Director of Information Technology

About Redesign Group
The Redesign Group is a global technology and cybersecurity Solution Provider leveraging design thinking, interdependent subject matter expertise, and emerging technology solutions to help organizations achieve meaningful transformation. Our globally diverse team members, partnerships with strategic technology manufacturers, and cybersecurity services position us to be a business partner that’s ready for what’s next.
We live by our core values of operating in the service of others, being problem solvers, and focusing on long term partnerships. You’ll excel at Redesign if you thrive in a rewarding environment that moves quickly, challenges you to grow and fosters collaboration. We seek candidates with a hands-on customer-first approach, robust interpersonal and communication skills, strong work ethic and excellent time management. While teamwork is expected, the ability to work independently in a fast-paced environment is crucial.
Job Description
The Redesign Group is seeking a Director of Information Technology to own our internal technology estate end to end and lead the team that runs it. This role reports directly to the Chief Information Officer and covers identity, endpoints, networking, collaboration, service management, and our internal AI platform across a remote-first organization.
Our clients hold us to a high standard for the infrastructure we design and secure on their behalf. This role exists to hold our own environment to that same standard. You will set the internal technology strategy, build and develop the team that executes it, and own the internal adoption and governance of AI so that our own practice sharpens what our AI and security teams deliver to clients.
Technical Responsibilities
Strategy, Team & Operating Model
Build and run a multi-year internal technology roadmap, with IT governance, standards, and architecture review behind it
Tie every investment to a business outcome, with defined success measures rather than product categories
Design the internal IT function, build the business case for headcount, hire against it, and develop the team
Define what is run internally versus delivered through partners and managed service providers, and hold those partners to defined service levels
Own the internal IT budget, forecast, and software license position, rationalizing the SaaS estate and managing renewals, negotiations, and contract terms
Service Management & Employee Experience
Stand up and mature IT service management across intake, incident, problem, request, and change
Build the internal service catalog and the service levels behind it, with clear ownership, on-call, and escalation models
Publish operational metrics and remove the largest sources of employee friction each quarter
Own the onboarding and offboarding technology experience in partnership with HR
Infrastructure, Identity & Workplace Technology
Own enterprise identity, including Microsoft 365 and Entra ID, single sign-on, conditional access, and periodic access reviews
Own endpoint management, configuration baselines, patching, and device lifecycle (Intune or equivalent)
Manage the Microsoft 365 collaboration estate, including Teams, SharePoint, and Exchange governance
Own internal network architecture, remote access, and secure connectivity for a distributed workforce
Manage the internal cloud and hosting footprint, and own backup, recovery, and business continuity with tested recovery objectives
Internal AI Enablement & Economics
Own internal AI tool use case development, rollout, training, and adoption measurement
Partner with the Redesign AI practice so internal use informs client-facing delivery
Apply financial engineering to the internal AI estate: build the unit-cost model, forecast consumption, negotiate commitments and reserved capacity, and hold AI spend accountable to measured productivity gains
Security, Risk & Compliance
Partner with security leadership and own the IT execution half of the security program
Support SOC 2 and ISO audit readiness, including evidence collection and control operation
Own vulnerability management and remediation for internal systems and endpoints
Define and enforce device posture and access requirements across the estate
Required Experience
10+ years of information technology experience, including years leading teams or owning a technology function
Proven experience building and scaling internal IT in a distributed or remote-first company through a period of fast growth
Experience presenting technology strategy, investment recommendations, risks, and operating metrics to executive leadership
Deep hands-on experience with Microsoft 365 and Entra ID, endpoint management (Intune or equivalent), and SaaS administration at scale
Demonstrated ownership of internal AI adoption and governance, including policy, data handling, and change management
Strong security fluency — able to partner credibly with a CISO and translate risk into business terms for executive stakeholders
Experience operating in a solutions provider, MSP, or consulting environment strongly preferred
Experience supporting audit, SOC 2, or other regulated compliance requirements
Vendor, MSP, and contract negotiation experience with budget ownership
Ability to communicate technical trade-offs clearly to both technical and executive audiences, in writing and in person
Relevant industry certifications such as ITIL, Microsoft, CISSP/CISM, PMP, or equivalent are valued but not required
Benefits
We offer a comprehensive benefits package which may include:
Medical, Dental, and Vision Insurance
401(k) retirement plan with company match (annual dollar cap applied)
Flexible time off plan
15 paid holidays
Sick leave (amount varies by state requirements and is at least the minimum required by any state)
Short-term and long-term disability
Life insurance
Paid parental leave
Additional Compensation: This position is eligible for discretionary incentive compensation and/or bonus opportunities based on individual and company performance.
We’re an Equal Opportunity and Affirmative Action Employer and welcome applicants from all backgrounds. We consider qualified candidates without regard to any legally protected status. This role is subject to applicable employment laws based on work location. In compliance with pay transparency laws, the compensation range for this role is included, with final pay based on experience, skills, and location. We participate in E-Verify to confirm employment eligibility and are happy to provide reasonable accommodations throughout the hiring process—just let us know how we can help.
The Pay Range For This Role Is
160,000 - 200,000 USD per year (Remote (United States))

Work arrangement
Yes