Principal Enterprise Technology Program Manager

Les Schwab Tire Centers•Bend, OR

About The Position

Les Schwab Tire Centers is hiring a senior-level individual contributor to lead complex, high-impact enterprise technology initiatives. The role works at the intersection of technology, business operations, and execution, partnering with executive leadership and influencing cross-functional teams to deliver programs across the company’s retail locations. The first major initiative is Route 52, a $50M+ enterprise point-of-sale transformation spanning approximately 600 stores. The Program Manager will lead the next deployment phase, establish operational discipline, strengthen vendor accountability, and support successful implementation and adoption. The role will then lead additional major enterprise technology programs that advance technology and operational excellence.

Requirements

10+ years of experience leading complex enterprise technology programs, implementations, or large-scale deployments.
Demonstrated success managing multimillion-dollar technology initiatives involving multiple business functions, vendors, and stakeholders.
Experience leading technology deployments across multiple locations, business units, or geographically distributed operations.
Proven ability to manage complex programs through implementation, go-live, stabilization, and successful business adoption.
Strong executive communication skills, including experience presenting to and influencing senior leadership.
Expertise in vendor management, performance accountability, risk mitigation, and program governance.
Ability to balance strategic leadership with hands-on problem-solving and execution.
Experience leading cross-functional teams and driving results without direct reporting authority.

Nice To Haves

Experience leading large-scale POS, ERP, retail technology, or enterprise systems implementations.
Background in multi-location retail, distribution, supply chain, or other operationally complex environments.
Experience managing enterprise programs with budgets of $50M+ or deployments spanning hundreds of locations.
Demonstrated success stabilizing, recovering, or accelerating complex technology implementations.
Experience working with systems integrators, software providers, hardware deployment partners, and consulting firms.
Background in enterprise transformation consulting or leading large-scale technology programs within a complex organization.

Responsibilities

Own the strategy, planning, execution, and successful delivery of large-scale enterprise technology initiatives.
Lead complex, multimillion-dollar programs from implementation through stabilization and business adoption.
Partner with executive leadership to align program priorities, resources, timelines, and business outcomes.
Identify risks, resolve obstacles, and make informed decisions to keep programs moving forward.
Establish and manage deployment strategies, operational readiness criteria, and performance metrics across distributed business locations.
Lead cross-functional teams through implementation, training, go-live, and post-launch stabilization.
Use data and operational insights to assess deployment readiness, manage rollout pace, and improve execution.
Ensure technology solutions meet business needs while minimizing disruption to store operations and customer experience.
Build alignment across Information & Digital Services, Retail Operations, Finance, Training, Analytics, and other business functions.
Communicate program progress, risks, and recommendations to executive stakeholders and steering committees.
Lead through influence, establishing accountability and driving decisions across teams without direct reporting relationships.
Oversee major technology vendors, implementation partners, and consulting relationships.
Set expectations for vendor deliverables, service levels, timelines, and quality; monitor performance and drive corrective actions when needed.
Develop scalable governance, reporting, and deployment practices for future enterprise initiatives.
Champion continuous improvement and organizational readiness throughout technology transformations.