Fintech Head Of Project Management Jobs (NOW HIRING)

WHY JOIN ENTREGA
Entrega is a growing technology professional services firm headquartered in Michigan, delivering enterprise technology, digital, and business solutions to global clients. We help leading organizations solve complex business challenges through the successful execution of business-critical technology initiatives, supported by our ongoing investment in our people, processes, and technology.

At Entrega, we believe exceptional client outcomes begin with exceptional employees. We provide an environment where professionals are trusted with meaningful responsibility, supported by experienced leadership, and empowered to make a measurable impact.

You'll work alongside a talented team serving Fortune 500 clients, contribute to high-visibility initiatives, and have opportunities to influence how our company continues to grow. As we expand, employees who consistently deliver results have opportunities to broaden their responsibilities, advance their careers, and help shape the future of the organization.

If you're looking for an opportunity to make a meaningful impact, learn and grow professionally, and help shape the future of a growing professional services firm, we encourage you to explore a career with Entrega.

POSITION DETAILS
The following information provides an overview of the work arrangement and key logistical aspects of the role. Specific details may vary based on business needs and the requirements of the position.

• Work Location: Onsite - Troy, Michigan
• Employment Type: Full-Time
• Travel: Occasional local travel, as needed

POSITION SUMMARY
Entrega is seeking an experienced Director of Project Management to lead and strengthen project management as a core delivery capability across the organization.

This role is responsible for establishing the standards, practices, governance, tools, talent, and management discipline that enable Project Managers to execute complex client engagements successfully and consistently. The Director of Project Management will lead the Project Management function, develop Project Managers, monitor project-management performance, and continuously improve how projects are planned, governed, executed, and reported across Entrega.

Working closely with Service Delivery leadership, delivery teams, operational functions, and other business leaders, the Director will ensure Project Managers provide the structure, visibility, risk management, and execution discipline required to support successful delivery outcomes. The role will also maintain visibility across the project portfolio to identify systemic execution risks, capability gaps, and opportunities to improve project performance.

This is a hands-on functional leadership role for a professional who combines deep project-management expertise with people leadership, operational discipline, systems thinking, and the ability to build scalable capabilities. The ideal candidate can establish strong standards while developing Project Managers who exercise sound judgment and adapt effectively to the needs of complex client engagements.

RESPONSIBILITIES
This description reflects the primary accountabilities of the role and is not intended to be an exhaustive list of all responsibilities. Role scope may evolve in alignment with business needs.

• Project Management Functional Leadership
  • Lead Project Management as a professional capability across Entrega.
  • Establish clear expectations for the role, responsibilities, and performance of Project Managers.
  • Ensure Project Managers consistently provide the planning, structure, coordination, visibility, and execution discipline required across client engagements.
  • Establish consistent project-management practices while allowing appropriate flexibility based on engagement size, complexity, delivery model, and client requirements.
  • Serve as the organization's senior subject-matter leader for project-management practices and execution discipline.
  • Build a high-accountability culture focused on successful execution, transparency, early risk identification, and continuous improvement.
• Project Management Standards & Methodology
  • Develop, maintain, and continuously improve Entrega's project-management standards, practices, frameworks, and tools.
  • Establish expectations for project planning, scope management, scheduling, milestone management, risk and issue management, dependency management, change control, documentation, reporting, and closeout.
  • Define appropriate project-management requirements based on project complexity, risk, scope, and delivery model.
  • Develop practical templates, playbooks, guidance, and tools that improve execution consistency without creating unnecessary administrative burden.
  • Incorporate recognized project-management practices while adapting them to Entrega's professional services environment.
  • Ensure project-management standards evolve as Entrega's services, clients, and delivery capabilities grow.
• Project Governance & Execution Quality
  • Establish project-governance expectations that provide appropriate visibility, accountability, and control across client engagements.
  • Monitor adherence to project-management standards and identify engagements requiring additional support or intervention.
  • Conduct or support structured project reviews focused on execution health, project controls, risks, issues, dependencies, and management discipline.
  • Identify recurring execution weaknesses and implement systemic improvements across the Project Management function.
  • Ensure significant project concerns are identified early and appropriately escalated to delivery leadership.
  • Partner with delivery and operational leaders to strengthen project quality, consistency, and execution discipline.
• Project Portfolio Visibility
  • Maintain appropriate visibility into project-management health across Entrega's portfolio of client engagements.
  • Develop reporting that provides leadership with insight into project status, execution risks, milestone performance, and other meaningful indicators of project health.
  • Identify patterns across projects that may indicate systemic risks, capability gaps, process weaknesses, or resource constraints.
  • Distinguish individual project issues from broader organizational execution challenges requiring structural improvement.
  • Provide leadership with actionable insights regarding project-management performance and emerging risks.
  • Ensure portfolio visibility supports action and decision-making rather than reporting activity alone.
• Project Manager Leadership & Development
  • Lead, coach, develop, and evaluate Project Managers across the organization.
  • Establish clear performance expectations and provide regular feedback regarding project leadership, execution discipline, communication, judgment, and results.
  • Assess Project Manager capabilities and identify development needs across the team.
  • Develop training, coaching, mentoring, and other approaches to strengthen project-management capabilities.
  • Create appropriate career paths and competency expectations for Project Managers at different levels of experience and responsibility.
  • Identify high-performing Project Managers and provide opportunities to broaden their capabilities and responsibilities.
  • Address performance gaps promptly and constructively.
• Project Manager Assignment & Capacity
  • Partner with delivery and resource leadership to understand current and future Project Manager demand across the client portfolio.
  • Support the assignment of Project Managers based on project complexity, client needs, required capabilities, workload, and individual experience.
  • Maintain visibility into Project Manager capacity and identify potential resource gaps or imbalances.
  • Support workforce planning and hiring decisions for the Project Management function.
  • Ensure Project Managers are deployed effectively and have manageable portfolios appropriate to engagement requirements.
  • Identify opportunities to improve utilization and allocation of project-management capacity.
• Delivery Leadership Partnership
  • Partner closely with Service Delivery leadership to ensure Project Managers effectively support overall delivery outcomes.
  • Ensure Project Managers maintain appropriate execution visibility and escalate risks, issues, and deviations early.
  • Help resolve project-management challenges that cannot be addressed effectively within an individual engagement.
  • Clarify project-management responsibilities and interfaces when multiple delivery roles or functions are involved.
  • Support delivery recovery efforts when project execution discipline requires additional leadership or intervention.
  • Maintain clear distinction between functional leadership of Project Management and accountability for overall client delivery outcomes.
• Cross-Functional Alignment
  • Collaborate with delivery, resource, financial, operational, and client-facing functions to ensure project-management practices support broader business requirements.
  • Establish effective interfaces between Project Managers and the teams responsible for delivery execution, resource planning, financial management, and client relationships.
  • Identify cross-functional process gaps that affect project execution and work with appropriate leaders to improve them.
  • Ensure Project Managers have access to the information, tools, and organizational support required to manage projects effectively.
  • Promote clear ownership and accountability when project execution depends on multiple functions.
• Project Management Systems & Tools
  • Establish requirements for project-management, planning, reporting, collaboration, and work-management tools.
  • Ensure tools support effective project planning, execution, governance, reporting, and portfolio visibility.
  • Standardize appropriate use of project-management systems and maintain expectations for data quality and timeliness.
  • Identify opportunities to automate project reporting, risk visibility, milestone tracking, and other recurring management activities.
  • Partner with Technology and operational teams to improve project-management systems as organizational needs evolve.
• Continuous Improvement & Organizational Capability
  • Establish measures for evaluating the effectiveness and maturity of the Project Management function.
  • Analyze project outcomes, execution challenges, lessons learned, and performance trends to identify improvement opportunities.
  • Develop and implement initiatives that strengthen project-management capability across the organization.
  • Promote sharing of lessons learned and effective practices across Project Managers and delivery teams.
  • Simplify processes and eliminate unnecessary administrative activities that do not improve project outcomes.
  • Help build a scalable project-management capability that supports Entrega's continued growth and increasing delivery complexity.

QUALIFICATIONS
The following qualifications reflect the experience, capabilities, and attributes typically required to perform successfully in this role.

• Experience
  • 12+ years of progressive experience in project management, program management, professional services delivery, or a related discipline.
  • 5+ years of experience leading Project Managers, program managers, PMO professionals, or comparable delivery teams.
  • Demonstrated experience leading complex technology, digital, business, consulting, or professional services projects and programs.
  • Experience establishing or improving project-management standards, methodologies, governance, tools, and operating practices.
  • Demonstrated experience managing and developing project-management talent across multiple levels of experience.
  • Experience maintaining visibility across a portfolio of complex projects and identifying systemic execution risks or performance concerns.
  • Experience partnering with delivery leaders and cross-functional teams to improve project execution and delivery performance.
  • Experience with resource and capacity planning for project-management teams preferred.
  • Experience within professional services, consulting, technology services, or another complex client-delivery environment strongly preferred.
  • Experience supporting enterprise or Fortune 500 client engagements preferred.
• Knowledge & Skills
  • Deep understanding of project-management principles, practices, methodologies, governance, and controls across the project lifecycle.
  • Strong understanding of scope, schedule, budget, milestone, risk, issue, dependency, change, and stakeholder management.
  • Strong functional leadership capabilities with the ability to establish standards and improve performance across a project-management organization.
  • Strong people leadership and coaching capabilities with demonstrated ability to develop high-performing Project Managers.
  • Ability to evaluate project health, identify execution weaknesses, and determine appropriate corrective actions.
  • Strong systems thinking with the ability to distinguish individual project problems from broader process or capability gaps.
  • Strong operational judgment with the ability to balance consistency, governance, and practical execution needs.
  • Ability to influence delivery outcomes and organizational practices across teams without relying solely on positional authority.
  • Strong executive communication skills with the ability to provide concise, meaningful visibility into portfolio health, risks, and performance.
  • Strong facilitation and problem-solving capabilities.
  • Strong understanding of project-management technology, reporting, collaboration, and work-management tools.
  • Financial and business acumen with an understanding of how project execution affects client outcomes, resource performance, project economics, and organizational results.
  • Strong organizational discipline, a...