Senior Director of Technology at Greyson Clothiers – Detroit, Michigan

Position Overview:

We are seeking a hands-on and execution-focused Senior Director of Technology to lead the ongoing management, optimization, and scaling of Greyson’s technology ecosystem. This role is responsible for owning and operating core systems, with a primary focus on the NetSuite ERP, ensuring they function effectively to support a growing omnichannel retail apparel business. This position partners closely with cross-functional teams to drive system adoption, improve workflows, and deliver reliable, scalable solutions. The ideal candidate thrives in fast-paced, founder-led environments and is comfortable rolling up their sleeves to solve problems, dealing with ambiguity, bringing solution mindset from experience, comfortable training teams, and drive execution.

This is a hybrid position based out of our Detroit, MI office with three days per week required in-office.

Key Responsibilities:

Own and lead Greyson’s technology ecosystem, with primary accountability for NetSuite ERP, ensuring stability, scalability, and alignment with business growth

Serve as the internal authority on systems architecture, driving optimization, troubleshooting, and continuous platform enhancement

Lead delivery of system enhancements, integrations, and automation initiatives, including AI-driven solutions that improve cost, efficiency, and scalability

Own the technology roadmap and portfolio, ensuring on-time, on-budget execution aligned to strategic priorities while architecting scalable solutions to support a high-growth, omnichannel business

Partner with Finance to ensure data accuracy, reporting integrity, and compliance with financial controls and audit requirements

Collaborate cross-functionally across Retail, eCommerce, Wholesale, and Operations to optimize order-to-cash, procure-to-pay, inventory, and fulfillment workflows

Manage external vendors and technology partners, driving performance, accountability, and cost efficiency

Build and lead a high-performing team with a hands-on, player-coach leadership approach

Drive documentation, training, and adoption to ensure consistent and effective system use

Own incident management, including prioritization, root cause analysis, and long-term resolution, inclusive of sharing KPI driven metrics with business in support of steady state operations

Ensure data integrity, governance, and internal controls across all systems

Translate business needs into scalable technical solutions and continuously improve system performance and reliability