Matthew McCracken

About Matthew McCracken

With over 25 years of experience in the technology services industry, I’ve built a career around leading complex, high-value engagements that deliver measurable outcomes for clients and strategic growth for the business. I recently stepped into the role of Vice President, Large Deal Strategic Sales Leader at Kyndryl, where I focus on sourcing, shaping, and closing transformative deals—typically exceeding $100M in Total Contract Value—across multiple service towers.I lead with a growth mindset and a firm belief that AI—especially Agentic AI—must be embedded in every value proposition we put forward. In today’s AI-powered world, I see my role not just as a seller, but as a champion—helping clients reimagine how they operate, compete, and grow. I work shoulder-to-shoulder with CxOs to uncover value creation opportunities and co-author solutions that drive mutual success. Whether negotiating with CFOs, structuring innovative commercial models, or aligning with CIOs on transformation roadmaps, I bring a steady hand and a strategic lens to every engagement.I’ve coached and led multiple deal teams through parallel pursuits, helped shape Kyndryl’s go-to-market strategy, and built trusted relationships across industries including energy, manufacturing, and government. My credibility stems not just from the deals I’ve closed, but from the trust I’ve earned—with clients, partners, and peers.In this new role, I’m focused on:* Customer Value Creation: Building trusted networks and leading engagements that deliver profitable outcomes for Kyndryl and our clients.* Strategic Sales Execution: Driving disciplined deal progression, from opportunity identification to contract signature.* AI-Driven Innovation: Embedding Agentic AI into deal strategy, client engagement, and operational execution to unlock new value streams.* Industry Engagement: Representing Kyndryl at key events and forums, contributing thought leadership and fostering ecosystem collaboration.* Talent Development: Coaching the next generation of dealmakers, instilling rigor, creativity, and client-first thinking.I’m energized by the opportunity to help Kyndryl deliver on its Return to Growth strategy—and honored to be part of a team that’s redefining what strategic sales leadership looks like in an AI-powered industry.

Experience

1. Vice President, Large Deal Strategic Sales

   Kyndryl

   Oct 2025 — Present

Education

• University of Kentucky

  BS, Telecommunications

  1994 — 1997

Skills

• Risk Management
• Contract Negotiation
• Governance
• Business Process Improvement
• Profit/Loss Accountability
• Outsourcing
• Process Improvement
• IT Service Management
• Collaborative Problem Solving
• Change Management
• Data Center
• Pipeline Development
• Solution Selling
• Critical Incident Response
• Pmp
• Leadership
• Cloud Computing
• Customer Relationship Management (Crm)
• Strategy
• IT Outsourcing
• Managed Services
• Integration
• Crm
• Itil
• Service Level Management
• People Management
• Service Delivery
• Global Delivery
• IT Strategy
• Management
• Team Building
• Project Management
• Strategic Planning
• Contract Management
• Kpi Implementation
• Solution Architecture
• Program Management
• Organizational Development
• Vendor Management
• Issue Management