Ken R.

About Ken R.

Technology executive with 20+ years leading enterprise platform modernization, cloud…

Experience

1. IT Strategy & Transformation Leader

   KinderCare Learning Companies

   Jan 2025 — Present · Bellevue, WA, US

   Serve as the CIO’s and Exec LT advisor, leading the enterprise-wide IT Strategy and Strategy Management Office (SMO) during a period of accelerated transformation. Shape long-range technology strategy, capital investment governance, and performance frameworks that align IT priorities with corporate objectives. Drive operating model evolution, portfolio transparency, and strategic execution across Infrastructure, Cybersecurity, Applications, and Digital.• Driving IT strategy roadmap aligned to 3–5-year business priorities, platform evolution, and M&A.• Built KinderCare’s first IT Strategy Management Office, centralizing planning, intake, and governance disciplines• Designed and implemented OKRs, KPIs, and value realization tracking across all IT towers and portfolios• Partnered with Finance, Procurement, and Architecture to align capital planning with TCO, ROI, and capacity• Established quarterly portfolio reviews with CIO/CFO visibility into delivery progress, risks, and investment impact• Modernized IT’s operating model, including shared services, delivery cadence, and capability frameworks• Developed and scaled a strategic intake and prioritization model with embedded readiness and ROI filters• Drove cross-functional strategy alignment across Infra, Cybersecurity, Applications, EA, and Digital teams• Translated GenAI, automation, and platform trends into enterprise scenarios and roadmap implications• Authored IT investment narratives and board-level presentations to guide strategic tradeoffs and funding• Mentored and grew a strategy operations team, embedding high-performance habits and execution maturity

Education

• The Art Institutes

  Bachelor's degree

Skills

• Sales Operations
• Professional Services
• New Business Development
• Channel
• Strategy
• Marketing
• Sales
• Solution Selling
• Business Strategy
• Management
• Cross-Functional Team Leadership
• Leadership
• Product Management
• Sdlc
• Software Development
• Project Management
• Saas
• Cloud Computing
• Strategic Partnerships
• Partner Management
• IT Strategy
• Consulting
• Crm
• Enterprise Software
• Business Development
• Integration
• Program Management
• Telecommunications
• Product Development