AI Sales Jobs in Chicago
158 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
- Chicago
- Chicago· $160k–$210k
- Chicago, IL· $189k–$299k
- Chicago, Illinois
- New York City | Chicago· $120k–$150k
- Chicago, Illinois· $310k–$370k
- Chicago, IL
- Chicago
- Chicago· $247k–$281k
- Chicago· $162k–$185k
- Austin | Chicago | New York City | Salt Lake City | San Francisco· $138k–$210k
- National Account ManagerDialpadChicago, US
- Sales Manager, SMB LegoraChicago· $212k–$250k
- Chicago, U.S. (Hybrid)
- Account Executive, SMB LegoraChicago· $120k–$160k
- Remote (USA - Chicago, IL); Remote (USA)· Remote· $130k–$154k
- Solutions ConsultantIterableAtlanta, Georgia; Austin, Texas; Boston, Massachusetts; Chicago, Illinois; Denver, Colorado; New York, New York; REMOTE - US; San Francisco, California· Remote· $97k–$147k
- Austin | Chicago | New York City | Salt Lake City | San Francisco | Remote (US)· Remote· $240k–$330k
- Denver, CO;Atlanta, GA;Phoenix, AZ;Las Vegas, NV;Chicago, IL· $42k–$58k
- United States - Atlanta, GA - Remote, United States - Chicago, IL - Remote, United States - Denver, CO, United States - Las Vegas, NV - Remote, United States - Phoenix, AZ - Remote· Remote
- Chicago, IL · $128k–$205k
- Chicago, IL
- Chicago, IL· $148k–$237k
- Director, Client Sales - Consumer Health NetworkPatientPoint®Chicago, Illinois, United States; Cincinnati, Ohio, United States; New York City, NY· $115k–$156k
- Chicago
- Chicago, IL· $195k–$225k
- Chicago
- (San Francisco, Chicago, NYC)
- Chicago
- Chicago, IL
- US-New York, US-Chicago, US-Atlanta, US-San Francisco, US-Texas
- US-Remote, US-San Francisco, US-Chicago, US-New York, US-Seattle, US-Texas· Remote
- US-San Francisco, US-Chicago, US-New York
- US-San Francisco, US-California, US-Chicago
- New York, NY; San Francisco, CA; Seattle, WA; Chicago, IL
- Chicago
- Chicago
- US-Chicago, US-Remote· Remote
- San Francisco, CA; Chicago, IL & New York, NY
- South San Francisco, CA; New York, NY; Seattle, WA; Chicago, IL; Atlanta, GA; Washington DC
- Chicago and NYC
- Chicago, Illinois
- Chicago· $150k–$150k
- Chicago, Illinois, USA; Denver, Colorado, USA· $154k–$205k
- Chicago
- Chicago, IL· $148k–$237k
- Chicago· $148k–$156k
- Chicago, Illinois· $83k–$100k
- Chicago, IL
- Chicago
- Chicago | New York City· $255k–$300k
- Chicago
- Chicago
- Chicago, Illinois, United States; North Carolina, USA; South Carolina, USA
- Sr. Industry Manager, RetailPinterestNew York, NY, US; Chicago, IL, US· $126k–$260k
- Industry Manager II, Mid-MarketPinterestChicago, IL, US· $102k–$178k
- Chicago, IL, US· $114k–$200k
- Chicago, Illinois; Indiana· $272k–$374k
- Chicago, IL, USA· $75k–$95k
AI Sales pay in Chicago
- 25th pct
- $123k
- Median
- $174k
- 75th pct
- $253k
- Publish pay
- 20%
Range midpoints from 32 live Chicago listings that publish a salary, converted to USD. 22% 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 32 Chicago listings that publish a range, the midpoint median is $174k, with the middle 50% falling between $123k and $253k. That is 5% above the $165k median across all ai sales roles we track.
How many ai sales jobs are open in Chicago?
158 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?
Stripe, Braze, Gong, Intercom and Pinterest currently have the most open ai sales roles in Chicago.
Do Chicago listings show salary?
20% of the ai sales listings we track in Chicago publish a salary range, and 22% are open to remote candidates.
AI Sales jobs in other cities
Find your next role
Subscribe to the weekly digest for fresh ai sales roles, or browse the full board.
Get alerts for AI Sales in Chicago
Emailed when a new ai sales role opens in Chicago.