AI Sales Jobs in Chicago
53 open roles across 14 AI companies, pulled live from career pages and refreshed daily.
Strategic Enterprise Account Executive, Life Sciences
Databricks · Chicago, Illinois; Indiana · Late · raised 2026
Senior Solutions Engineer
Intercom · Chicago, Illinois
Senior AI Analyst, People Digital Solutions
Okta · Bellevue, Washington; Chicago, Illinois; San Francisco, California; Washington, DC
Specialist AI GTM Strategy and Activation - Technical Market Engagement
Okta · Bellevue, Washington; Chicago, Illinois; San Francisco, California
Customer Success Associate
AlphaSense · Chicago; New York, New York, United States · Late · raised 2026
Customer Success Manager, Corporate
AlphaSense · Chicago; New York, New York, United States · Late · raised 2026
Mid-Market Account Executive, Corporate
AlphaSense · Chicago; New York, New York, United States · Late · raised 2026
Senior Account Executive, Strategic Growth - Financial Services
AlphaSense · Chicago; MA Boston; New York, New York, United States · Late · raised 2026
Senior Director, Strategic Client Sales, Corporate Financial Services
AlphaSense · Chicago; MA Boston; New York, New York, United States · Late · raised 2026
Head of Mid Market Sales, North America
Harvey · Chicago · Late · raised 2026Remote$425K • Offers Equity • OTE 50/50
Solutions Engineer
Databricks · Chicago, Illinois · Late · raised 2026
Sr. Forward Deployed Engineer
Databricks · Chicago, Illinois · Late · raised 2026
Sr. Forward Deployed Engineer (FDE) - Healthcare & Life Sciences
Databricks · Chicago, Illinois · Late · raised 2026
GTM Recruiter
Intercom · Chicago, Illinois
Sr. Forward Deployed Engineer (FDE) - Communications, Media, Entertainment & Games
Databricks · Chicago, Illinois · Late · raised 2026
Sr. Forward Deployed Engineer (FDE) - Financial Services
Databricks · Chicago, Illinois · Late · raised 2026
Account Executive - Greenfield
CoreWeave · Chicago, IL / Seattle, WA / Los Angeles, CA / San Francisco, CA / Toronto, ON · Public
Named Hunter Account Executive - Digital Natives
Databricks · Austin, Texas; Boston, Massachusetts; Chicago, Illinois; Denver, Colorado; Los Angeles, California; New York City, New York; San Francisco, California; Seattle, Washington · Late · raised 2026
Head of SMB Sales, AMER
Harvey · Chicago · Late · raised 2026Remote$340K • Offers Equity • OTE 50/50
Senior Solutions Architect
Databricks · Austin, Texas; Chicago, Illinois; Dallas, Texas; Phoenix, Arizona; United States · Late · raised 2026
Solutions Architect - Financial Services (Banking and Payments)
Databricks · Atlanta, Georgia; Chicago, Illinois; Dallas, Texas; Denver, Colorado; New York City, New York · Late · raised 2026
Sr. Forward Deployed Engineer (FDE) - Retail
Databricks · Chicago, Illinois · Late · raised 2026
Sr. Solutions Architect
Databricks · Chicago, Illinois · Late · raised 2026
Talent Acquisition Partner, GTM
Legora · Chicago · Late · raised 2026$135K – $220K • Offers Equity
Director, AI Client Solutions
Axiom.ai · Chicago, Illinois, United States
Account Executive, Territory, Chicago
Verkada · Chicago, IL United States
Enterprise Solutions Engineer, NorthCentral Corp
Verkada · Chicago, IL United States
Senior Account Executive, Indiana + Michigan
Peregrine · Chicago, IL
Strategic account executive (Central)
Writer · Chicago, IL · GrowthRemote$340K – $350K • Offers Equity • Offers Commission
Senior solutions architect (Central)
Writer · Chicago, IL · GrowthRemote$194K – $228K • Offers Equity • Offers Commission
SMB Account Executive
Harvey · Chicago · Late · raised 2026Remote$180K • Offers Equity • Offers Bonus
Business Development Representative
Databricks · Chicago, Illinois · Late · raised 2026
Solutions Architect - Manufacturing
Databricks · Chicago, Illinois · Late · raised 2026
Sr. Solutions Architect - Retail, Travel & Hospitality
Databricks · Atlanta, Georgia; Chicago, Illinois; Dallas, Texas; Phoenix, Arizona; Portland, Oregon; Remote - California; Remote - North Carolina; Seattle, Washington · Late · raised 2026Remote
Forward Deployed Engineer
Intercom · Chicago, Illinois; San Francisco, California
Senior Forward Deployed Engineer
Intercom · Chicago, Illinois; San Francisco, California
Senior Solutions Architect III, Financial Services (FSI) - US Insurance
Amazon (AI roles) · Chicago, Illinois, USA · Public
Sales Manager - SMB
Harvey · Chicago · Late · raised 2026Remote$280K – $320K • Offers Equity • Offers Commission
Account Executive, Commercial
Intercom · Chicago, Illinois
Account Executive, MidMarket
Intercom · Chicago, Illinois
Customer Success Manager, High Touch
Intercom · Chicago, Illinois
Customer Success Manager, Scale
Intercom · Chicago, Illinois
Senior Solutions Engineer- LATAM
Intercom · Chicago, Illinois
Solutions Architect -Spanish Speaking
Intercom · Chicago, Illinois
Solutions Engineer (Chicago)
LangChain · Chicago, IL · GrowthRemote
Director of Revenue
Legora · Chicago · Late · raised 2026$382.5K – $450K • Offers Equity • Offers Commission
Account Executive, SMB
Legora · Chicago · Late · raised 2026$66.6K – $78.3K • Offers Equity • Offers Commission
Enterprise Account Executive (Chicago)
LangChain · Chicago, IL · GrowthRemote
Sr. Solutions Architect, AWS Industries HCLS
Amazon (AI roles) · Chicago, Illinois, USA · Public
Sr. Solutions Architect, AWS Industries HCLS
Amazon (AI roles) · Chicago, Illinois, USA · Public
Mid-Market Customer Success Manager (Chicago)
Harvey · Chicago · Late · raised 2026Remote$125K – $145K • OTE
Account Executive Mid-Market
Legora · Chicago · Late · raised 2026$106,250 – $125,000 • Offers Equity • Offers Commission
Strategic Account Executive (Central Region)
Braintrust · Chicago · Growth · raised 2026Remote