Senior Technical Project Manager - SaaS
Penske Truck LeasingWhy Join Digital Products at Penske Most people know Penske for our big yellow trucks. But we’re so much more than that. At Penske we have a 50-plus year history of leading the transportation and supply-chain industry, delivering world-class and award-winning technology solutions. What most people don’t know, we are just as much a data company as we are a transportation and supply chain company. We collect and analyze billions of datapoints each year, through over 300+ advanced analytical models and integrate insights from our fleet, maintenance operations, and logistics networks to give customers a more complete view of their supply chains. That connected intelligence allows us to anticipate issues, optimize resources, and deliver reliable outcomes across transportation and logistics for our customers. Penske continues to invest in, and grow, our digital products – and we need talent at all levels to help us advance and continue to lead our industry. While data is very important, the key to our success is our people. You’ll work alongside great people and on really cool projects. Ultimately, you’ll help develop and ensure our technology solutions keep our company and our customers moving forward. Position Summary: The Senior Technical Project Manager is a senior-level, cross-functional leader within Penske's Digital Fleet Management group, responsible for driving the successful delivery of the company's most complex and strategically significant IT initiatives. This role bridges the gap between technical execution and business strategy — translating ambiguous, large-scale engineering challenges into clear, phased roadmaps that deliver measurable outcomes on time and within budget. By combining deep technical literacy with advanced stakeholder leadership, the Senior Technical Project Manager serves as the connective tissue across engineering, product, design, and business teams — ensuring that cross-functional initiatives are delivered predictably, efficiently, and in alignment with Penske's strategic priorities. This includes ownership of program budgets, resource planning, vendor and SaaS relationship management, and compliance coordination across a high-complexity, fast-moving technology environment. As a Senior Technical Project Manager at Penske, you will manage multiple high-priority IT programs simultaneously, acting as both a strategic advisor to leadership and a hands-on execution partner to engineering teams — shielding developers from organizational friction while driving accountability across every stakeholder involved in delivery. This position is based at Penske Corporate Offices in Reading, PA. This is an office first position, in office four days a week. Major Responsibilities: Project Planning & Roadmap Development Lead discovery, framing, and requirements gathering to develop business cases, project charters, and structured execution roadmaps for complex technical initiatives. Build and maintain work breakdown structures, milestone schedules, and baseline delivery timelines with clearly defined dependencies and critical path deliverables. Work directly with IT and business process owners to define project scope, deliverables, and resource requirements aligned to strategic objectives. Act as project architect to ensure all cross-functional solution components are sequenced and integrated effectively. Cross-Functional Alignment & Stakeholder Management Serve as the central coordination point across engineering, product, design, operations, and business stakeholders to ensure unified communication and shared accountability. Facilitate project working sessions, steering committee report-outs, and executive status updates — communicating scope changes, risks, and issues with clarity and appropriate urgency. Manage stakeholder expectations through tactful negotiation, proactive communication, and independent prioritization across multiple concurrent initiatives.…