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Insight Global

Sr Program Manager - Technology Transformation

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What they do

A Project Manager manages work on projects with a defined scope, start and completion point. Leads project teams, manages project budgets and schedules; manages contractors and communications with stakeholders. May manage projects in construction, information technology or in other industries.

$104,706 / year median in Illinois

+0% projected growth

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Job Description

Job Description The Senior Program Manager - Technology Transformation & Portfolio Governance is accountable for orchestrating large-scale enterprise transformation initiatives by integrating independently owned strategies into a single, coherent portfolio roadmap. This role ensures that cloud adoption and infrastructure transformation efforts are governed, sequenced, funded, and risk-managed as an enterprise program rather than a collection of disconnected technical initiatives. The role operates at the intersection of strategy, execution, and governance. Success requires a leader who can independently connect complex business and technology priorities, remove organizational barriers, drive decision-making, and influence outcomes across a highly matrixed environment. The ideal candidate focuses on delivering business outcomes, executive communication, and portfolio leadership rather than administrative process management. This position is best suited for a leader who brings structure to complexity, creates alignment across competing priorities, delegates effectively, and ensures transformation commitments are realistic, transparent, and achievable. We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.

To learn more about how we collect, keep, and process your private information, please review
Insight Global's Workforce Privacy Policy:
https://insightglobal.com/workforce-privacy-policy/. Skills and Requirements Leadership & Program Management
  • Proven experience leading large-scale enterprise transformation initiatives.
  • Demonstrated ability to influence without authority and drive organizational alignment.
  • Strong decision-making capabilities with the ability to operate independently.
  • Excellent delegation and team leadership skills.
  • Track record of removing barriers and driving outcomes across complex organizations.
  • Strong judgment and ability to connect business, technology, and organizational priorities. Executive Communication
  • Exceptional written and verbal communication skills.
  • Demonstrated experience delivering executive-ready presentations, status reporting, and decision materials.
  • Strong upward management skills and executive presence.
  • Ability to communicate outcomes, risks, and decisions clearly without excessive focus on process details. Governance & Portfolio Management
  • Experience managing large portfolios and coordinating multiple project managers.
  • Deep understanding of governance frameworks, dependency management, and portfolio reporting.
  • Ability to balance strategic objectives with practical delivery realities.
  • Strong organizational and prioritization skills in fast-paced environments. Business & Technical Fluency
  • Strong proficiency with Microsoft PowerPoint, Excel, and collaboration tools.
  • Ability to interpret and challenge technical strategies without acting as a technical architect.
  • Experience translating technical concepts into clear business implications and recommendations.
  • Familiarity with portfolio management tools, reporting solutions, and governance processes. The ideal candidate is a strategic program leader who:
  • Focuses on outcomes rather than administrative process.
  • Operates independently and requires minimal oversight.
  • Effectively delegates work and scales through project managers and team resources.
  • Demonstrates strong leadership, influence, and accountability.
  • Quickly understands complex situations and connects information across teams.
  • Provides leaders with concise, actionable insights related to status, risks, dependencies, and decisions.
  • Thrives in enterprise transformation environments and is comfortable engaging with senior executives.