AI Sales Jobs in Chicago
312 live roles · refreshed daily
Sales roles at AI-native companies: AEs closing inbound demand from LLM tooling, enterprise reps selling agent platforms to the Fortune 500, and leaders building the first GTM motion. This page filters to roles located in or hiring for Chicago.
- Chicago, IL· $170k–$188k
- Enterprise Account ExecutiveFlexportChicago, Illinois, United States· $83k–$105k
- Chicago, IL · $128k–$205k
- Chicago, IL· $225k–$265k
- Chicago, Illinois· $248k–$296k
- Chicago, IL; Los Angeles, CA; New York City, NY; San Francisco, CA· $155k–$217k
- Manager, Solutions ConsultingNew RelicAlbany, New York, USA; Atlanta, Georgia, USA; Austin, Texas, USA; Chicago, Illinois, USA; Miami, Florida, USA; New York City, New York, USA; Philadelphia, Pennsylvania, USA· $226k–$283k
- San Francisco, CA | Chicago, IL | New York City, NY· Remote· $90k–$110k
- Chicago, IL | Dallas, TX | Indianapolis, IN | Austin, TX | Minneapolis, MN· Remote· $340k–$350k
- Senior Account Executive, Indiana + Michiganperegrine.ioChicago, IL· $135k–$165k
- Chicago
- Chicago, IL· $120k–$275k
- Chicago
- Chicago, IL
- Senior Solution EngineerAvePointChicago, IL, United States· $225k–$275k
- Solutions Architect AvePointChicago, IL, United States· $250k–$300k
- Solutions Engineer (FedRAMP)Aikido SecurityChicago, US
- Chicago, New York
- Chicago
- Mid-Market Account Executive, CorporateAlphaSenseChicago; New York, New York, United States· $79k–$109k
- Chicago
- New York, NY, US; Chicago, IL, US· $236k–$412k
- Director, EnterpriseDatabricksBoston, Massachusetts; California; Chicago, Illinois; New York City, New York· $410k–$564k
- Chicago
- NYC | Chicago· Remote· $250k–$350k
- Regional Sales DirectorOnetrustChicago, Illinois· $154k–$231k
- Professional Services Consultant USAikido SecurityChicago, US
- Chicago
- Chicago, Illinois
- Account Executive - SLGQualtricsChicago, Illinois, United States· $68k–$90k
- Chicago, Illinois, United States· $280k–$325k
- Remote | Chicago | New York City· Remote· $220k–$300k
- New York, San Francisco, Seattle, Atlanta, Chicago
- Remote - Chicago, Illinois· Remote· $184k–$240k
- Chicago, IL, United States of America
- Sr. Client Account Manager, FinServPinterestChicago, IL, US· $92k–$161k
- Enterprise Account Executive, Central USAstronomerChicago· Remote· $275k–$300k
- Chicago, IL, United States of America
- Chicago, IL, United States· $60k–$65k
- Austin, Texas | Dallas, Texas | Chicago, Illinois· Remote· $250k–$350k
- New York, San Francisco, Seattle, Chicago
- Senior Account Executive, SLED (East)Cohere IncUnited States | Austin | Phoenix | Seattle | Chicago | California | Denver· Remote· $230k–$430k
- Director, SalesBotrista, Inc.Chicago, Illinois, United States
- Chicago, IL· $246k–$344k
- Seattle, SF, NYC, Chicago
- New York, San Francisco, Seattle, Atlanta, Chicago
- Chicago, IL· $200k–$260k
- Chicago, Illinois
- Boston | Chicago· $115k–$115k
- Chicago; MA Boston; New York, New York, United States· $124k–$171k
- Chicago
- Chicago, Seattle, NYC, San Francisco, Remote · Remote
- Head of Sales, BillingStripeNew York, San Francisco, Chicago, Seattle
- Head of AEO & SEOStripeUS Remote; Chicago, Atlanta, Canada· Remote
- Account Executive, Mid MarketSprout SocialChicago, IL· $124k–$185k
- Business Development RepresentativeSprout SocialChicago, IL
- Partner Development ManagerAvePointChicago, IL, United States
- Chicago, IL, United States· $160k–$240k
- Chicago
- Sales Director, EnterpriseAikido SecurityChicago, US
AI Sales pay in Chicago
- 25th pct
- $125k
- Median
- $175k
- 75th pct
- $236k
- Publish pay
- 63%
Range midpoints from 195 live Chicago listings that publish a salary, converted to USD. 28% of these roles are open to remote candidates.
Who is hiring ai sales in Chicago
Tools these teams run
AI Sales jobs in Chicago: common questions
What does a ai sales role in Chicago pay?
Across 195 Chicago listings that publish a range, the midpoint median is $175k, with the middle 50% falling between $125k and $236k. That is 5% above the $167k median across all ai sales roles we track.
How many ai sales jobs are open in Chicago?
312 live ai sales roles are open in Chicago right now. We re-check every listing against the employer's own careers system and drop roles once they close.
Which companies hire ai sales in Chicago?
Braze, Stripe, Aikido Security, Intercom and Perk currently have the most open ai sales roles in Chicago.
Do Chicago listings show salary?
63% of the ai sales listings we track in Chicago publish a salary range, and 28% are open to remote candidates.
AI Sales jobs in other cities
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