[Remote] Director, Information Technology Project Management Office

Note: The job is a remote job and is open to candidates in USA. GuidePoint Security is a rapidly growing cybersecurity company that provides trusted expertise and solutions to help organizations minimize risk. The Director of the Information Technology Project Management Office (IT PMO) is responsible for overseeing IT project management processes, ensuring seamless execution of IT initiatives, and bridging the gap between business strategy and technology execution.

Responsibilities

• Partner with executive leaders to translate corporate objectives into a comprehensive, multi-year IT strategic plan
• Define, maintain, and publish the organization's IT Roadmap, ensuring cross-functional initiatives are prioritized based on resource capacity, financial return, and technical dependency
• Establish a unified process to intake, evaluate, score, and approve new technology and product proposals. Work with project sponsors to define project priorities, opportunities, challenges and communicate project risks and opportunities
• Oversee the day-to-day operations of the IT PMO, enforcing uniform methodologies (Agile, Scrum, Waterfall, Hybrid) across the portfolio. Ensure pre-defined project management processes and practices are followed, driving simplification and improvement as necessary
• Lead IT continuous improvement by institutionalizing post-project retrospective reviews into IT processes; responsible for monitoring and maximizing key cost, schedule, and performance metrics
• Modernize and manage enterprise PMO software applications (i.e., Jira, Confluence) to enable clear portfolio visibility. Develop, implement, and govern project management processes, dashboards, templates, policies, and metrics; provide executive leaders with the information needed to assess and contribute to the resolution of high risk/ escalated projects
• Direct the Business Analysis function to guarantee user requirements are precisely defined, verified, and trace directly back to business value
• Manage IT project deliverables with an IT Product Development framework, overseeing digital products from discovery through deployment and feature refinement
• Collaborate with design stakeholders to incorporate modern User Experience (UX) and Experience Design principles, validating that delivered software addresses real customer needs
• Direct the IT Quality Assurance framework to implement automated and manual software validation, minimizing bug leakage into production environments
• Govern the organizational change management lifecycle to protect delivery timelines, business continuity, and system stability
• Define and track metric-driven operational KPIs, including Schedule Variance, Resource Utilization, Defect Leakage, and Budget Variance. Identify opportunities within in-flight projects to deliver additional value
• Implement qualitative evaluation tools, such as project health scorecards and organizational change readiness surveys
• Establish frameworks for the quantitative and qualitative measurement of IT projects to evaluate delivery efficiency, ROI, and technical health. Systematically capture internal and external stakeholder feedback through post-implementation surveys to optimize the Customer Satisfaction Score (CSAT) and/or Net Promoter Score (NPS) for delivered IT solutions
• Coach and mentor direct reports and share knowledge of best practices
• Grow the IT PMO organization structure, hire and manage project staffing requirements in line with service portfolio workload
• Provide project deliverable QA and retrospective reviews with IT teams to identify potential improvement opportunities
• Set annual performance targets for direct reports and conduct semi-annual performance reviews
• Adhere to GuidePoint Security Core Values
• Other duties as assigned

Skills

• Bachelor's Degree in Information Technology, Computer Science, Business Administration, or Finance (Master's degree preferred)
• Minimum of 10 years of IT project/portfolio management experience, with at least 5 years in an enterprise PMO leadership role
• PMP (Project Management Professional), PMI-ACP, or Agile/Scrum Master certifications are highly preferred
• Demonstrated experience overseeing digital software development, user interface design lifecycles, and modern software testing methodologies (QA)
• Exceptional interpersonal and communication skills required to maintain alignment with executive stakeholders and external vendor partners
• Strong analytical and problem-solving skills, particularly on challenging, complex, and difficult issues to develop solutions that address root causes
• Ability to develop and deliver training to new Project Managers or candidates just entering the cybersecurity space
• Ability to influence without authority
• Flexible, adaptable, and resourceful when managing changing timelines and multiple deliverables
• Demonstrated leadership ability to establish and manage a high-performance team
• Motivated to build relationships at executive levels with customers, and vendor groups
• Willingness to travel up to 10%
• Sedentary work
• Substantial movement of the wrists, hands, and/or fingers for a minimum of 8 hours a day
• Required to have close visual acuity to view computer terminal and/or extensive reading for a minimum of 8 hours a day
• Master's degree in Information Technology, Computer Science, Business Administration, or Finance
• PMP (Project Management Professional), PMI-ACP, or Agile/Scrum Master certifications

Benefits

• Remote workforce primarily (U.S. based only, some travel may be required for certain positions, working on-site may be required for Federal positions)
• Group Medical Insurance options: Zero Deductible PPO Plan (GuidePoint pays 90% of the premium for employees and 70% for family plans (spouse/children/family) or High Deductible Health Plan with HSA (GuidePoint pays 100% of the employees premiums and 75% for family plans (spouse/children/family). If you choose the High Deductible / HSA plan, GPS will contribute in 4 equal quarterly installments: ($850 per EE annually / $1750 per family annually (includes spouse/children/family options)
• Group Dental Insurance: GuidePoint pays 100% of the premium for employees and 75% of family plans
• 12 corporate holidays and a Flexible Time Off (FTO) program
• Healthy mobile phone and home internet allowance
• Eligibility for retirement plan after 2 months at open enrollment
• Pet Benefit Option

Company Overview