Job DescriptionThe 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 ResponsibilitiesStrategy, 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
BenefitsWe 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.
The pay range for this role is:
160,000 - 200,000 USD per year (Remote (United States))
