Director, Information Technology
Hopscotch-Primary-Care
Chicago, IL · $150k–$190k a year · Posted November 3, 2026
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Where Chicago, IL ranks
Where Chicago, IL placed in our monthly rankings, month by month. Each month stays online at its own address.
November 2026
- #1Best cities for government pay after cost of living$146k · of 18
- #1Cities with the most jobs that do not need a four-year degree in the Midwest684 jobs · of 51
- #1Cities with the most jobs that do not need a four-year degree in the Great Lakes684 jobs · of 36
- #1Best cities for software and engineering jobs in the Midwest1,140 openings · of 59
- #1Best cities for software and engineering jobs in the Great Lakes1,140 openings · of 48
- #1Best all-round cities for mid-career professionals in the Midwest80 / 100 · of 20
Rankings about engineering jobs
- Best cities for software and engineering jobs #1 San Francisco (3,412 openings)
- Best cities for engineering pay after cost of living #1 San Mateo ($216k)
- Most requested AI skills in engineering jobs #1 AI tools in daily work (6.1%)
- AI tools named most often in engineering jobs #1 Claude (1.7%)
- Employers with the most engineering jobs #1 Amazon (2,992 roles)
How AI is used in this kind of work
Among computer and information systems managers, AI is already used for some of the tasks. Measured exposure for computer and information systems managers: 16% (some).
Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.
About the job
...looking for an experienced and strategic Director of IT. The ideal candidate will develop... ...department , ensuring the alignment of technology initiatives with our business objectives... ...communicate value, tradeoffs and timing. Data‑ informed and decisive - confident making hard...