Chief of Staff - Transformation Office

Job description

Job Description

Position Overview

Position Overview

Insight Global's client is seeking a Chief of Staff to support the Transformation Management Office (TMO) and partner closely with executive leadership on enterprise transformation initiatives.

This role is focused on helping build the structure, governance, reporting, metrics, and operating framework that enable successful transformation delivery across the organization. The ideal candidate combines consulting-style problem solving, executive communications, business acumen, and analytical thinking.

This is not a traditional Business Intelligence Analyst role. During the first 12 months, the primary focus will be executive reporting, presentation development, roadmap creation, governance artifacts, value delivery tracking, KPI maturation, and helping establish foundational TMO processes before evolving into broader enterprise intelligence and analytics responsibilities.

Day to Day

 • Develop executive-level PowerPoint presentations and leadership communications

 • Build Steering Committee (SteerCo), executive review, and technology forum presentations

 • Create and maintain transformation charters, one-pagers, roadmaps, and governance artifacts

 • Gather input from business and technology leaders and synthesize information into executive-ready content

 • Develop, mature, and maintain transformation metrics, KPIs, OKRs, scorecards, and reporting frameworks

 • Partner with leaders across the organization to track value delivery and strategic initiative progress

 • Consult with stakeholders to collect, validate, and challenge information supporting transformation objectives

 • Maintain milestone tracking, reporting packages, and executive reporting deliverables

 • Support governance reviews, planning activities, and organizational transformation efforts

 • Assist with standing up and maturing Transformation Office capabilities, processes, and reporting structures

Support ad hoc strategic and transformation initiatives as organizational priorities evolve

Benefit packages for this role may include healthcare insurance offerings and paid leave as provided by applicable law.

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 learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy:

Skills and Requirements

Must Haves

  • 5-7+ years of experience supporting executive leadership, Transformation Offices (TMO), PMOs, strategy, consulting, or governance organizations

 • Advanced PowerPoint skills with experience creating executive, steering committee, and leadership presentations

 • Strong written communication, executive storytelling, and presentation development skills

 • Experience synthesizing information from multiple stakeholders into executive-ready deliverables

 • Experience developing and managing KPIs, OKRs, scorecards, metrics, and reporting frameworks

 • Experience supporting enterprise technology, portfolio, or transformation initiatives

 • Strong stakeholder management and consulting skills

Advanced Excel skills for reporting, roadmap tracking, and executive reporting packages Plusses

  • Experience working within a Transformation Office (TMO)

 • Consulting or advisory background (Big 4, boutique consulting, internal strategy teams)

 • Chief of Staff, Strategy Analyst, PMO Analyst, Portfolio Analyst, or Transformation Analyst experience

 • Experience supporting executive governance boards, steering committees, or leadership forums

 • Power BI, SQL, or dashboard/reporting platform experience

 • Insurance or financial services experience

Lean Portfolio Management (LPM), OKR, or Value Delivery framework exposure

Worksite address

lake mary, FL, 32795, US

Who can apply

Review the original listing for work authorization, qualifications and employer requirements.