Director, Enterprise Portfolio Management

ExtensisHR, one of the largest Professional Employer Organizations (PEOs) in the U.S. with client employees in all fifty states, is looking for talented people to join our team. If you want to contribute your talents, make a bigger impact, and be part of the growing PEO & HRO industry, we are interested in talking to you. Our renowned industry leadership in customer service starts with our people. You can contribute to delivering on our brand promise of helping organizations succeed through our people-first approach in solving customer’s ever-evolving HR needs. Our HR offerings include personalized services for HR, employee benefits, payroll and taxes, employer risk, compliance, and employee management. Today, we manage over $3 billion in employment-related costs annually—and we are growing every day.
For more information about the company visit www.ExtensisHR.com.
Who You Are:
Extensis is seeking a Director of Enterprise Portfolio to own how our most important initiatives are chosen, funded, delivered, and adopted, and to personally lead some of the most critical ones. Reporting to the CIO, you will be a close partner in setting priorities and a trusted point of contact for executives and department leaders across the company.
This is a hands-on leadership role. Roughly half your time will be spent running high-impact projects and programs directly, and the other half on portfolio strategy, governance, and raising delivery maturity across the company.
You will set the standard by doing the work. Your credibility with executives and project teams will come from delivering, and your portfolio view will be informed by what is actually happening on the ground. Automation and AI are taking over much of the traditional reporting layer, so your time goes to judgment, alignment, and results.
~50% Hands-on project and program leadership
Directly lead 1-3 of the company’s highest-priority or highest-risk initiatives at a time, from scoping through delivery and adoption
Own plans, budgets, stakeholder alignment, risk management, and outcomes for those initiatives
Typical work includes cross-functional technology, operations, and client-impacting programs, including AI and automation initiatives
~50% Portfolio leadership and governance
Run a single intake and prioritization process, balancing demand against capacity, funding, and risk
Maintain an enterprise roadmap tied to company goals, and recommend where to retire, pause, or re-scope work
Design tiered governance that scales rigor to size and risk, so small work moves fast and major investments get real scrutiny
Report on portfolio health to leadership, including value delivered, forecast accuracy, and time to decision
Coach and support project leads across the business, and raise delivery maturity over time
Manage a small team and modernize PMO tooling, using automation, live dashboards, and AI-assisted workflows to keep reporting overhead low
What You'll Do:
Deliver
Personally drive priority initiatives to measurable outcomes, not just on-time completion
Build change management and enablement into every project you lead so solutions are adopted
Model the delivery practices you want the rest of the organization to follow
Prioritize and govern
Give executives clear options and tradeoffs when demand exceeds capacity
Partner with [your title] to bring prioritization recommendations to the executive team and secure decisions on funding, capacity, and sequencing
Escalate cross-functional conflicts and resourcing tradeoffs with clear options, and drive them to resolution
Support agile, waterfall, and hybrid teams rather than imposing one method
Own risk, dependency, and escalation management across the portfolio
Partner on technology and AI governance
Serve as a core participant in technology and AI governance, including intake, vendor evaluation, integration considerations, and risk review of automation and AI requests
Work with Legal, Compliance, Security, and IT so data privacy and regulatory requirements are addressed early, not after launch
AI Utilization and Literacy:
A key function of this role includes the effective use and understanding of artificial intelligence (AI) tools and technologies to enhance productivity, decision-making, and overall performance. This position is expected to maintain awareness of emerging AI applications relevant to their responsibilities, apply AI tools ethically and effectively, and continuously develop their AI proficiency.
What You Bring:
Required
10+ years in program, project, or transformation leadership, with recent and ongoing hands-on delivery experience (this role is not purely managerial)
Track record of leading complex, cross-functional initiatives to measurable outcomes
Experience influencing executives and peers without direct authority
Ability to manage up effectively, with comfort making recommendations, pushing back respectfully, and escalating early
Strong financial acumen, including budgeting, capacity planning, and business case review
Fluency in agile, waterfall, and hybrid delivery
Comfort with data and tooling, including portfolio management platforms, dashboards, and automation
Excellent executive communication and facilitation skills
Ability to switch between detailed project execution and enterprise-level thinking
Preferred
Experience in a PEO, HR services, payroll, benefits, or other regulated, multi-state service environment
Experience with AI or automation governance, vendor evaluation, or enterprise integration programs
Prior experience building or modernizing a PMO or portfolio function
Change management experience, with a formal credential or demonstrated practice
PMP, PgMP, SAFe, or similar certification (helpful, not required)
How Success Is Measured
Initiatives you lead deliver on scope, schedule, and budget and show measurable business outcomes
Leadership has a single, trusted view of portfolio priorities, capacity, and tradeoffs
Executive leadership uses the portfolio view and recommendations to make prioritization decisions
Reporting overhead goes down while decision quality goes up
AI and technology requests move through a clear, fast, well-governed intake path
Adoption of delivered solutions meets or exceeds targets
Project leads across the company are more capable and consistent in how they deliver
The director and [your title] operate as a trusted partnership, with clear ownership of what the director decides and what gets escalated
What We Offer:
Position Salary:
160k-200k
Effective 06/1/2025 NJ passed a Pay Transparency Law which requires NJ based hiring to include a compensation range on each job posting. This compensation range is presented in good faith for candidates that are hired in these roles will be presented a salary within the range stated on the job posting.
At ExtensisHR, we recognize there are many factors that influence your overall satisfaction both at work, and in your personal life. Under our You, Supported program, we provide a perfect mixture of compensation, benefits, company culture, and resources to our employees that help you reach a happier, more balanced life. Some of these offerings include:
Competitive compensation to reward you for your hard work every day.
Progressive Paid-Time Off Program for you to enjoy time out of the office, including time off for volunteering and life events.
Group Medical, Dental, Vision and Life insurance to encourage a healthy lifestyle available from day one.
Student Loan Assistance Program where ExtensisHR contributes toward your student loans.
Pretax Spending Accounts to ease taxes on health and dependent care expenses.
Extensive professional development programs to help you get to where you want to go in your career.
Discounts in retail and entertainment.
A social and community outreach committee that promotes a fun inclusive culture through in-office events and networking opportunities.
Complimentary coffee and snacks to keep you fueled and productive throughout the day.
This job description in no way states or implies that these are the only duties to be performed by the employee(s) incumbent in this position. Employees will be required to follow any other job-related instructions and to perform any other job-related duties requested by any person authorized to give instructions or assignments. All duties and responsibilities are essential functions and requirements and are subject to possible modification to reasonably accommodate individuals with disabilities. To perform this job successfully, the incumbents will possess the skills, aptitudes, and abilities to perform each duty proficiently. The company is an Equal Opportunity Employer, a drug free workplace, and complies with ADA regulations as applicable.

Work arrangement
Yes