Director of PMO

Insight Global; Hartford (CT); On-site; USD 150,000 - 230,000; Full time

Job summary

Insight Global is seeking an experienced Program Director to lead enterprise-wide programs within a Portfolio Management Office. You will own planning and execution across multiple business areas, managing budgets, milestones, risks, and resources while reporting to executive leadership.

Ideal candidates bring 15+ years in financial services/reinsurance program leadership, direct life insurance/annuities experience, strong governance skills and PMP/PgMP certification.

Qualifications

• 15+ years of PM leadership in reinsurance/financial services.
• Direct experience in life insurance, annuities, or reinsurance.
• Experience leading large-scale enterprise programs or transformations.
• Strong financial acumen with budgets, business cases and models.
• Experience partnering with Finance and Actuarial teams.
• Executive presence for Steering Committee leadership.
• Governance, risk, change, and portfolio management expertise.
• Excellent stakeholder management and negotiation skills.
• Experience using AI, automation and data-driven tools.
• PMP and/or PgMP certification.

Responsibilities

• Lead complex, enterprise-wide programs within a Portfolio Management Office.
• Own program planning, execution, budgets, milestones and dependencies.
• Provide reporting and recommendations to executive leadership; drive decisions.
• Partner with Finance, Actuarial, technology and business teams; govern programs.

Skills

PM leadership (15+ yrs)

Life insurance/annuities/reinsurance

Large-scale programs

Financial acumen

Finance/Actuarial partnership

Executive presence

Governance & risk management

Stakeholder management

AI/Automation tooling

PMP PgMP certification

Tools

PMP PgMP

Job description

Job Description

We are seeking an experienced Program Director to lead complex, enterprise-wide programs within a Portfolio Management Office, ensuring strategic initiatives are delivered on time, within budget, and aligned with broader business objectives. This individual will own program planning and execution across multiple business areas, develop and maintain integrated program plans, manage budgets, milestones, dependencies, risks, and resources, and provide clear reporting and recommendations to executive leadership. The Program Director will partner closely with senior leaders, Finance, Actuarial, technology, and business teams to develop business cases, connect program outcomes to financial results, and drive effective decision-making through Steering Committees and governance forums. This person will also lead process reengineering and workflow optimization efforts, identifying opportunities to leverage automation, AI, and emerging technologies to improve efficiency and accelerate delivery. The ideal candidate will be an execution-focused leader with deep financial services experience, particularly within life insurance, annuities, and/or reinsurance, who can successfully navigate regulatory and financial complexity, influence cross-functional teams and vendors, resolve competing priorities, and drive large-scale transformational initiatives in a fast-paced, matrixed environment.

Skills and Requirements

• 15+ years of Program Management/Program Leadership experience within reinsurance and/or financial services/life and annuity company
• Direct experience within life insurance, annuities, and/or reinsurance
• Experience leading large-scale, complex enterprise programs or transformation initiatives
• Strong financial acumen, including managing multi-year program budgets, business cases, financial models, and value realization
• Experience partnering directly with Finance and/or Actuarial teams
• Strong executive presence, including leading Steering Committee meetings and driving decisions with senior leadership
• Deep experience with program governance, risk management, change management, and portfolio/project management
• Exceptional stakeholder management, communication, facilitation, negotiation, and conflict-resolution skills
• Experience utilizing AI, automation, and data-driven tools to improve program delivery and business processes
• PMP and/or PgMP certification

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 employment opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment without regard to 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 the recruiting process, please send a request to [e-mail].