Innovative Impact: Be part of the team that's revolutionizing group travel, setting new standards in an industry overdue for change. • Growth Opportunities: As a hyper growth company and one of the fastest-growing companies recognized by Inc., there’s no better time to join our dynamic, growth-stage organization. • Driven Team: Collaborate with some of the most driven minds in tech, all while working in a remote-first environment with a tech hub in Austin, TX. • Funding and Stability: Our $60 million Series A funding was just the start—we’re poised for even greater expansion, and you can be part of this exciting journey. CharterUp has achieved this growth profitability and efficiently, ensuring long-term stability.

CharterUP is transforming the $365 billion global group transportation and mobility market with an AI native platform that powers modern charter, shuttle, and emerging autonomous vehicle operations. Trusted by many Fortune 500 companies, CharterUP connects enterprises, institutions, and event organizers with thousands of vehicles nationwide, while increasingly serving as the operating system for large scale shuttle and transit programs across airports, campuses, industrial sites, and major events. Through real time availability, transparent pricing, intelligent routing, and AI driven dispatch and optimization, CharterUP replaces a fragmented and opaque industry with automation, accountability, and scale. Why Join Us • Innovative Impact: Be part of the team that's revolutionizing group travel, setting new standards in an industry overdue for change. • Growth Opportunities: As a hyper growth company and one of the fastest-growing companies recognized by Inc., there’s no better time to join our dynamic, growth-stage organization. • Driven Team: Collaborate with some of the most driven minds in tech, all while working in a remote-first environment with a tech hub in Austin, TX. • Funding and Stability: Our $60 million Series A funding was just the start—we’re poised for even greater expansion, and you can be part of this exciting journey. CharterUp has achieved this growth profitability and efficiently, ensuring long-term stability. Title: Enterprise Account Executive Reports to:Vice President of Sales Location: Remote About the RoleAs an Enterprise Account Executive at CharterUP, you’ll play a key role in building and scaling our enterprise business. You’ll own the full sales cycle—from identifying and pursuing high-value opportunities to building relationships with senior decision-makers and closing deals across high-growth verticals like construction, traditional shuttle, and events. This is a high-impact role for a strategic, driven seller who thrives in a fast-moving startup environment. You’ll have the autonomy to open new doors, shape our enterprise sales strategy, and close deals that directly contribute to CharterUP’s growth—all while helping some of the world’s leading companies rethink how they move their people. With a focus on targeting large organizations that book recurring trips for 30 days or more, your success will directly impact CharterUP’s ambitious growth targets, driving revenue within the enterprise shuttle vertical. If you’re looking to work in a fast-paced, entrepreneurial environment with a focus on team collaboration and customer-centric solutions, this is the role for you. What You’ll Do • Prospecting & New Business Development: Source and build relationships with key decision makers in target verticals, positioning CharterUP as the trusted provider for Enterprise group transportation services • Sales Strategy & Execution:Design and implement strategic outbound sales motions tailored to enterprise-level clients across key sectors. Ensure seamless navigation through procurement processes to secure approved vendor status while working closely with the VP of Enterprise Sales to align on growth initiatives and maximize new business opportunities. • Manage the Sales Cycle: Own the full sales cycle from lead generation to closing, navigating complex procurement processes, including RFP submissions, and securing long-term contracts with key clients. • Account Management: Manage complex sales cycles by proactively pursuing and securing MSAs with large entities that have significant annual spend. Navigate RFP submissions and MSA negotiations to ensure high success rates and alignment with organizational goals. • Collaboration & Support: Work closely with the account management and operations teams to ensure smooth handoffs and deliver exceptional service to new clients post-sale. • Account Expansion: Proactively grow revenue within your portfolio by cross-selling additional services and identifying opportunities for increasing wallet share. • Relationship Building: Establish and nurture strong relationships with key decision-makers across multiple organizational levels, driving consistent adoption of our platform. • Technology Expertise: Master our cutting-edge platform to demonstrate its capabilities to prospects, positioning CharterUP as an innovative, scalable solution for their transportation needs. • Market Research: Stay informed about the latest trends and market shifts within target industries, providing valuable insights to help shape CharterUP’s offerings. What You’ll Bring • Proven Sales Experience: 5+ years of proven experience in enterprise sales, preferably within transportation, construction, engineering, procurement or related industries. • Track Record of Success: Proven ability to manage long sales cycles and close deals with a value of $1M+ in annual revenue.Demonstrated success in exceeding sales targets and achieving recognition as a top performer. • Complex Sales Cycles: Experience in navigating enterprise sales processes, including RFP’s, multi-year agreements, and negotiating MSAs with Fortune 500 organizations. • Relationship Building: Strong skills in building rapport with senior managers and executives within target organizations, ensuring long-term relationships and successful account management. • Strategic Thinking: Ability to think strategically about prospecting, sales motions, and account management to ensure alignment with company goals. • Self-Starter & Entrepreneurial: Highly motivated with the ability to work independently, manage your time effectively, and take ownership of your sales targets. Global Benefits & Perks at CharterUP We believe great people can live anywhere—and they deserve great benefits, too. While offerings may vary slightly by location, we prioritize hiring near our hubs in Austin, Atlanta, Miami, and Denver as we grow our global team. • Flexible Work Model: CharterUP operates as a rem