[Hiring] Senior Director - Enterprise Project Management @Asure Software

Role Description

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 is a builder's role — you will establish the foundation: designing the project intake process, defining delivery cadences, and developing the frameworks and talent needed to drive enterprise-wide execution with consistency and accountability. This leader will ensure that 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.

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.