Chief Omnichannel Retail Technology & Platforms

VP Omni-Channel Retail Technology
Location: Bend, OR
Employment Type: Full time
Job Requisition : R-14875
Experience: 15+ years of progressive leadership experience managing large-scale retail technology, digital, or omnichannel portfolios

How You Will Contribute
This executive will lead the technology strategy, product vision, and delivery of the platforms that power the end-to-end retail journey—from digital engagement and e-commerce through store operations, point-of-sale, customer loyalty, workforce enablement, and emerging omnichannel capabilities. This role will partner dynamically and cross-functionally with senior business leaders to scale the enterprise from more than 600 locations today to over 1,000 in the coming years.

The ideal candidate thinks first as a customer advocate, second as an operator, and third as a technologist. They are obsessed with understanding customer and associate needs, identifying friction in the experience, and leveraging technology to create simple, scalable, and differentiated solutions. The successful candidate will possess a rare combination of customer-centric thinking, operational discipline, business acumen, and technology leadership.

They will be expected to build and lead high-performing teams, and drive measurable business outcomes including, for example, improved customer conversion, and targeted returns on investments.

What will you do
In this role, the VP Omni-Channel Retail Technology will:

Enterprise Leadership & Operating Model Co-Authorship

● Partner with Retail Operations leadership to redefine cross-functional collaboration, establish shared KPIs, and eliminate IT/Operations silos

● Own the comprehensive business case and capital allocation for major retail technology investments, translating tech spend directly into measurable P&L outcomes

● Drive enterprise prioritization and collaborate with change leadership to ensure major technology rollouts include strict field readiness, communication, and store-level training loops

Customer & Store Associate Experience Optimization

● Drive seamless omnichannel experiences spanning e-commerce, mobile applications, customer communications, and loyalty/CRM platforms

● Execute operational excellence by optimizing store associate micro-workflows, reducing transaction steps, and eliminating front-line system friction

● Align on and meet operational service level targets spanning stability, performance, support, and scalability

Omnichannel Product Strategy & Experimentation

● Establish a structured “sandbox” framework to safely pilot emerging technologies (e.g., automation, AI capabilities) in select stores using a fast-fail approach before enterprise scaling

● Transition technology teams from a feature-delivery mindset to a data-driven mindset, ensuring clear definitions of operational ROI

Technology Delivery, Vendor Governance & Talent Development

● Lead high-performing engineering, product management, and support teams to deliver reliable, secure, and highly scalable enterprise platforms

● Shape the external vendor ecosystem, determining when to build, buy, or partner, while managing risk and holding partners accountable to business outcomes

● Build leadership depth within the IT organization, actively mentoring future technical and product leaders to support long-term talent succession

Skills & Qualifications
Educational/Experience Requirements

● 15+ years of progressive leadership experience managing large-scale retail technology, digital, or omnichannel portfolios

● Proven track record of scaling technology organizations and architectures during periods of rapid, multi-location geographic growth (600+ locations)

● Demonstrated success leading enterprise-scale digital transformation initiatives and modernizing…