Employer
City Year jobs and interview guide
10 open roles in Chicago, Milwaukee. Checked Oct 6, 2026.
Open roles
What their postings tell you
Everything below is counted from City Year’s own open listings. We do not publish a description of their interview process, because a job posting does not tell you that and guessing would be worse than saying nothing.
Who they are hiring
9 senior or lead and 1 mid-level out of 10 open. Weighted toward experience. There is not much here for a first job.
Where the work is
- Chicago — 9 roles
- Milwaukee — 1 role
What we do not know
How many rounds they run, who you will meet, or how long they take. If you have interviewed here and want to save the next person the guesswork, tell us and we will add it, attributed to candidates rather than to the company.
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Practice a City Year interview.
Pick the role you are going for, paste the posting, and Offer builds the interview for it — asked out loud, one question at a time, with feedback that tells you what landed. The first one is free.
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