Sales leader and VP of sales jobs in Chicago, IL
30 open roles for sales leaders in Chicago, IL as of Nov 15, 2026. Braze, Okta, Talon.One, Gigaml and Block have the most. 7 are remote and the median advertised salary is $214K.
My jobs then shows how many are new each time you come back. No account, no email.
Skills asked for in sales leader and VP of sales roles in Chicago, IL
Bars show the share of these 30 roles; one role can count in several rows.
- Head of Enterprise Sales, MarketplacesStripe · 🇺🇸US-Chicago, US-Seattle, US-San Francisco, US-Remote—RemoteLead and above
- Head of Revenue Operations - USPerk · 🇺🇸Chicago$157K - $185KHybridLead and aboveTableauLookerAccounts payable
- Area Sales Director, Corporate Sales- New Accounts (Auth0)Okta · 🇺🇸Chicago, Illinois; San Francisco, California; Washington, DC$366K - $547KLead and aboveMachine LearningProspecting
- Area Sales Director, Corporate Sales- New Accounts (Okta)Okta · 🇺🇸Chicago, Illinois; San Francisco, California; Washington, DC$366K - $547KLead and aboveMachine LearningProspecting
- Sales Director, SMBBraze · 🇺🇸Chicago$90K - $162KLead and abovePipeline managementMarketing automationPerformance management
- VP, Global Revenue ArchitectureGong.io · 🇺🇸Austin | Chicago | New York City | Salt Lake City | San F…—Lead and above
- Head of Sales- North America (f/m/d)Awin · 🇺🇸Chicago, Illinois, United States$290K - $350KLead and above
- Vice President, Revenue Cycle ManagementAccordion · 🇺🇸Chicago; Dallas; New York$145K - $200KLead and above
- Director, SalesIntercom · 🇺🇸Chicago, Illinois$373K - $445KLead and aboveAgileHelp deskPipeline management
- Senior Account Executive/Sales Director - Enterprise (Central)Nexxen · 🇺🇸Chicago, IL$125K - $165KHybridLead and above
- Group Director, Business Development- ActivationReal Chemistry · 🇺🇸Boston - Massachusetts; Carmel - Indiana; Chicago - Illin…$150K - $170KRemoteLead and above
- Partner Sales DirectorBraze · 🇺🇸Chicago$85K - $134KLead and above
- Field Sales Director, Central RegionBlock · 🇺🇸Chicago, IL, United States of America—Lead and abovePipeline managementCrypto custodyPOS systems
- Partner Sales Director, Public SectorAnaplan · 🇺🇸Chicago, United States$160K - $230KLead and aboveFedRAMPPipeline managementPerformance management
- Director, Strategic Sales - AMERTalon.One · 🇺🇸Boston, Chicago, New York, San Francisco$375K - $425KLead and abovePipeline managementSolution sellingMEDDIC
- Director, Enterprise Sales, Financial ServicesBox · 🇺🇸Chicago, Illinois, United States$342K - $427KLead and above
- Regional Sales Director, MidwestInvivyd · 🇺🇸Remote (Chicago, Minneapolis, St. Louis, Kansas City)$184K - $245KRemoteLead and above
- Director of PartnershipsFeastables · 🇺🇸Chicago, IL$170K - $200KLead and above
- Head of Business Development and GTMHeritage Holding · 🇺🇸Chicago Heights, IL—Lead and aboveEvent marketingCRMCold calling
- Director of Sales, Majors AirAxon · 🇺🇸Chicago, Illinois, United States$124K - $198KLead and above
- VP, SalesGumGum · 🇺🇸Chicago, Illinois, United States$456K - $521KLead and above
- Director of Business DevelopmentARCO/Murray National Construction · 🇺🇸Chicago, IL, US; Downers Grove, IL, US$150K - $250KLead and aboveEvent marketingConstruction managementProject management
- Director of Sales - QualityOne North AmericaVeeva · 🇺🇸Illinois - Chicago$200K - $300KRemoteLead and above
- Director, Enterprise Sales - AMERTalon.One · 🇺🇸Boston, Chicago, New York, San Francisco$350K - $400KLead and aboveShopifySolution sellingGong
- Director / VP SalesLinqia · 🇺🇸Chicago, Illinois, United States—Lead and aboveSolution sellingInfluencer marketingProspecting
- Director of Sales Enablement, Training & Go-to-MarketDoorDash USA · 🇺🇸San Francisco, CA; New York City, NY; Atlanta, GA; Chicag…$187K - $275KLead and aboveLLM
- Enterprise Sales DirectorGigaml · 🇺🇸Chicago—RemoteLead and aboveAI agents
- VP PartnershipsLater · 🇺🇸🇨🇦Boston, MA; Chicago, Illinois, United States; Los Angeles…CA$175K - CA$225KRemoteLead and aboveInfluencer marketingCRM
- Regional Vice President of SalesGigaml · 🇺🇸Chicago—RemoteLead and aboveAI agentsPipeline managementMEDDIC
- Regional VP Sales, WestUnframe · 🇺🇸Chicago, Illinois, United States; Denver, Colorado, Unite…—Lead and aboveLLM
Who is hiring for sales leader and VP of sales roles in Chicago, IL
Where sales leader and VP of sales roles in Chicago, IL are
- 🇺🇸United States30
- 🇺🇸Chicago, IL30
- 🇺🇸California9
- 🇺🇸San Francisco Bay Area8
- 🇺🇸New York, NY7
- 🇺🇸Boston, MA5
- 🇺🇸Washington, DC3
- 🇺🇸Texas3
- 🇺🇸Los Angeles, CA2
- 🇺🇸Seattle, WA2
A role that lists several places is counted in each of them.
Questions about sales leader and VP of sales jobs in Chicago, IL
- How many sales leader and VP of sales jobs in Chicago, IL are open right now?
- There are 30 open sales leader and VP of sales jobs in Chicago, IL at 26 companies on Jobs Every Hour as of Nov 15, 2026. 2 of them were posted in the last seven days. The list is rebuilt every hour from the employers' own careers pages.
- Which companies have the most sales leader and VP of sales jobs in Chicago, IL?
- Right now the most openings are at Okta (2), Braze (2), Talon.One (2), Gigaml (2) and Stripe (1). The ranking changes as companies open and close roles.
- Are there remote sales leader and VP of sales jobs in Chicago, IL?
- 7 of the 30 open sales leader and VP of sales jobs in Chicago, IL (23%) are listed as remote. Remote roles are often limited to certain countries or time zones, so check the location line of each job.
- What do sales leader and VP of sales jobs in Chicago, IL pay?
- The median advertised salary is $214K, based on 21 open roles that publish a yearly US-dollar range. The middle half of those roles advertise between $171K and $384K. These are advertised ranges, not verified pay. Most employers here are technology companies, so the figures run above the wider market for the same work.
- Is it hard to get one of the sales leader and VP of sales jobs in Chicago, IL?
- 0 of the 30 open sales leader and VP of sales jobs in Chicago, IL (0%) are for beginners: junior roles and internships. Of the 21 postings that state experience, the median asks for 5 years. 26 companies are hiring and 2 roles were posted in the last seven days. Matching your resume to the skills each posting names helps most; the free resume builder shows the match.
- How is AI changing sales leader and VP of sales jobs in Chicago, IL?
- 4 of the 30 open sales leader and VP of sales jobs in Chicago, IL (13%) ask for AI or machine-learning skills, most often Machine Learning, LLM. Employers still list 30 such roles today at 26 companies. Counted from the postings' own text on Nov 15, 2026.
- What skills do sales leader and VP of sales jobs in Chicago, IL ask for?
- Most often Pipeline management (20%), Prospecting (17%), CRM (13%), MEDDIC (10%), Solution selling (10%) of the 30 open postings, counted from their own text on Nov 15, 2026.
- Which job titles come up most in sales leader and VP of sales jobs in Chicago, IL?
- Director (4), Area Sales Director (2), Partner Sales Director (2), Director of Sales (2): the most common titles among the 30 open roles, without the level and place notes in brackets.
- Are sales leader and VP of sales jobs in Chicago, IL in demand in 2026?
- 30 sales leader and VP of sales jobs in Chicago, IL are open on Jobs Every Hour today at 26 companies, 0.0% of all 148,162 open jobs here; 2 were posted in the last seven days. The median advertised salary is $214K. 7 (23%) can be done remotely.
- How do I apply for sales leader and VP of sales jobs in Chicago, IL?
- Open a job and press “Apply on company site”. You go straight to the employer's own careers page and apply there. Jobs Every Hour needs no account and charges nothing for applying.
More like Sales leader and VP of sales jobs in Chicago, IL
Next to it
- Sales leader and VP of sales jobs in Texas 45
- Sales leader and VP of sales jobs in the United States
- Sales leader and VP of sales jobs in Canada
- Sales leader and VP of sales jobs in the United Kingdom
- Sales leader and VP of sales jobs in Europe
- Sales leader and VP of sales jobs in Germany
- Sales leader and VP of sales jobs in Asia-Pacific
- Sales leader and VP of sales jobs in New York, NY
- Sales leader and VP of sales jobs in San Francisco Bay Area
- Sales leader and VP of sales jobs in California
- Sales leader and VP of sales jobs in Boston, MA
- Sales leader and VP of sales jobs in London









