10+ years in consultative enterprise sales, selling technology services, modernization, or AI-driven solutions. Proven track record selling to CIO or technical executive personas (VP Engineering, CTO, Chief Architect). Enterprise-grade sales process experience (MEDDIC, BANT, Command of the Message, or similar). Basic experience or familiarity with technical debt, platform modernization, or legacy system challenges. Demonstrated grit and persistence in navigating long sales cycles (6+ months) with multiple stakeholders. Ability to travel approximately 25% of the time supporting the Northeast, United States.