Enterprise Account Executive - AI Migration & Modernization - Midwest​/Northeast

Enterprise Account Executive - AI Migration & Modernization - Midwest/Northeast

Mid-Atlantic, Northeast United States (Virginia or north) or Mid-West

$250,000 – $300,000 per year

GAP Velocity AI is the AI‑first modernization business unit of Growth Acceleration Partners (GAP), a leading consulting and technology services provider specializing in custom software, data engineering, and modernization solutions. Our unique Hybrid AI architecture rapidly transforms legacy applications, making us the go‑to partner for enterprises aiming to modernize and leverage AI for competitive advantage. The enterprise AI modernization market is experiencing explosive growth with companies seeking to transform legacy systems.

Our proprietary Hybrid AI architecture solves what others can’t—enabling rapid, risk‑free application migration that competitors can’t touch.

We’re on a mission to scale the Business Unit to $50 million in annual revenue, and we’re searching for consultative sales professionals ready to make an immediate and lasting impact.

You’ll be a critical player in our growth strategy. Our intentional focus for this role is a strategic and consultative approach selling transformative AI‑driven migration solutions enabling rapid, risk‑free migration of legacy applications (VB6, Power Builder, Silverlight) to modern cloud‑native platforms. We’ve modernized over 1 billion lines of code with 99% customer satisfaction.

You’ll excel by navigating complex organizations, engaging senior stakeholders, and becoming a trusted advisor who lands and expands within accounts. We’re looking for self‑starters who can hunt for new opportunities, not just handle inbound leads, and who use persuasion and collaboration rather than confrontation to drive internal and external results.

You’ll sell transformative AI‑driven modernization solutions to enterprise CIOs facing critical technical debt decisions. Your targets are established companies (30+ years old) in manufacturing, financial services, and insurance—organizations with mission‑critical legacy systems that can’t be maintained, can’t move to cloud, and represent massive business risk.

• Proactively identify and develop new opportunities with enterprise CIOs and senior technology leaders, secure budget approval and strategic alignment.
• Become a trusted advisor and execute a consultative sales approach on technical debt strategy, articulating business risk and the strategic value of GAP Velocity AI’s AI‑driven migration solutions.
• Consistently meet or exceed quarterly and annual revenue targets, playing a pivotal role in driving GAP Velocity AI’s rapid growth trajectory.
• Collaborate with internal teams, including becoming a two‑in‑a‑box champion with Solution Architects, Delivery Manager and closely align with Engineering and Marketing, to provide seamless client experiences and expand account revenue.
• Champion and sell GAP’s broader portfolio of services to existing and new clients, maximizing revenue opportunities through upselling and cross‑selling.

• Growth engine generating qualified leads
• Solution Architects providing technical expertise on client calls
• Marketing‑driven lead generation campaigns and content resources
• CRM and AI sales automation tools
• Ongoing sales training and AI certification programs

• Proven track record (10+ years) in consultative enterprise sales, ideally selling technology services, modernization, or AI‑driven solutions.
• CIO‑level selling experience, understanding how technology leaders evaluate risk and make strategic decisions.
• Technical credibility—able to have intelligent conversations about technical debt, modernization strategies, and platform risk. Exceptional ability to navigate complex organizations, identifying and influencing key stakeholders and decision‑makers.
• Possess professional courage to tactfully and strategically move beyond the technical scout to authority.
• Demonstrated success in developing new business through proactive prospecting, networking, and strategic relationship‑building.
• Collaborative mindset—able to influence and gain support…