AI Sales Jobs in Chicago
391 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.
- Account ManagerFrontChicago, IL· $143k–$163k
- Account ExecutiveMiterAtlanta | Phoenix | Baltimore | Philadelphia | Chicago | Washington D.C. | Kansas City | St. Louis | Boston | Seattle | Miami | Cleveland, Columbus or Cincinnati, Ohio· Remote· $200k–$200k
- Chicago
- Account Executive (Chicago, IL)AirGarageChicago, IL· Remote· $215k–$215k
- Renewals ManagerEndexNew York City | Singapore | Los Angeles | Denver | London | Austin | San Francisco | Chicago
- Sales EnablementEndexNew York City | Singapore | Los Angeles | Denver | London | Austin | San Francisco | Chicago
- Deal OperationsEndexNew York City | Singapore | Los Angeles | Denver | London | Austin | San Francisco | Chicago
- Revenue OperationsEndexNew York City | Singapore | Los Angeles | Denver | London | Austin | San Francisco | Chicago
- New York City | Singapore | Los Angeles | Denver | London | Austin | San Francisco | Chicago
- New York City | Singapore | Los Angeles | Denver | London | Austin | San Francisco | Chicago
- Partnerships ManagerEndexNew York City | Singapore | Los Angeles | Denver | London | Austin | San Francisco | Chicago
- New York City | Singapore | Los Angeles | Denver | London | Austin | San Francisco | Chicago
- Regional Sales Manager, SLED (Chicago or Texas)ExtraHop NetworksRemote | Chicago, IL / Texas · Remote· $145k–$157k
- Chicago
- Chicago· $200k–$240k
- Senior Technical Success ManagerNew RelicAtlanta, Georgia, USA; Boston, Massachusetts, USA; Chicago, Illinois, USA; Houston, Texas, USA; Miami, Florida, USA· $203k–$254k
- Manager, National Partner Sales (CDW)Pure StorageChicago, Illinois· $147k–$221k
- Chicago, US Remote, SF, NYC, Seattle· Remote
- Chicago
- Chicago, Illinois· $149k–$175k
- Sales Development Representative, AllboundCulture AmpChicago· $85k–$90k
- Account ExecutiveQuantcastChicago, IL· $186k–$216k
- Chicago, IL
- Chicago, Illinois; San Francisco, California; Washington, DC· $366k–$547k
- Chicago, Illinois; San Francisco, California; Washington, DC· $366k–$547k
- Microsoft Alliance ManagerAikido SecurityChicago, US
- San Francisco, Seattle, New York, Chicago, US-Remote · Remote
- Chicago, IL | Dallas, TX | Indianapolis, IN | Denver, CO | Austin, TX | Minneapolis, MN· Remote· $340k–$350k
- San Francisco, CA | Chicago, IL | New York City, NY· Remote· $90k–$110k
- Director, Solutions EngineeringCulture AmpChicago· $214k–$260k
- Chicago
- Chicago· Remote· $250k–$300k
- Chicago· $130k–$180k
- Chicago
- Sales Manager - ChicagoChowbusChicago· $50k–$80k
- Chicago
- Sr. Enterprise Account ExecutiveNeo4j MCP integrationsChicago, Illinois· $280k–$330k
- Chicago | Boston· $93k–$110k
- Chicago | Boston· Remote· $93k–$110k
- Chicago, IL· $75k–$120k
- Chicago· $165k–$180k
- Enterprise Account ExecutiveSparetechChicago, Illinois, United States· $75k–$150k
- Chicago, IL
- Sales Manager, BillingStripeSan Francisco, New York, Seattle, Chicago, Atlanta, Remote in the US· Remote
- Enterprise Account Executive (Remote)OfficeSpace SoftwareChicago, IL
- Chicago· $100k–$150k
- Chicago, Illinois; New York, New York; San Francisco, California; Seattle, Washington· $117k–$161k
- Senior Partner Sales ManagerNew RelicAtlanta, Georgia, USA; Baltimore, Maryland, USA; Boise, Idaho, USA; Chicago, Illinois, USA; Dallas, Texas, USA; Detroit, Michigan, USA; Houston, Texas, USA; Kansas City, Missouri, USA; Philadelphia, Pennsylvania, USA; Portland, Oregon, USA; St. Louis, Missouri, USA· $190k–$250k
- Sr. Industry Manager, FoodPinterestNew York, NY, US; Chicago, IL, US· $126k–$260k
- Major Account ManagerDatadogChicago, Illinois, USA
- Strategic Account Executive- Chicago Sweet SecurityChicago
- Technical Success ManagerNew RelicAtlanta, Georgia, USA; Charlotte, North Carolina, USA; Chicago, Illinois, USA; Dallas, Texas, USA; Houston, Texas, USA· $177k–$221k
- Sales Operations Business Partner, CommercialPure StorageChicago, Illinois
- Sales Director, SMBBrazeChicago
- Chicago, Illinois, USA· $124k–$165k
- Enterprise Account ExecutiveProject44Chicago, IL (Hybrid) OR Remote · Remote· $120k–$190k
- Chicago, Illinois, United States; Remote - USA· Remote
- Austin | Chicago | New York City | Salt Lake City | San Francisco
- Account Manager III, FulfillmentFlexportAtlanta, Georgia, United States; Chicago, Illinois, United States; Dallas, Texas, United States; Los Angeles, California, United States· $70k–$85k
- Boston, Chicago, New York, San Francisco· $100k–$150k
AI Sales pay in Chicago
- 25th pct
- $129k
- Median
- $185k
- 75th pct
- $239k
- Publish pay
- 55%
Range midpoints from 216 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
- Stripe35 open roles
- Braze20 open roles
- Aikido Security15 open roles
- Canals12 open roles
- Endex11 open roles
- Pure Storage11 open roles
- Okta11 open roles
- Gong10 open roles
Tools these teams run
AI Sales jobs in Chicago: common questions
What does a ai sales role in Chicago pay?
Across 216 Chicago listings that publish a range, the midpoint median is $185k, with the middle 50% falling between $129k and $239k. That is 6% above the $175k median across all ai sales roles we track.
How many ai sales jobs are open in Chicago?
391 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, Aikido Security, Canals and Endex currently have the most open ai sales roles in Chicago.
Do Chicago listings show salary?
55% 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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