Operations Head of PMO

Howden • Miami, FL

9h

About The Position

We are seeking a strategic and results-oriented Head of PMO to lead the planning, governance, and delivery management of business transformation initiatives across the US Retail business. You will be responsible for establishing and maintaining the frameworks, standards, and tools that enable consistent project execution, visibility, and accountability. This role will oversee a team of Program Managers and Business Analysts, ensuring resources are effectively deployed to drive successful delivery of key initiatives that advance the firm’s strategic and operational goals. This is a high-impact leadership role requiring a blend of delivery discipline, stakeholder management, and business acumen – balancing structure with agility to enable measurable business outcomes.

Requirements

• Strong leadership and stakeholder engagement skills with the ability to influence across all levels of the organization.
• Proven ability to establish PMO standards and lead complex, cross-functional programs.
• Analytical and structured thinker with strong planning, prioritization, and problem-solving abilities.
• Strong understanding of business operations, process transformation, and change management principles.
• Excellent communication skills with the ability to distill complex information into clear insights and actionable recommendations.
• Ability to balance governance discipline with a pragmatic, delivery-focused mindset.
• 10+ years of experience in Program/Project Management or PMO leadership roles – preferably within the insurance brokerage space
• Demonstrated experience managing large-scale business transformation or operational improvement programs
• Proven people leadership experience with responsibility for managing junior resources
• Strong knowledge of project management methodologies (e.g., PMI, Agile, or hybrid approaches)
• Experience with project portfolio management tools (e.g., Monday.com) and data visualization/reporting platforms
• Bachelor’s degree in Business, Operations, or related field

Nice To Haves

• MBA or equivalent is a plus
• PMP, PgMP, or similar professional certification is a plus

Responsibilities

• Program Governance and Standards Define and maintain program and project management standards, methodologies, and tools to ensure consistency and quality across all initiatives.
• Establish and operate governance frameworks to support initiative prioritization, approval, and reporting.
• Ensure alignment of PMO practices with enterprise change management, process governance, and technology delivery frameworks.
• Planning and Reporting Oversee integrated planning and sequencing of initiatives across business functions.
• Develop and manage portfolio-level reporting to track progress, risks, dependencies, and benefits realization.
• Partner with Finance and Operations to monitor resource utilization, budget adherence, and return on investment for strategic programs.
• Resourcing and Delivery Leadership Lead and develop a team of Program Managers and Business Analysts to ensure effective project delivery and capability development.
• Manage project resource planning and allocation to align capacity with business priorities.
• Support the consistent use of project tools and templates to drive transparency and accountability in delivery.
• Stakeholder Partnership and Change Enablement Partner with business leaders to ensure initiatives are scoped, planned, and delivered in alignment with business objectives.
• Drive cross-functional coordination and communication to resolve issues, manage dependencies, and drive execution.
• Support change management efforts, in partnership with the Capability & Change team, to enable adoption and realization of program outcomes.

Benefits

• A career that you define.
• Our business succeeds by allowing our people to make a mark in the areas they care about most: personal development, volunteering, and fundraising for charity, or creating new insurance products that address society’s greatest challenges.
• And we know that separate home and work lives don't really exist. If you're happy and healthy at home, you're more likely to be happy and fulfilled at work – and vice versa. That's why we do our best to support our people in every aspect of their lives.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level