Sr. Director - Enterprise Project Management

Who we are

Over 600 employees strong, Asure sees Human Capital Management (HCM) through the lens of entrepreneurs and executives with an owner’s mentality. We help businesses develop their “Human Capital” to get to the next level, stay compliant, and allocate their time, money and technology toward growth. Our HCM platform empowers more than 100,000 clients to build great teams and better manage their people while staying compliant in an ever‑changing HR legislative landscape. Asure’s HCM offering includes Payroll & Tax, HR, and Time & Attendance software and HR Services ranging from online compliance tools to a fully outsourced HR department.

The Sr. Director of Enterprise Project Management

Will establish and lead a centralized enterprise project management capability focused on shaping how the organization plans, prioritizes, and delivers its most critical cross‑functional initiatives. This builder’s role designs the project intake process, defines delivery cadences, develops frameworks and talent needed to drive enterprise‑wide execution with consistency and accountability. The leader ensures product initiatives are delivered on time, on scope, and aligned with business priorities, enabling predictable delivery, improved transparency, and scalable execution across a growing organization.

How you will contribute

PMO Build‑Out & Leadership

• Design, launch, and scale an Enterprise PMO function, including hiring and developing a team of Project Managers over time
• Define and implement project management frameworks, methodologies and governance models
• Establish a high‑performing, collaborative team culture grounded in accountability, transparency, and continuous improvement
• Serve as a strategic partner to the Chief Transformation & People Officer, providing visibility into portfolio health and delivery progress

Project Intake & Prioritization

• Develop and implement a standardized project intake process that captures, evaluates, and prioritizes enterprise initiatives against strategic objectives
• Partner with senior leaders across functions to ensure the right work is resourced and sequenced appropriately
• Create governance frameworks and decision‑making criteria to manage demand and capacity across the portfolio

Program & Portfolio Management

• Own end‑to‑end program management for high‑priority, cross‑functional corporate initiatives spanning multiple products
• Drive initiative planning, milestone tracking, risk identification, and executive‑level reporting
• Establish and maintain a portfolio management cadence including status reporting, steering committee meetings, and leadership reviews

Process & Tooling

• Define and implement project management methodologies, tools, and templates that balance rigor with agility
• Build dashboards and reporting mechanisms that provide real‑time visibility into portfolio status for senior leadership
• Continuously evaluate and improve delivery processes based on lessons learned and evolving business needs

Stakeholder Engagement

• Build trusted relationships with executive and functional stakeholders across the organization
• Facilitate alignment conversations, surface dependencies, and resolve roadblocks that span organizational boundaries
• Drive alignment across functions with differing priorities and operating styles
• Champion a culture of project discipline and delivery excellence across the enterprise

Qualifications

• 8+ years of progressive experience in project, program, or portfolio management
• 3+ years leading teams, with demonstrated ability to attract, develop, and retain PM talent
• Proven track record building or significantly scaling a PMO or enterprise delivery function
• Experience managing complex, cross‑functional corporate initiatives with significant organizational impact
• Prior exposure to transformation, change management, or people‑related programs is a strong plus
• Exceptional ability to operate at both strategic and operational levels — equally comfortable in a leadership meeting and in the details of a project plan
• Strong executive communication and storytelling skills; able to translate complex program status into clear, concise narratives
• Skilled facilitator and consensus‑builder across diverse stakeholder groups
• Data‑driven mindset with experience building portfolio reporting and governance structures
• Bachelor’s degree required; MBA or advanced degree preferred
• PMP, PgMP, or equivalent certification preferred

Compensation

The base salary range for this position is $145,000–$170,000, based on relevant experience, skills, and industry knowledge. Asure Software offers a variety of employee benefits. Salary information is determined by market location and is provided in accordance with state and local pay‑transparency laws.

Benefits

• Medical, Dental, Vision, HSA, FSA — all effective on day 1
• Company paid Basic Life Insurance, A+D, Long‑Term Disability, and Short‑Term Disability
• 401K Program with 3% safe harbor contribution
• Employee Stock Purchase Program
• Fitness Reimbursement Program
• Self‑Managed PTO

We are an equal opportunity employer.

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