Sr. Account Executive - Application Modernization & Cloud Migration - Remote

Remote position | Northeast OR Midwest territory | Selling to CIOs

We're seeking a Senior Account Executive with 10+ years of enterprise sales experience selling application modernization, cloud migration, and legacy transformation solutions to CIOs at established companies across the Northeast and Midwest with target verticals in manufacturing, financial services, and insurance. This is a hunter role focused on net new business development (75-80%).

This role requires proven experience selling application modernization, cloud migration, or legacy transformation solutions. Candidates must have demonstrable success navigating complex enterprise sales cycles involving technical risk assessment, stakeholder alignment across IT and business units, and consultative selling approaches.

Role Overview

GAPVelocity 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.

About the Role: You'll be a critical player in our growth strategy. Our intentional focus for this role is one of a strategic and consultative approach - selling transformative AI-driven migration solutions and complementary GAP Engineering services to enterprise decision-makers.

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.

Key Responsibilities:

• Execute a consultative sales approach, effectively articulating the strategic value of GAPVelocity AI's AI-driven migration solutions.
• Consistently meet or exceed quarterly and annual revenue targets, playing a pivotal role in driving GAPVelocity AI’s rapid growth trajectory.
• Proactively identify and develop new opportunities, engaging senior decision-makers to secure budget approval and strategic alignment.
• Collaborate with internal teams, including becoming a two-in-a-box champion with Solution Architects, and Delivery manager as well as 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.

You’ll be supported by:

• 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

What We’re Looking For:

• Proven track record (10+ years) in consultative enterprise sales selling technology services, modernization, or AI-driven solutions.
• Exceptional ability to navigate complex organizations, identifying and influencing key stakeholders and decision-makers.
• Experience selling to established enterprises (30+ years in operation) with significant legacy technology infrastructure and technical debt
• 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 internally using effective communication and persuasion skills.
• Experience moving beyond fixed-price selling towards solution-oriented, consultative engagements.
• Entrepreneurial drive, accountability, and adaptability in a rapidly evolving environment.
• Develop a mastery of the budget, authority, need and timing (BANT