Sales Leadership in Chicago
Sales Manager and Director Jobs in Chicago
, SalesJobs.Now lists 79 open Chicago sales leadership roles on 51 hiring companies, among them Horizon3.ai, Okta and Talon.One; the usual posted band is $150k to $415k a year, $200k at the median, and one role at GumGum goes up to $521k a year.

Senior Manager, Solutions Engineering (shows the role here)
Intercom · Sales leadership · Chicago, Illinois· 2d agoDetails
$251,100–$299,925/yr
Head of Sales- North America (f/m/d) (shows the role here)
Awin · Sales leadership · Chicago, Illinois, United States· 1w agoDetails
$290,000–$350,000/yr OTE
Manager, Business Development (shows the role here)
Energy CX · Sales leadership · Chicago, Illinois, United States· 1w agoDetails
$130,000–$150,000/yr
Based on 55 distinct posted pay ranges, at 39 companies, every range put on a yearly basis (a rate per hour × 2,080 hours). 24 of the 79 openings here list no pay.
Open sales leadership roles whose posted location names Chicago, read from each employer's own careers page. Each employer's careers system is read again every hour, so a seat it fills drops off this page at the next read.
Chicago sales leadership roles open now
Updated 2 Nov 2026, 12:09 UTCJob seekers never pay to use this board. An Apply button opens the employer's own application page, or the page of the recruiting firm filling the seat; only where a company or its recruiting firm pays us for a hire who came from here does that link carry our referral code, and the fee comes from them, never out of the base or OTE the role offers you.
Sales Leadership
79 openSales leadership openings on every market

Senior Manager, Solutions Engineering (shows the role here)
Intercom · Sales leadership · Chicago, Illinois· 2d agoDetails
$251,100–$299,925/yr
Head of Sales- North America (f/m/d) (shows the role here)
Awin · Sales leadership · Chicago, Illinois, United States· 1w agoDetails
$290,000–$350,000/yr OTE
Manager, Business Development (shows the role here)
Energy CX · Sales leadership · Chicago, Illinois, United States· 1w agoDetails
$130,000–$150,000/yr
Director of Business Development (shows the role here)
ARCO/Murray · Sales leadership · Chicago, IL +3 more· 2mo agoDetails
$150,000–$250,000/yr
VP Partnerships (shows the role here)
Later · Sales leadership · Remote· 9mo agoDetails
$175,000–$225,000/yr
Ask before you sign
Illinois has required a pay range in job postings since 1 January 2025: 79% of the Illinois sales roles on this board showed one on 1 November 2026. Ask whether the figure is base or on-target earnings and which territory comes with the seat.
Employers hiring for sales leadership roles in Chicago
1 to 50 of 51
Companies are listed by what an application there is worth to you, and one that pays us a fee for hires sent from here gets a lift in that order; the fee never touches the base or OTE a company offers.
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Frequently asked questions
What does a sales leadership seat in Chicago pay?
The sales leadership roles posted for Chicago on this board state a median of $200k/yr, with a usual band of $150k–$415k/yr (from the 25th percentile of the midpoints of posted ranges (each counted as yearly pay, a rate per hour at 2,080 hours) to the 90th percentile of their top ends). Each posting's own figure is on its row, base or on-target earnings as the posting states it.
Who is hiring for sales leadership roles in Chicago?
The employers with the most open sales leadership roles here right now include Horizon3.ai, Okta, Talon.One, Later, Harvey. The table of employers on this page lists every one, with its open roles.
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