Director of Information Technology Solutions - Chicago, IL, Hybrid

Sierra ITS has been retained by a highly regarded professional association to identify a Director of Information Technology Solutions to help lead the next chapter of the organization’s technology evolution. This isn’t a “keep the lights on” IT leadership role. They have already invested heavily in stabilizing and modernizing their infrastructure; now they’re looking for someone who can help turn technology into a true strategic advantage for the organization. This is a full-time, permanent role working a hybrid mix of onsite and remote out of their downtown Chicago, IL headquarters.

Your mission will be to connect people, process, data, and technology in a way that makes the organization smarter, more efficient, and better equipped to serve its members. You’ll help define the vision, create a practical roadmap, and guide the organization toward a more modern, data-driven future. You’ll report directly to the Chief Administrative Officer and partner with leaders who genuinely crave change and innovation. You’ll lead a small IT team (senior manager of infrastructure and a data manager), an MSP, and technology partners/vendors to help continue building out the internal IT function with modern capabilities around data, cybersecurity, AI, and enterprise applications.

You

An experienced and sophisticated pro who is both strategic and approachable; a modern IT leader who can build trust just as easily as they can build a roadmap
Data strategy, data governance, and enterprise applications aptitude
Technical understanding of core data and analytics technologies (data integration / ETL, master data management, data lifecycle governance, data quality frameworks, data ownership/stewardship, metadata management, data cataloging, data visualization, MS reporting stack)
Security and Risk Management expertise that includes developing and maintaining a cybersecurity management plan, overseeing cybersecurity and data security compliance (e.g., PCI), and developing and maintaining a comprehensive disaster recovery and business continuity plan.
IT transformation and organizational modernization experience
Refined project and program leadership skills
High EQ, curiosity, diplomacy, and a strong service mentality
Competency in M365 and all its tools
Experience in associations, membership organizations, or mission-driven environments is a plus – but only if you’ve helped drive meaningful change.

Rewards

The organization is ready to invest in this leader...and that goes above and beyond just comp. You'll have executive support, budget, and autonomy as you become the face and voice of innovation. The salary will be ~200k plus excellent benefits, flexibility, and the opportunity to create.

Locals (current Chicago area residents) only, no third parties please.

Sierra ITS

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Director of Information Technology Solutions