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Senior Director of Technology

Key Facts

Remote From: 
Full time
Senior (5-10 years)
English

Other Skills

  • β€’
    Team Building
  • β€’
    Prioritization
  • β€’
    Communication
  • β€’
    Knowledge Transfer
  • β€’
    Analytical Thinking
  • β€’
    Problem Solving

Roles & Responsibilities

  • 10+ years of progressive experience in technology or business systems leadership within apparel, retail, or consumer goods.
  • Expert-level NetSuite ERP expertise, including implementation, optimization, and administration in a multi-entity, omnichannel environment.
  • Proven success in high-growth, entrepreneurial environments, scaling systems alongside the business.
  • Deep understanding of omnichannel operations (eCommerce, wholesale, retail) and enabling technologies.

Requirements:

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

Job description

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 remote role that may require some travel to our Detroit headquarters. 

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

Required Skills and Qualifications:

  • 10+ years of progressive experience in Technology or Business Systems leadership within apparel, retail, or consumer goods
  • Expert-level NetSuite ERP expertise, including implementation, optimization, and administration in a multi-entity, omnichannel environment
  • Proven success in high-growth, entrepreneurial environments, scaling systems alongside the business
  • Deep understanding of omnichannel operations (eCommerce, wholesale, retail) and enabling technologies
  • Strong command of end-to-end business processes, including order-to-cash, procure-to-pay, inventory, fulfillment, and financial integrations
  • Experience supporting light manufacturing, decoration, or value-added workflows (preferred)
  • Expertise integrating third-party platforms (eCommerce, WMS, EDI, POS, 3PLs) using APIs and middleware
  • Track record of leading ERP implementations and continuous improvement initiatives with a focus on scalability and data integrity
  • Player-coach leadership style, with experience building and developing high-performing teams
  • Strong program and project management skills, with the ability to prioritize in fast-paced environments
  • Experience driving change management, training, and system adoption
  • Excellent analytical, problem-solving, and communication skills, with the ability to translate technical concepts into business impact

Benefits: 

Greyson is proud to offer employees a comprehensive benefits package that include

  • Unlimited Paid Time Off
  • Paid Sick Leave
  • 13 annual paid company holidays
  • Competitive employee discount
  • Paid Family Leave Program (maternity and bonding)
  • Company paid long-term and short-term disability
  • Tax Advantage Accounts (FSA, HSA, FSA Dependent Care, 401(k), and 401(k) Roth
  • Comprehensive Medical Coverage (medical, dental, vision) with company HSA contributions



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