Director of Project Management

About Us

HSP Group is the premier provider of global expansion services, helping companies simplify the complex challenges of operating internationally. We deliver a seamless experience across legal entity setup, global HR, payroll, compliance, tax, and advisory, enabling our clients to scale faster, stay compliant, and reduce risk in every market they enter. 

With scale-up organizations and innovative technology firms expanding at unprecedented speed, HSP is uniquely positioned to become their trusted global partner. 

Job Description

This is a remote role.

As a Director of Project Management, you will lead strategic client onboarding, implementation, consulting, and transformation programs across HSP's global service offerings. You will be accountable for successful project delivery, customer satisfaction, team leadership, and maintaining strong governance across a portfolio of complex multi-country engagements.

Success in this role requires exceptional stakeholder management, commercial acumen, and leadership capabilities. Serving as a senior point of contact for clients, partners, and internal stakeholders, you will support solution design, proposals, pricing discussions, and executive-level customer engagements while driving operational excellence and continuous improvement across the Special Projects function.

Responsibilities: 

Strategic Project & Program Leadership

• Provide executive oversight for a portfolio of high-impact client consulting, onboarding, transition, and transformation projects.
• Establish and maintain project governance frameworks, delivery methodologies, and reporting standards.
• Ensure projects are delivered on time, within scope, budget, and quality expectations.
• Lead the development and review of project plans, transition roadmaps, RAID logs, governance documentation, and executive Steering Committee reporting.
• Forecast and manage project delivery timelines and Go-Live milestones, ensuring risks and dependencies are proactively addressed.

Client & Partner Relationship Management

• Act as the senior escalation point and trusted advisor for strategic clients.
• Build and maintain strong relationships with customers, partners, and key stakeholders.
• Lead executive business reviews, governance meetings, and customer status updates.
• Ensure seamless transition of projects into Business-as-Usual (BAU) operational teams.

Functional Leadership & Operational Excellence

• Drive continuous improvement initiatives across the Special Projects function.
• Develop scalable delivery processes, project frameworks, and best practices to enhance client outcomes and operational efficiency.
• Conduct process reviews and gap analyses to identify opportunities for improvement and service optimization.
• Partner with regional and global operational teams to ensure alignment and consistency in delivery.

Cross-Functional Business Partnership

• Collaborate with Sales, Marketing, Operations, and Product leadership to support strategic growth initiatives.
• Identify operational and commercial opportunities to improve customer experience and business performance.
• Support sales enablement initiatives, including solution design, client presentations, playbooks, training materials, and process improvements.
• Contribute to strategic planning and departmental objectives.

Team Leadership

• Lead, coach, and develop project managers and consultants within the Special Projects organization.
• Foster a high-performance culture focused on accountability, collaboration, customer success, and continuous improvement.
• Provide mentorship and guidance on project management best practices and stakeholder engagement strategies.
• Support workforce planning, resource allocation, and succession planning activities.

Client Onboarding & Transformation

• Oversee the onboarding and implementation of global client engagements across Payroll, Accounting, Legal Entity Management, HR, Tax, and related service lines.
• Ensure successful execution of complex multi-country and cross-functional projects supporting international expansion and transformation initiatives.

Additional Responsibilities

• Support strategic initiatives and special assignments as required.
• Represent the Special Projects function in internal and external leadership forums..
• Additional duties as assigned

Qualifications: 

• Bachelor's degree in Business, Finance, Management, or a related discipline; Master's degree preferred.
• 12+ years of progressive experience in program management, project management, consulting, or professional services environments.
• Significant experience leading complex global transformation, implementation, or operational delivery programs.
• Demonstrated success managing senior stakeholders, executive sponsors, and strategic client relationships.
• Proven experience leading, developing, and mentoring high-performing teams.
• Strong financial and commercial acumen, including project forecasting, resource planning, and budget management.
• Deep understanding of Payroll, Accounting, HR, and Legal Entity Management services, particularly within international business environments.
• Strong knowledge of global expansion programs and associated operational requirements.
• Experience with leading payroll providers and platforms, particularly ADP and CloudPay.
• Advanced proficiency in Microsoft Office applications, including Excel, Word, PowerPoint, and Outlook.
• Excellent analytical, problem-solving, and decision-making abilities.
• Experience collaborating across Sales, Marketing, Operations, and Executive Leadership teams.

Skills and Competencies

• Strategic thinker with strong execution and delivery focus.
• Exceptional leadership, influencing, and stakeholder management capabilities.
• Executive-level communication and presentation skills.
• Ability to manage multiple complex initiatives simultaneously in a fast-paced global environment.
• Strong risk management and governance expertise.
• Highly collaborative with the ability to build consensus across diverse stakeholder groups.
• Results-oriented, commercially minded, and customer-focused.
• Excellent organizational and prioritization skills.
• Strong analytical mindset with a continuous improvement approach.
• Ability to navigate ambiguity and drive decisions in complex environments.
• Demonstrated commitment to quality, accountability, and operational excellence.
• Skilled in producing executive-level reporting and communicating project status, risks, and recommendations clearly and effectively.

Success Measures

• Delivery of strategic projects within agreed timelines, budgets, and quality standards.
• Customer satisfaction, retention, and expansion opportunities.
• Achievement of departmental revenue and profitability objectives.
• Team engagement, development, and performance.
• Continuous improvement of delivery processes and operational efficiency.
• Effective management of risk, governance, and stakeholder expectations.
• Contribution to overall business growth and strategic objectives.

If you’re a driven individual who wants to make your mark in the heart of the innovation economy, we’d love to meet you. Join our #HSPGlobalSolutionTeam and help us power the next wave of global growth.