VP / Director of Sales jobs in Chicago
15 open vp / director of sales jobs in chicago at tech companies, ranked by pay. Median listed range: $168k–$196k.
Head of Mid Market Sales, North America
Harvey · Hybrid · Chicago
$425k OTESales Leadership
Head of SMB Sales, AMER
Harvey · Hybrid · Chicago
$340k OTESales Leadership
Vice President, Vertical Strategy & Commercialization
Okta · Onsite · Bellevue, Washington; Chicago, Illinois; New York, New York;
$294k baseSales Leadership
Revenue Transformation Director
Gong · Onsite · Austin | Chicago | New York City | Salt Lake City | San Fran
$168k–$250k OTESales Leadership
Director, Technical Accounting & Reporting
Gong · Onsite · Austin | Chicago | New York City | Salt Lake City | San Fran
$164k–$235k baseSales Leadership
VP Partnerships
Later · Remote · Boston, MA; Chicago, Illinois, United States; Los Angeles, C
$175k–$225k OTESales Leadership
Director, People Business Partner – AMER Field Sales
Okta · Onsite · Chicago, Illinois
$196k baseSales Leadership
Regional Vice President, Enterprise Sales, Public Sector - US State and Local
Datadog · Remote · Boston, Massachusetts, USA; Chicago, Illinois, USA; New York
$191k baseSales Leadership
Senior Partner Account Director - Technology Partnerships - AWS
Braze · Onsite · Chicago
$160k OTESales Leadership
Partner Sales Director, Public Sector
Anaplan · Onsite · Chicago, United States
$160k baseSales Leadership
Revenue Strategy & Readiness Director - 11913
Coupa · Remote · Chicago, Illinois, United States
$104k–$145k baseSales Leadership
Sales Director - Adobe
Reply.io · Hybrid · Chicago, Illinois
$100k–$140k baseSales Leadership
Director Specialist Sales, AMER
Braze · Onsite · Chicago
$127k OTESales Leadership
Head of Sales, Billing
Stripe · Onsite · New York, San Francisco, Chicago, Seattle
Pay not listedSales Leadership
Director of Sales - QualityOne North America
Veeva Systems · Remote · Illinois - Chicago
Pay not listedSales Leadership
FAQ
How many vp / director of sales jobs in chicago are open right now?
OTE Jobs lists 15 open vp / director of sales jobs in chicago at 11 tech companies as of 2026-10-17, refreshed daily from public company job boards.
What is the average pay for VP / Director of Sales in Chicago roles in 2026?
Across 13 vp / director of sales jobs in chicago that list pay, the median posted range is $168k to $196k per year (US dollars). 6 of them state the figure as OTE (base plus target commission).
What is the highest-paying VP / Director of Sales in Chicago job right now?
Head of Mid Market Sales, North America at Harvey, listing $425k OTE.
Is the listed pay base salary or OTE?
It is whatever the employer posted. OTE Jobs labels a range OTE when the posting says on-target earnings; otherwise it is shown as base. Always confirm the split between base and variable with the recruiter.