Jobs · Information Technology

Director of Information Technology

Swooped · United States · Yesterday
RemoteRemoteInformation TechnologyFull-time

About the opportunity

The company is an all-in-one, cloud-based platform helping auto repair shops run smarter, grow faster, and serve customers better. Built by a shop owner and shaped by the needs of the industry, the platform brings together innovation, real-world experience, and a thriving community to help shops thrive - not just survive.

What You’ll Do

  • Define and lead the company’s IT strategy, creating a clear 12–24 month roadmap aligned with business priorities, growth plans, and operational needs.
  • Partner closely with leadership to proactively identify risks, opportunities, and gaps across systems, security, tooling, and processes.
  • Build strong relationships across the organization and lead through influence, ensuring teams adopt the right processes, controls, and ways of working.
  • Drive a company-wide tooling strategy, ensuring investments are thoughtful, scalable, cost-effective, and aligned with long-term business needs.
  • Establish strong governance around systems, security, identity and access management, and AI usage across the company.
  • Develop processes and operating rhythms that allow the IT function to stay ahead of company growth rather than reacting to it.
  • Lead and develop the IT team, providing strategic direction while empowering the team to execute effectively.
  • Thrive in a fast-moving, high-growth environment with evolving priorities, ambiguity, and increasing complexity.

What We’re Looking For

  • Experience leading IT strategy at a company of 500+ employees.
  • Proven track record of designing and scaling IT systems and tooling.
  • Strong understanding of modern SaaS ecosystems and architecture.
  • Experience implementing AI tools and/or defining AI strategy in a business context.
  • Ability to operate at both strategic and execution levels.
  • Strong cross-functional leadership and executive communication skills.
  • Experience partnering with security/compliance functions (SOC2, ISO, etc.).

Why This Role Matters

A strong foundation has been built. This role is about ensuring internal technology scales with the business and becomes a competitive advantage. You will be responsible for:

  • Defining and leading the company’s IT strategy, creating a clear 12–24 month roadmap aligned with business priorities, growth plans, and operational needs.
  • Partnering closely with leadership to proactively identify risks, opportunities, and gaps across systems, security, tooling, and processes.
  • Building strong relationships across the organization and leading through influence, ensuring teams adopt the right processes, controls, and ways of working.
  • Driving a company-wide tooling strategy, ensuring investments are thoughtful, scalable, cost-effective, and aligned with long-term business needs.
  • Establishing strong governance around systems, security, identity and access management, and AI usage across the company.
  • Developing processes and operating rhythms that allow the IT function to stay ahead of company growth rather than reacting to it.
  • Leading and developing the IT team, providing strategic direction while empowering the team to execute effectively.
  • Thrive in a fast-moving, high-growth environment with evolving priorities, ambiguity, and increasing complexity.

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