Senior Sales Executive – Digital Engineering

Senior Sales Executive

IT Services & Digital Transformation

The Opportunity

Our client is an established, founder-led IT services and digital transformation company investing aggressively in its next stage of growth. With $70M+ in revenue and more than three decades in business, the company has set a goal of reaching $100M+ over the next three years.

This is a hunter-oriented enterprise sales role with the opportunity to land new logos and expand existing, underpenetrated accounts. The right seller will have the resources and delivery capabilities of an established organization while operating with the autonomy and upside of an entrepreneurial growth company.

What You’ll Sell

• Artificial Intelligence & Intelligent Automation
• Custom Application Development
• Legacy & Application Modernization
• Digital Transformation
• Managed IT Services
• Cybersecurity
• IT Consulting & Professional Services
• Dedicated / Extended Engineering Teams

The company has made significant investments in AI and next-generation digital services, including strategic partnerships with leading AI providers, while continuing to deliver large-scale application modernization and transformation programs. Engagements range from consulting and team-extension initiatives to multi-million-dollar digital transformation programs.

The Role

• Develop new enterprise clients and generate your own pipeline.
• Leverage CIO, CTO, and technology executive relationships to open doors.
• Sell complex IT consulting, digital transformation, AI, and managed services engagements.
• Identify and close multi-million-dollar professional services opportunities.
• Expand existing and underpenetrated enterprise accounts.
• Partner with technical and delivery leadership to develop solutions and close business.
• Build a sustainable portfolio capable of generating approximately $5M–$8M+ in annual revenue.

Realistic Ramp

Leadership understands complex IT services sales cycles. The first six months are focused on activity, executive relationships, and pipeline development rather than unrealistic immediate revenue expectations.

Ideal Candidate Profile

• 10+ years of successful enterprise technology or IT services sales experience.
• Proven new-logo business development success and approximately $5M+ annual revenue production.
• Established network of CIOs, CTOs, and senior technology decision-makers.
• Experience selling custom software, application modernization, AI/data, digital transformation, cloud, cybersecurity, and/or managed services.
• Complex professional services sales experience rather than primarily software products or transactional staffing.
• Ability to personally develop pipeline without heavy reliance on marketing, SDRs, or partners.
• Entrepreneurial mindset and comfort operating in a mid-sized, growth-oriented environment.
• Experience selling for a mid-sized technology consulting/services organization is particularly attractive.

Why Join?

• Established platform + entrepreneurial environment. Join a successful $70M+ organization with 30+ years of operating history while playing a meaningful role in its next stage of growth.
• Major growth initiative. Leadership is targeting $100M+ in revenue over the next three years, with expansion of the commercial sales organization central to the strategy.
• Existing relationships to leverage. In addition to new-logo development, there are underpenetrated enterprise accounts with meaningful expansion potential.
• Strong AI and digital capabilities. Sell relevant services across AI, intelligent automation, modernization, custom development, and managed services backed by an established delivery organization.
• Meaningful upside. The sales model is designed to reward production with aggressive, uncapped variable compensation and realistic earnings in the $300K–$500K OTE range.
• Realistic expectations. Leadership is prepared to invest in the right seller while they establish relationships, build pipeline, and position complex opportunities.