Director of IT

Swooped is a Talent Platform (not a staffing agency). We are not the employer for this role and do not make hiring decisions. Clicking "Apply" takes you to Swooped to review the role and hiring company details.

About the Opportunity

The organization is recognized as one of AdAge's 2025's BEST PLACES TO WORK! As an independent and remote-first media and marketing services firm with a long history, the company combines the security of an established organization with a start-up feel. With leading data-driven and technology-enabled digital media and marketing services and teams in the U.S. and the UK, the diverse team of digital strategists, media practitioners, technologists, and data scientists has won prestigious awards for innovative marketing technology, impactful work, and inclusive remote-first places to work.

This role is seeking a forward-thinking Director of IT to lead a modern, AI-enabled technology function that drives efficiency, scalability, and business impact. Reporting to the CFO, this position connects IT strategy with overall company objectives—leveraging automation, data, and AI to improve operations and decision-making across the organization.

This leader will oversee both an internal IT team and an external helpdesk partner, ensuring seamless support, strong accountability, and a high-performing, well-balanced team.

Key Responsibilities

• Strategic & Financial Alignment - Partner/Collaborate with the CFO, Leadership, and all parts of the organization to align IT strategy, budgets, and investments with business goals and ROI, identify opportunities to improve efficiency through automation and smarter tooling. Minimize business disruption and maximize business benefits of the projects.

• Team Leadership & Operations - Lead and develop a hybrid IT support model (internal team + external helpdesk) with clear roles, SLAs, and accountability. Ensure the team is properly staffed, balanced, and cross-trained to reduce and eliminate single points of failure. Foster a culture of ownership, responsiveness, and continuous improvement.

Interested in remote work opportunities in IT & Network Engineering? Discover IT & Network Engineering Remote Jobs featuring exclusive positions from top companies that offer flexible work arrangements.

• Infrastructure, Security & Vendors - Conduct formal risk assessments. Manage SOC2 and other compliance and audit initiatives to ensure that the organization is compliant with the letter and spirit of requirements on an ongoing basis. Oversee secure, reliable, and scalable IT systems, including cloud platforms and enterprise tools. Manage vendor relationships and optimize the technology stack for performance and cost. Implement modern security and governance practices, including AI-related risks.

• AI, Automation & Data Enablement - Drive practical adoption of AI and automation to streamline workflows and enhance decision-making. Champion a data-first approach, improving system integration, data quality, and accessibility. Stay ahead of industry trends, best practices, security, and innovation in the IT space, prioritizing and infusing these into the IT function and road map as appropriate.

• Adoption & Change Management - Drive adoption of new tools and workflows across the organization. Enable teams through training and support, particularly in AI-enabled tools and automation.

Required Qualifications

• 10+ years of IT leadership experience, including managing infrastructure, vendors, and support teams.
• Experience operating within or closely with Finance, Legal, HR, and Operations; strong business and cost-management mindset.
• Demonstrated success leading transformation initiatives (cloud, automation, or data platforms).

Browse our curated collection of remote jobs across all categories and industries, featuring positions from top companies worldwide.

• Working knowledge of AI/automation tools and their practical business applications.
• Proven ability to lead distributed teams and third-party partners effectively.
• Strong communicator with a pragmatic, outcomes-driven approach.

Success Measures

• Improved operational efficiency through automation and AI adoption.
• High-performing, cross-trained IT team with strong service levels.
• Reliable, secure systems with minimal disruption.
• Clear ROI and optimization of IT spend.
• Strong adoption of tools that improve employee productivity.

The hiring company is an equal opportunity employer committed to building a diverse and inclusive team.