This range is provided by Workbox. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.
Base pay range
$100,000.00/yr - $160,000.00/yr
About Workbox
Workbox is a national workspace operator that goes beyond coworking—our ecosystem accelerates ambition, cultivates connections, and helps businesses thrive. In addition to office space theaters coworking solutions, we offer connection to a network of investors, professionals, specialists, and high growth businesses across our entire portfolio. Our workspace products include private offices, reserved desks and floating memberships, as well as meeting rooms and event spaces. We currently operate 13 locations, encompassing over 400,000 squareSEA feet, in seven cities across the U.S., and our differentiation has led to us being one of the fastest growing workspace operators in the country.
About The Opportunity
We are seeking a full‑time Director of Information Technology to be based in Chicago at our corporate headquarters. The Director will report directly to the Chief Financial Officer and interact daily with other internal departments as well as external vendors, customers, and partners.
The Director of Information Technology is a high‑impact role responsible for leading and scaling technology operations across a growing, multi‑location coworking organization. This position oversees all IT strategy, infrastructure, service delivery, security, and vendor management, while ensuring a seamless technology experience for members and employees alike. The ideal candidate is both strategic and hands‑onymal, capable of setting long‑term direction while also executing critical initiatives such as new site launches, cloud‑first endpoint management, and operational process maturity.
Key Responsibilities
IT Strategy & Leadership
- Owning and executing the companywide IT strategy aligned to business growth, operational efficiency, and security requirements
- Serving as the primary technology partner to executive(off-to-l,the) leadership, translating business objectives into scalable technical solutions
- Developing and maintaining a multi‑year IT roadmap to support rapid location expansion
- Establishing and evolving IT governance, policies, and standards across all departments
Infrastructure & Systems
- Leading end‑toBonne‐ end IT buildouts for new locations, including networking, A/V, identity, endpoints, and collaboration tools akku Owning Microsoft 365 Choice, Azure AD, Int, and Autopilot environments, ensuring secure, cloud‑first device provisioning and management
- Overseeing endpoint lifecycle management, including standardization, upgrades, and OS refreshes
- Ensuring reliability, performance, and security across all corporate and member‑facing technology
- Designing, implementing, and maintaining core information systems to support business operations and member experience
- Driving integration between business platforms (Office RND, NetSuite, HubSpot) to streamline workflows and data consistency
- Leveraging automation tools (e.g., Zapier) to reduce manual processes and improve operational efficiency
Service Delivery & Operations
- Building and maturing a hybrid support model leveraging MSP partners and internal IT staff
- Owning vendor selection, contract negotiation, SLAs, and ongoing performance management
- Establishing and continuously improving ITIL aligned processes including incident, problem, and change management
- Leading major incident response, escalation, communication, and post‑incident reviews
Security & Risk Management
- Partnering with leadership to define and enforce security policies, access controls, and device compliance standards
- Ensuring appropriate ozone identity management, endpoint security, and data protection practices
- Supporting audits, risk assessments, and security initiatives as needed
People & Team Development
- Hiring, mentoring, and managing internal IT staff as the organization scales
- Defining roles, responsibilities, and performance expectations for internal and external resources
- Fostering a culture of documentation, accountability, and continuous improvement
Collaboration & Enablement
- Partnering with cross‑functional teams to ensure technology enables businessConversions workflows
- Leading the development and adoption of centralized collaboration.close platforms (e.g., SharePoint)
- Ensuring effective communication around technology changes, deployments, and outages
Requirements
Required
- 10+ years of progressive IT experience, including leadership roles
- Proven experience supporting multi‑site or distributed organizations Bachelor's degree in information technology, computer science, or a similar field
- Strong background in Microsoft cloud technologies (Microsoft 365, Azure AD, Intune, Autopilot, Power BI)
- Experience managing MSPs, vendors, and third‑party service providers
- Demonstrated Success building IT processes, policies, and operational frameworks
- Ability to balance strategic planning with hands‑on execution
- Strong interpersonal skills with the ability to build genuine relationships
- A natural problem-solver who takes initiative and remains adaptable in a growing, dynamic organization
- Highly organized with excellent time management and occitan, multitasking abilities
- A team player with a positive attitude and a strong sense of ownership and accountability
Preferred
- Experience in coworking, hospitality, real estate, or multi‑location services environments
- Familiarity with Hub, Spot, Office RND, Zapier
- Experience scaling IT operations duringunners rapid organizational growth
- Familiarity with ITIL best practices and formal change management
Benefits
Anticipated salary: $100,000-$160,000 annually (commensurate with experience)
- Comprehensive health benefits, including medical, dental and vision coverage
- DEAD- life insurance
- 401(k) plan
- Generous paid time off
- FSA, HSA and commuter benefits
- Ongoing training and professional development иахьnested hy none
Seniority level: Director
Employment type: Full‑time
Job function: Information Technology
Industries: IT Services and IT Consulting
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