Cliff Sakutukwa

About Cliff Sakutukwa

I’m a strategic technology leader and Program Manager with 11+ years of experience driving cloud-enabled implementations, IT modernization, and digital transformation across high‑impact public sector and enterprise environments. I bring a proven ability to lead cross‑functional teams, deliver secure and scalable systems, and translate complex technical strategies into measurable business outcomes.My core expertise spans cloud and data strategy, cybersecurity, risk management, PMO governance, and business development - which I consider my superpower. I have led proposal and capture efforts, shaped go-to-market strategies, and coached teams to win and deliver complex enterprise solutions, building credibility with both technical stakeholders and executive decision‑makers.With an MBA from Yale, a tech-driven MPH from Harvard (in progress), and certifications including CPA, CMA, CISA, and PMP, I operate at the intersection of technology, finance, and risk. I bring a commercial, outcomes-oriented mindset to solving enterprise challenges - whether scaling cloud and analytics platforms, strengthening security and controls, or modernizing legacy systems. Across my work, I’ve consistently seen that dependencies slip, data is messier than planned, legacy teams are overloaded, and requirements change. My job as a Program Manager is to see those realities early, communicate them clearly, and design phased, risk‑aware programs that still deliver meaningful results.

Experience

1. Manager, Technology Strategy & Pmo Lead

   Deloitte

   Oct 2021 — Present · Chicago, IL, US

   PMO Leadership & Digital Transformation- Led PMO for IT modernization and digital transformation initiatives, including legacy system retirement, cloud based analytical data store development, roadmap planning, and cross functional coordination with engineering and architecture teams- Designed and delivered digital transformation training programs by identifying needs, coordinating expert speakers, and upskilling teams on cloud, data, and modern delivery practices.IT Governance, Security & Audit- Led IT audit and cybersecurity initiatives across enterprise and cloud based systems, covering user access controls, change management, SDLC governance, penetration testing, vulnerability management, compliance readiness, data protection, incident response planning, and third-party risk- Supported IT implementations and internal audit readiness to strengthen system resilience and control environments in highly regulated settings.Business Development & Strategic Support- Led and supported full lifecycle business development and proposal efforts for large scale contracts, including strategy, competitive analysis, pricing, and client collaboration – managing complex sales cycles and aligning cross functional teams- Supported AI and data go to market initiatives by collaborating with cross functional teams on solution shaping and positioning.Executive & Leadership Support- Delivered research and insights for a Chief Executive Program to help CEOs navigate leadership challenges and organizational transformation- Supported an executive level survey for a global go to market modernization initiative – engaging senior leaders to surface insights on integration, investment priorities, and risk areas to inform firm wide restructuring and digital transformation.

Education

• Berea College

  BA, Mathematics & Economics; and BS, Business Administration – Accounting & Finance

  2007 — 2012

• Yale University

  Master of Business Administration - MBA

  2017 — 2019

• Harvard University

  Master of Public Health - MPH

  2024 — 2026

• The London School of Economics and Political Science (LSE)

  Yale MBA Exchange

  2019 — 2019

Skills

• Business Process
• Soc 1 /Ssae 16
• Financial Analysis
• Information Technology
• Latex
• Microsoft Office
• Soc 2 Report – Trust Services Principles
• Business Intelligence
• Leadership
• Public Speaking
• Statistics
• Management Consulting
• Management
• Research
• Business Analysis
• Analytics
• Mathematica
• Program Management
• Microsoft Excel
• Internal Audit
• Auditing
• Economics
• Training
• Audit Command Language
• Sas
• Marketing
• Accounting
• Business Process Improvement
• Sap Security Administration
• Sap Erp
• Data Analysis
• Stata
• Sox 404
• Project Management
• Econometrics
• Windows Active Directory
• Sql
• Matlab
• Unix
• Cobit 5