AI startup jobs in Chicago

62 open roles · 28 remote-friendly · updated 2026-11-02

New roles in Chicago, weekly

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Top hiring companies

Databricks24 roles
Harvey16 roles
Legora12 roles
Writer5 roles
LangChain3 roles
CoreWeave2 roles

Latest roles

Transformation Advisory Lead, Talent & Learning
HarveyChicago2026-10-29RemoteTransformation Office$201K – $301K

Sr. Solutions Architect - Travel and Hospitality
DatabricksChicago, Illinois; Dallas, Texas2026-10-29

Solutions Architect - Retail
DatabricksChicago, Illinois; Florida; Northeast - United States; Remote - Georgia; Remote - Massachusetts; Remote - New York; Southeast - United States; Tennessee2026-10-29Remote

Manager, Learning & Certification Architecture
HarveyChicago2026-10-29RemoteCustomer Experience$140K – $180K

Technical Delivery Manager
LegoraChicago2026-10-26Global Services$158K – $230K

Strategic account executive (Central)
WriterChicago, IL2026-10-22RemoteSales$340K – $350K

Deal Operations Analyst
HarveyChicago2026-10-21RemoteGo to Market$108K – $149K

Business Recruiter, GTM
HarveyChicago2026-10-21RemoteRecruiting$126K – $150K

Solutions Engineer
DatabricksChicago, Illinois2026-10-15

Legal Engineer Associate
LegoraChicago2026-10-15Legal Engineering$144K – $196K

Head of Mid Market Sales, North America
HarveyChicago2026-10-15RemoteGo to Market$425K – $425K

Sr. Counsel, Commercial (Healthcare & Life Sciences)
DatabricksChicago, Illinois; Denver, Colorado; Mountain View, California; New York City, New York; San Francisco, California; Seattle, Washington; Washington, D.C.2026-10-14

Senior AI transformation lead (Central)
WriterChicago, IL2026-10-08RemoteDelivery & customer success$184K – $225K

Named Hunter Account Executive - Digital Natives
DatabricksAustin, Texas; Boston, Massachusetts; Chicago, Illinois; Denver, Colorado; Los Angeles, California; New York City, New York; San Francisco, California; Seattle, Washington2026-10-08

AI transformation lead (Central)
WriterChicago, IL2026-10-08RemoteDelivery & customer success$156K – $198K

Head of SMB Sales, AMER
HarveyChicago2026-10-07RemoteGo to Market$340K – $340K

Senior Solutions Architect
DatabricksAustin, Texas; Chicago, Illinois; Dallas, Texas; Phoenix, Arizona; United States2026-10-06

Talent Acquisition Partner, GTM
LegoraChicago2026-09-29People$135K – $220K

Senior solutions architect (Central)
WriterChicago, IL2026-09-22RemoteEngineering, product & design$194K – $228K

AI deployment engineer (Central)
WriterChicago, IL2026-09-22RemoteDelivery & customer success$132K – $184K

Sr. Deployment Strategist, FDE - Financial Services
DatabricksAtlanta, Georgia; Boston, Massachusetts; Chicago, Illinois; New York City, New York; Washington, D.C.2026-09-21

Senior Construction Manager - Data Center Construction
CoreWeaveWest Chicago, IL2026-09-21

SMB Account Executive
HarveyChicago2026-09-21RemoteGo to Market$180K – $180K

Director, Enterprise
DatabricksBoston, Massachusetts; California; Chicago, Illinois; New York City, New York2026-09-17

Sales Manager - SMB
HarveyChicago2026-09-16RemoteGo to Market$280K – $320K

Field Marketing Manager
HarveyChicago2026-09-16RemoteMarketing$90K – $150K

Senior Marketing Counsel
HarveyChicago2026-09-10RemoteLegal$210K – $282K

Head of AMER Legal Engineering (In-House)
HarveyChicago2026-09-10RemoteGo to Market$400K – $450K

Engagement Associate - Chicago
LegoraChicago2026-09-03Engagement$87K – $102K

Sr. Solutions Architect
DatabricksChicago, Illinois2026-09-01

Sr. Forward Deployed Engineer
DatabricksChicago, Illinois2026-08-21

Sr. Manager, Field Engineering
DatabricksChicago, Illinois; Connecticut; New Jersey; Remote - New York; Remote - Washington D.C.; San Francisco, California2026-08-20Remote

Sr. Forward Deployed Engineer (FDE) - Public Sector
DatabricksAlabama; Chicago, Illinois; Columbus, Ohio; Connecticut; Florida; Indiana; Maryland; New Jersey; Remote - Arizona; Remote - California; Remote - Colorado; Remote - Georgia; Remote - Illinois; Remote - Massachusetts; Remote - Missouri; Remote - New York; Remote - North Carolina; Remote - Ohio; Remote - Pennsylvania; Remote - Texas; Remote - Virginia; Remote - Washington D.C.; San Diego, California; South Carolina2026-08-18Remote

Solutions Engineer (Chicago)
LangChainChicago, IL2026-08-18RemoteDeployed Engineering

Director of Revenue
LegoraChicago2026-08-07Go To Market (GTM)$382K – $450K

Account Executive, SMB
LegoraChicago2026-08-07Go To Market (GTM)$67K – $78K

Deployed Engineer (Chicago)
LangChainChicago, IL2026-08-05RemoteDeployed Engineering

Sr. Counsel, Privacy Compliance
DatabricksBellevue, Washington; Boston, Massachusetts; Chicago, Illinois; Denver, Colorado; Seattle, Washington; Washington, D.C.2026-08-03

Enterprise Account Executive (Chicago)
LangChainChicago, IL2026-07-30RemoteSales

Workplace Project Manager
HarveyChicago2026-07-28RemoteHuman Resources$121K – $181K

Solutions Architect - Financial Services (Banking and Payments)
DatabricksAtlanta, Georgia; Chicago, Illinois; Dallas, Texas; Denver, Colorado; New York City, New York2026-07-27

Sr. Forward Deployed Engineer (FDE) - Retail
DatabricksChicago, Illinois2026-07-23

Alliance RVP, McKinsey
DatabricksAtlanta, Georgia; Boston, Massachusetts; Chicago, Illinois; Dallas, Texas; New York City, New York; San Francisco, California; Seattle, Washington2026-07-15

Legal Engineer - Tax & Consulting
LegoraChicago2026-07-09Legal Engineering$177K – $239K

Legal Engineer - In-House
LegoraChicago2026-07-07Legal Engineering$177K – $239K

Manager, Field Engineering - MFG
DatabricksChicago, Illinois2026-07-02

Sr. Forward Deployed Engineer (FDE) - Financial Services
DatabricksChicago, Illinois2026-06-22

Legal Engineer (Law Firm, Litigation/Regulatory)
HarveyChicago2026-06-17RemoteGo to Market$220K – $320K

Legal Engineer (Law Firm, Corporate)
HarveyChicago2026-06-17RemoteGo to Market$220K – $320K

Legal Engineer (In-House)
HarveyChicago2026-06-17RemoteGo to Market$220K – $320K

Mid-Market Customer Success Manager (Chicago)
HarveyChicago2026-06-15RemoteCustomer Success$125K – $145K

Account Executive - Greenfield
CoreWeaveChicago, IL / Seattle, WA / Los Angeles, CA / San Francisco, CA / Toronto, ON2026-06-12

Engagement Manager - Chicago
LegoraChicago2026-06-07Engagement$109K – $168K

Lead Legal Engineer
LegoraChicago2026-05-15Legal Engineering$234K – $275K

Account Executive Mid-Market
LegoraChicago2026-05-15Go To Market (GTM)$106K – $125K

Sr. Forward Deployed Engineer (FDE) - Healthcare & Life Sciences
DatabricksChicago, Illinois2026-04-03

Sr. Forward Deployed Engineer (FDE) - Communications, Media, Entertainment & Games
DatabricksChicago, Illinois2026-03-12

Legal Engineer
LegoraChicago2026-03-05Legal Engineering$177K – $239K

Business Development Representative
DatabricksChicago, Illinois2026-02-25

Sr. Solutions Architect - Retail, Travel & Hospitality
DatabricksAtlanta, Georgia; Chicago, Illinois; Dallas, Texas; Phoenix, Arizona; Portland, Oregon; Remote - California; Remote - North Carolina; Seattle, Washington2025-10-21Remote

Startup Account Executive
DatabricksChicago, Illinois; Denver, Colorado; New York City, New York; San Francisco, California; Seattle, Washington; Washington, D.C.2025-08-05

Solutions Architect - Manufacturing
DatabricksChicago, Illinois2022-12-21

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