Director of Information Technology
Swooped · United States · 4 days ago
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.
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
- Ensure internal technology scales with the business and becomes a competitive advantage.
- 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.
Success Criteria
- A clear, forward-looking IT roadmap aligned to business priorities.
- A rationalized, scalable, and cost-efficient tool stack.
- Strong internal AI adoption with clear governance and measurable impact.
- Seamless employee IT experience at scale.
- Security and compliance fully integrated into day-to-day operations.
What You’ll Bring
- Experience leading IT strategy and systems architecture at a 500–1500 employee company.
- Proven success consolidating fragmented tooling environments and driving more standardized, scalable systems.
- Deep experience with identity and access management in complex SaaS environments.
- Strong judgment balancing security, compliance, and business speed.
- Experience creating AI governance frameworks, evaluating AI tools, and driving responsible adoption across a company.
- Strong understanding of modern SaaS ecosystems, integrations, automation, and internal systems architecture.
- Ability to operate at both strategic and hands-on execution levels.
- Strong cross-functional leadership and executive communication skills.
- Experience partnering with security and compliance teams across frameworks like SOC2 and ISO.