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Sales Leadership jobs in Chicago

81 live roles · 67 companies · 44 with stated pay

Hiring now

81 sales leadership roles in Chicago are open right now across 67 companies. Stripe, Salesforce and Generac are hiring most. 32 were posted in the last 30 days.

More roles here state pay than the 27% that do site-wide. For 22 of the rest we show an estimated range from comparable roles.

Every posting here is mid-level or above, and 65% are senior or lead. 10 are advertised as remote; 62 do not specify where the work happens.

Reading the postings themselves, the most requested are Quota (18 of 81), Salesforce (14 of 81) and Enterprise sales (10 of 81).

Hiring most

Asked for most

Quota18
Salesforce14
Enterprise sales10
Go-to-market10
Prospecting9
Solution selling9

Market snapshot

Hiring
Stripe (5)·Salesforce (4)·Generac (3)·Accenture (2)·Braze (2) · 62 more
Levels
  • VP10
  • Director36
  • Senior7
  • Manager22
  • Mid6
Remote
10 of 81 (12%)
Stated pay
44 of 81 · $110,000–$240,800 (37 in USD)
Market range
$150,750–$219,300 · median $185,700 (Chicago, Lead, n=25) · All ranges
Posted
32 in the last 30 days
Verified
Oct 29, 2026

Newest first

Pay marked e is our estimate. Everything else is the employer's own figure.

this job's payour estimatewhere most pay sits here, $110,000–$240,800scale $60,000–$340,000

Area Field Sales Manager US Kraft Heinz · Chicago $89,800–$112,200 1d ago Director, Treasury Sales Officer II Bank of America · New York $133,200–$235,000 2d ago Sales Director, Scale Braze · Chicago In listing 2d ago

Opportunityby the team behind growthroles

Sales Leadership work from LinkedIn, X, Reddit and Upwork, in one list.

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Sales Manager - SAP Dxctechnology · Chicago $104,500–$165,750e 3d ago Vice President, Sales, Individual and Family Markets Hcsc · Chicago $163,400–$389,000 3d ago VP, Sales Leader - Omni Solutions (Consumer Panel) NielsenIQ · Remote · US $141,500–$170,000 3d ago Head of Commercial Card Sales BMO · Chicago $130,000–$270,000 6d ago Regional Sales Director, Named Enterprise Edel · Chicago $242,000–$320,000 6d ago Regional (Central) Specification Sales Manager - Cooper Lighting Solutions Signify · Remote · US $126,000–$176,000 6d ago Head of Sales- North America (f/m/d) Awin · Chicago $290,000–$350,000 7d ago Director, Sales Fin · Chicago $372,600–$445,050 7d ago Senior Manager, Sales Salesforce · Chicago In listing 9d ago RVP, Sales, Slack, State & Local/SLED Government Salesforce · Mclean In listing 9d ago Senior Director, Head of Commercial Success – US Consumer Solutions TransUnion · Chicago $187,500–$312,500 10d ago Regional Sales Manager Generac · Chicago $70,000–$100,000 13d ago Regional Sales Manager Generac · Chicago $70,000–$100,000 13d ago Regional Sales Manager Generac · Chicago $70,000–$100,000 13d ago Sales Director MiQ · Chicago $140,000–$180,000 2w ago Area Sales Director Owens & Minor and Accendra Health · Chicago In listing 2w ago Vice President, Enterprise Sales – Midwest (Remote, USA) TeamViewer Germany GmbH · Remote · US $150,750–$219,300e 2w ago Sales Director, Non-Profit: Analytics Salesforce · Austin In listing 2w ago Director of Enterprise Sales, Payments zerohash · Remote · US $150,750–$219,300e 2w ago Data & AI Technology Sales Director Accenture · Chicago $136,800–$237,600 3w ago Senior Director, Strategic Client Sales, Corporate Financial Services AlphaSense · Chicago $257,000–$353,000 3w ago Regional Director of Sales KARE · Atlanta $147,000–$211,600e 3w ago Regional Sales Manager, Chicago (Strategic) Cribl · Remote · US $160,000–$175,000 3w ago Aftermarket Sales Manager Pentair · Kansas City $137,300–$254,900 3w ago District Modality Sales Leader, Diagnostic X-ray (Midwest) Philips · Chicago $215,000–$300,000 3w ago Private Equity Sales Lead RR Donnelley · Remote · US $175,000–$245,000 3w ago Associate Director, Sales IQVIA · Cleveland $89,900–$250,400 4w ago Director, Enterprise Sales, Financial Services Box · Chicago $341,500–$427,000 4w ago Vice President, National Opportunity Geography Sales Leader Chubb · Chicago $219,000 4w ago Data & AI Technology Sales Director Accenture · Chicago $136,800–$237,600 4w ago Brand Sales Director (Commerce Media) PubMatic · Chicago $350,000–$375,000 4w ago Sales Lead Portfolio Advisory, Mid-Market Solutions JLL · Chicago $144,500–$210,000e 5w ago Startups Sales Manager, Platform Partnerships Stripe · Chicago $104,500–$165,750e 5w ago Sales Director Super Micro Computer · Chicago $131,000–$205,000 5w ago Director Specialist Sales, AMER Braze · Chicago In listing 5w ago Sales Manager, Commercial (Grower) Stripe · Chicago $104,500–$165,750e 6w ago Sales Manager, Commercial Grower (Healthcare) Stripe · Chicago $104,500–$165,750e 6w ago Sales Manager, Startups - Hunter Stripe · Chicago $104,500–$165,750e 6w ago Sales Manager - SMB Harvey · Chicago $280,000–$320,000 6w ago Sales Manager, Commercial (Hunter) Stripe · Chicago $104,500–$165,750e 6w ago Sr. Sales Manager Super Micro Computer · Chicago $111,000–$178,000 6w ago Territory Sales Manager Oxford Instruments · Chicago $90,000–$100,000 6w ago Regional Sales Director, CardioMEMS - Chicago Abbott · Chicago $130,600–$240,800 7w ago Director, Consulting Sales (Workday Financial Management) Armaninollp (Armanino) · Chicago In listing 7w ago Expansion Sales Manager DomainTools · Remote · US In listing 8w ago Sales Leader Lakeshore Sport & Fitness · Chicago In listing 8w ago Sales Director Jade Global · Troy $150,000–$240,000e 8w ago Manager Sales - SAP Dxctechnology · Chicago $120,600–$180,800 2mo ago Mid-market Sales Manager Flexport · Chicago $110,000–$137,000 2mo ago Regional Sales Director - Vet Channel (Great Lakes) Trupanion · Chicago $105,000–$135,000 2mo ago VP of Sales - Employee Benefits Ryansg · Chicago In listing 2mo ago Sr. Enterprise Sales Leader - Asset Managers Clearwateranalytics · New York $102,000–$144,000 2mo ago Regional Sales Manager, Channel (Midwest) Egup · Chicago $150,000–$187,000 2mo ago Territory Sales Manager – Precision Cutting Tools Territory – Northern Illinois, Wisconsin dauphin · Chicago $104,500–$165,750e 2mo ago Area Sales Manager - Enterprise Resiliency and Security Motorolasolutions · Chicago $140,000–$160,000 3mo ago Sales Director Illuma Technology · Chicago $150,000–$175,000 3mo ago Sales Director Inmar · Chicago $101,145–$168,575 3mo ago Vice President of Sales ztr · Chicago $150,750–$219,300e 3mo ago Regional Vice President, Property Management Bridge33 Capital · Philadelphia $150,000–$190,000 3mo ago Regional Sales Leader, Central Guardian Life · Chicago $316,800–$366,000 3mo ago Sr. Director Sales, Agentforce Operations Salesforce · San Francisco In listing 3mo ago Regional Sales Director- Chicago Blufox Mobile · Chicago $150,750–$219,300e 3mo ago Director of Sales - QualityOne North America Veeva Systems · Remote · US $135,000–$300,000 3mo ago Sales Leader, Retirement & Benefit Solutions Lifeworks · Chicago In listing 3mo ago Director / VP Sales linqia · Chicago $150,750–$219,300e 4mo ago Sales Director MiQ · Chicago $140,000–$180,000 5mo ago Regional VP of Sales, Midwest Ask Locala · Chicago In listing 5mo ago Sales Director SuperAwesome · Chicago $150,750–$219,300e 5mo ago Sales Leader, Quality Engineering Services Tiger Analytics Inc. · Jersey City $107,500–$182,425e 6mo ago Director, Client Sales - Consumer Health Network PatientPoint · Chicago $115,000–$155,719 7mo ago Sr Manager, Sales Incentive Compensation PayPal · Chicago In listing 7mo ago Enterprise Sales Director Giga · Remote · US $136,750–$196,000e 8mo ago Sr Regional Sales Manager - Chicago MinIO · Remote · US $144,500–$210,000e 9mo ago Regional Vice President - Wholesaler (Chicago) ProShares · Chicago $125,000 1y ago Sales Director glassesusa · Chicago $150,750–$219,300e 1y ago Enterprise Sales Manager Dunder Mifflin2B318E3B 60F0 4D80 98C0 8F70Fa8Cccf6 · Chicago $104,500–$165,750e 3y ago Director of Sales – Data Center Services The Archetype Strategy · Chicago $150,750–$219,300e Regional Sales Director - Chicago Zentro · Chicago In listing
Opportunity

Sales Leadership work from LinkedIn, X, Reddit and Upwork, in one list.

Each morning you get everything that fits, strongest first.

Find me work

By the team behind growthroles.