Enterprise Account Executive

About Digital.ai Digital.ai is the only AI-powered software delivery platform purpose-built for the enterprise, enabling the world’s largest organizations to build, test, secure, and deliver high-quality software. By unifyingAI-driven insights, automation, and security across the software development lifecycle, Digital.ai empowers enterprises to deliver innovation with confidence. Trusted by 5,000 global enterprises, Digital.ai is redefining how enterprises build better software in an AI-driven world. Additional information about Digital.ai can be found at digital.ai and on Twitter, LinkedIn, and YouTube.

About the role

This is a strategic new business sales role focused on acquiring and expanding relationships with large enterprise organizations across North America. You will represent Digital.ai's full portfolio of DevSecOps, Application Security, and Continuous Testing solutions, selling into complex environments and engaging senior technology and business leaders. You will own the entire sales cycle, from prospecting and opportunity creation through executive alignment, negotiation, and close. Success in this role requires the ability to navigate sophisticated buying processes, build consensus across multiple stakeholders, and drive transformational initiatives within Global 2000 organizations. You'll be joining a high-performing team with deep technical expertise, strong leadership support, and significant investment in growth across the Americas. This is an opportunity to help shape our enterprise go-to-market strategy while influencing how the world's largest organizations modernize software delivery in the age of AI.

Responsibilities

• Drive new logo acquisition and strategic growth across Digital.ai's enterprise software portfolio.
• Develop and execute territory and account plans focused on Global 2000 and large enterprise organizations.
• Engage C-level executives, VP-level technology leaders, and key business stakeholders to identify transformational opportunities.
• Manage complex, multi-stakeholder sales cycles from initial engagement through contract execution.
• Build and maintain a robust pipeline through proactive outbound prospecting, networking, and partner engagement.
• Lead value-based and consultative sales conversations focused on business outcomes and ROI.
• Utilize MEDDPICC methodology to qualify opportunities and drive forecast accuracy.
• Partner closely with Sales Engineering, Product Management, Customer Success, and Marketing to deliver compelling customer solutions.
• Successfully displace incumbent vendors and position Digital.ai as a strategic technology partner.
• Consistently achieve and exceed annual revenue targets.

Requirements

• 7+ years of enterprise software sales experience, with a proven track record of exceeding quota in complex new business environments.
• Strong background selling DevOps, DevSecOps, Application Security, Software Development Lifecycle, Testing, Infrastructure, Cloud, or related technology solutions.
• Demonstrated success selling into large enterprise and Global 2000 accounts with deal sizes ranging from mid-six figures to multi-million dollars.
• Experience engaging executive stakeholders, including CIOs, CTOs, CISOs, Heads of Engineering, and Digital Transformation leaders.
• Expertise in navigating complex procurement cycles and managing large buying committees.
• Deep understanding of MEDDPICC, Command of the Message, or comparable enterprise sales methodologies.
• Strong executive presence, business acumen, and consultative selling skills.
• Proven ability to build pipeline independently and create opportunities within named enterprise accounts.
• Willingness to travel as needed to support customer engagements and strategic account development.

Benefits

• Comprehensive medical, dental, and vision plans
• Paid parental leave
• Long Term Cash Incentive Programs
• Unlimited access to continuous learning and professional development with Udemy
• Flexible working arrangements
• Opportunity to work with a diverse, globally distributed team