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There aren’t many deeply technical roles here. I don’t think Chicago is an engineering hub for any of FAANG. I don’t think we even have any product teams.
You could try industry. Finance, food, cpg, healthcare all need engineers.
You pretty much have to find/keep something remote for deep tech. Long term it’s making it hard for me to want to stay here as RTO trend continues to reverse. Tech-adjacent unfortunately doesn’t offer enough comp opportunities. However, generally a dual income couple will do pretty ok affordability wise here. Most high earners work in banking/PE (still not as high comp as NY/SF), law, or medicine
There are deep tech jobs but not at the scale of SF, NYC, Austin, etc. Most of the big companies have reginal HQ or satellite offices here so dev roles are typically less available