Enterprise Account Executive

We're looking for an Enterprise Account Executive to drive significant revenue growth by selling our AI-powered document processing and automation solution to enterprise clients in the US and EU market. You'll be based in Chicago and work closely with our growing US and EU team to transform how businesses handle document automation. You'll help us with the following questions and challenges: How can we strategically penetrate and expand our market share within key enterprise accounts across various industries in the US and EU market. What are the most effective ways to identify and engage C-level stakeholders, demonstrating how Rossum directly solves their complex document processing challenges? How can we best leverage strategic partnerships to accelerate sales cycles and extend our reach within the enterprise segment? The Role You'll be responsible for: Developing and executing a strategic sales plan to consistently exceed revenue targets in the US and EU market. Identifying, prospecting, and building strong relationships with key decision-makers in finance, operations, and IT within enterprise organizations. Managing the full enterprise sales cycle, from initial prospecting through to close, engaging closely with C-level executives and procurement teams. Leveraging partnerships and alliances to drive sales, collaborating with technology and service partners to expand reach and accelerate deal cycles. Deeply understanding customer pain points across finance automation, supply chain, and other document-heavy processes, positioning Rossum as a game-changing solution. Collaborating closely with marketing, product, and customer success teams to ensure successful adoption and expansion. Delivering compelling product demos that clearly showcase the efficiency and impact of our AI-driven platform. Negotiating pricing, contracts, and terms to achieve mutually beneficial outcomes. Staying ahead of trends in AI, automation, and intelligent document processing to foster meaningful conversations with prospects. Our sales team thrives on a high-performance culture with clear accountability for revenue targets, while valuing strategic thinking and a customer-centric approach. In this role, you'll directly contribute to Rossum's mission by expanding our footprint in the critical US market, empowering more enterprises to achieve unprecedented efficiency through automation. You'll work closely with the US and EU team, including other sales professionals, Solutions Engineers, and our Customer Success team. You'll also engage with our marketing and product teams to provide valuable market feedback and align on strategies. You'll also have the opportunity to shape our go-to-market strategy for the US and EU enterprise segment and play a pivotal role in Rossum's rapid expansion. You should apply if: You have 3+ years of proven experience in SaaS enterprise sales, ideally in document automation, AI, or workflow transformation. You understand channel sales, alliances, and the value of working with technology/service partners to influence deals. You're adept at navigating long, complex sales cycles with multiple stakeholders. You have experience using a structured sales methodology (e.g., MEDDPICC, Challenger, SPIN). You excel at building strong relationships, influencing decision-makers, and articulating a clear value proposition. What we offer: 20 days of vacation Health Benefits: Medical (Aetna), dental (Guardian), and vision (VSP) 401k: Employer matching 100% contribution of 100% of the employee deferral up to 6% of eligible compensation, made each pay period Flexible working hours Employee Stock Option Plan