Senior Technical Project Manager - SaaS

Penske•Reading, PA

3d•Onsite

About The Position

The Senior Technical Project Manager is a senior-level, cross-functional leader in Penske's Digital Fleet Management group, responsible for delivering complex and strategically significant IT initiatives. The role connects technical execution with business strategy by translating large-scale engineering challenges into phased roadmaps and measurable outcomes delivered on time and within budget. The position coordinates engineering, product, design, operations, and business teams, and includes responsibility for program budgets, resource planning, vendor and SaaS relationships, and compliance coordination. The Senior Technical Project Manager manages multiple high-priority programs, advising leadership while partnering hands-on with engineering teams to maintain accountability and reduce organizational friction. The role is based at Penske Corporate Offices in Reading, Pennsylvania. It is office-first, with four days per week in the office.

Requirements

Bachelor's degree in Computer Science, Information Systems, Management Information Systems, or Business Administration; equivalent work experience will be considered.
At least 6 years of technical project management experience in a complex, cross-functional IT environment.
At least 4 years of hands-on experience in an IT engineering function, such as software development, QA, systems architecture, or infrastructure.
PMP certification or formal project management training.
Advanced proficiency in Agile, Scrum, Kanban, and Waterfall project management methodologies.
Experience with project management and collaboration tools such as Jira, Confluence, or Linear.
Experience managing the full project lifecycle for multiple large-scale, high-complexity IT initiatives simultaneously.
Financial acumen, including project budget management, CapEx and OpEx forecasting, and resource allocation.
Ability to translate complex technical concepts and requirements into actionable deliverables for technical and non-technical stakeholders.
Experience managing cross-functional relationships across engineering, product management, design, and business operations, and driving accountability without formal authority.
Advanced skills in dependency mapping, critical-path analysis, and risk identification and mitigation across complex, multi-team programs.
Vendor management experience, including developing RFPs, RFQs, and RFIs; reviewing MSAs, SOWs, and subscription agreements; and onboarding contractors.
Formal training or working knowledge of SDLC and application development practices.
Experience applying lean process improvement methodologies.
Ability to learn evolving technologies, frameworks, and system architectures in a fast-paced digital environment.
Emotional intelligence to identify team dynamics, manage conflict, and remain composed under pressure.
Proficiency in Microsoft Office Suite, including Outlook, Excel, Word, PowerPoint, Visio, and Access.
Regular, predictable, full attendance is an essential job function.
Willingness to travel as necessary, work the required schedule, and work at the specified location.
Successful completion of a Penske employment application, background investigation, and drug screening.

Nice To Haves

Agile or Scrum certification, such as CSM or SAFe.
Six Sigma Green Belt or Black Belt certification.

Responsibilities

Lead discovery, project framing, and requirements gathering; develop business cases, project charters, and execution roadmaps.
Create and maintain work breakdown structures, milestone schedules, baseline timelines, dependencies, and critical-path deliverables.
Define project scope, deliverables, and resource requirements with IT and business process owners, aligned to strategic objectives.
Coordinate and sequence cross-functional solution components.
Coordinate engineering, product, design, operations, and business stakeholders, facilitating working sessions, steering committee updates, and executive status reports.
Manage stakeholder expectations through negotiation, communication, and prioritization; translate technical requirements into accessible user stories or specifications.
Manage full project lifecycle execution using waterfall and agile frameworks, including sprint ceremonies, stand-ups, demos, and retrospectives.
Monitor program activity, budgets, and resources; keep initiatives on schedule, within scope, and within budget, and hold project resources accountable for deliverables and action items.
Close projects after deployment, including post-deployment support and formal completion documentation.
Identify and manage risks, scope changes, and technical dependencies; maintain risk registers and communicate mitigation and escalation strategies.
Coordinate compliance processes, including SOC 2 Type II and PCI certifications and audit-readiness activities.
Develop and manage lifecycle budgets, including CapEx and OpEx tracking and forecasting; plan and prioritize resources.
Lead vendor sourcing activities, including RFPs, RFQs, and RFIs; validate statements of work and manage vendor performance.
Manage SaaS vendor relationships, including shortlisting, contract negotiations, and subscription renewals.
Support engineering teams by handling stakeholder pressure, timeline complexity, and dependency resolution.
Improve Agile and SDLC processes, developer velocity, and deployment cycle time; implement lean improvements and approved project management methods and tools.
Track and unblock technical integrations across engineering teams, APIs, and dependent systems.
Ensure adherence to Penske's Project Management Methodology and its documentation, tooling, and reporting standards.
Produce project status reports, portfolio KPI dashboards, and project measurement outputs for internal and external stakeholders.
Conduct project after-action reviews, capture lessons learned, and identify process improvements.