Insurance Startup Jobs in Chicago, IL, US
Chicago has 12 open roles at 4 early-stage insurance startups, 25% of them remote. Where pay is stated it is typically USD 80k to 180k, with a median of USD 120k.
What startups in insurance build
Startups here rework underwriting, claims and the way cover gets sold. Pricing risk is the core problem, so data and actuarial work sit at the centre. Regulation shapes what can ship, which puts legal and compliance people inside the product team.
Who is hiring in Chicago
Open roles by startup. Select a startup to see its jobs.
- 12open roles
- 4startups hiring
- 25%remote
Salary
Annual pay for this page’s roles that state a salary, in USD. The typical range covers the middle half of those postings.
- $120Kmedian pay
- $80Ktypical range: lower
- $180Ktypical range: upper
Based on 9 postings stating pay in USD.
Pay figures come from the 9 postings on this page that state a salary.
The hiring market
Experience level
Open roles by the experience the posting asks for.
Questions people ask
How much do startup jobs in Chicago pay?
Typically USD 80k to 180k a year, with a median of USD 120k, where the posting states a salary.
Which startups are hiring in Chicago?
Honeycomb Insurance (7 roles), BriteCore (2), Shepherd (2) and Kin (1) have the most; 4 startups are hiring in total.
Can I work remotely?
25% of these roles are remote; the rest are in Chicago.
Do I need to be senior?
Most roles are senior (60% of those that state a level), and 20% are junior or intern.



