Enterprise Account Executive Location: Remote, United States Preferred Home Base: Northeastern United States Work Arrangement: 100% Remote (Field-Based) Job Type: Full-time Job Description: Who We Are  Trapeze Mobility Planning and Scheduling, part of Modaxo and Constellation Software Inc., is a market leader in transit technology. We deliver best-in-class solutions that help agencies plan and schedule fixed-route transit, improve communication with riders, and run more efficient operations. Our technology plays a critical role in how cities move people every day. We are equally focused on our people. Our culture is built on collaboration, growth, and giving employees the resources, ownership, and support they need to succeed. We value strong, long-term relationships both with our customers and within our team. We have a strong market presence, long-standing customer relationships, and significant growth opportunity ahead. As we continue to grow, we are adding an Account Executive to the team. This role gives you the chance to step into a meaningful territory and make a real impact. This is a remote role, but it’s very much a field role. The people who succeed here are the ones who get in front of customers, build trust face to face, and stay close to their accounts. Travel is part of the job (typically 30–50%), and a North East home base is strongly preferred. What You’ll Be Responsible For: Owning and growing your territory - Take full ownership of your accounts and your number - Drive both new business and expansion within existing customers - Grow and retain your book of business while identifying expansion opportunities Leading complex, high-impact deals - Run opportunities from first conversation through contract - Navigate multi-stakeholder environments including executives, operations, finance, procurement, and public sector stakeholders Managing renewals and long-term value - Own the renewal process across your accounts and ensure contracts are proactively managed - Engage customers early to align on value, scope, and future needs - Identify opportunities to expand agreements and deepen partnerships over time Building lasting customer relationships - Develop strong, trusted relationships across your accounts - Understand what success looks like for your customers and align solutions to their goals Creating and managing pipeline - Build a healthy pipeline through thoughtful, proactive outreach - Stay on top of your deals with clear next steps and strong follow-through Staying close to the field - Travel regularly to meet customers in person - Use in-person meetings to advance active opportunities and strengthen account plans What we are looking for: - Must-haves: 8+ years of B2B software or SaaS sales experience - Ownership mindset: you run your territory like a business and consistently deliver against a number. - Proven enterprise closing experience on complex deals (typically $100K+) with multiple stakeholders. - Ability to create a pipeline proactively and maintain strong next-step discipline throughout the cycle. - Confidence in engaging senior stakeholders and navigating structured procurement/buying processes. - Technical fluency to translate product capabilities into business value for diverse audiences. - Comfort working through longer sales cycles and structured buying processes - A consistent track record of closing complex, high-value deals (typically $100K+) - Experience owning the full sales cycle end to end - Comfort working through longer sales cycles and structured buying processes - Strong collaboration and internal coordination across product, delivery, and customer teams Experience selling into transit agencies, government, or other public sector organizations is a strong plus. Familiarity with RFPs, procurement, and funding cycles will set you apart. Success in the first 6–12 months - Build and maintain a qualified pipeline that supports consistent quarterly attainment in your territory. - Proactively manage renewals so key contracts are forecasted early and retention remains strong across your book of business. - Establish multi-threaded relationships in top accounts and convert at least 1–2 expansion opportunities into closed business. Why This Role • A chance to own a meaningful territory with real opportunity • Work that directly impacts how communities operate and grow • The ability to close complex, high-value deals that matter • A team that values accountability, collaboration, and winning together • Competitive compensation with strong earning potential • Comprehensive benefits package (health, dental, vision, retirement) • Generous time off and flexibility to support work-life balance • Backed by a stable, growing global organization with long-term career opportunities Interested? If you’re someone who takes ownership, enjoys being in front of customers, and knows how to run and close complex deals, we’d love to connect. Worker Type: Regular Number of Openings Available: 1