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Sales Representative Jobs in Chicago, IL

119 openings · 24 companies · Updated November 12, 2026

Inside sales, field sales, B2B and retail sales roles with incentives.

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119 jobs

    • 10+ Yrs
    • $153.8K–$253.7K a year
    • Chicago, IL

    Build a team of direct CRM Account Executives to drive rapid new business sales growth in the region Build and drive sales strategy for the region in conjunction with Sales…

    Go · Marketing · Sales · Recruiting · Operations

    TodayNewHybrid
    • 7+ Yrs
    • Pay not listed
    • Chicago, IL

    Also help build out a new team and go-to-market (GTM) motion at Stripe. Responsibilities Identify high-potential prospective users and use effective prospecting strategies to generate…

    Go · Product · Sales

    1 day agoNew
    • 12+ Yrs
    • Pay not listed
    • New York City, NY; Chicago, IL; San Francisco, CA

    About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to…

    GEO Sales HQ (NA) · Go · Product · Sales · Support

    2 days agoNew
    • Experience not stated
    • Pay not listed
    • Chicago, IL; New York City, NY; San Francisco, CA

    About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to…

    GEO Sales HQ (NA) · Go · Product · Sales · Support

    2 days agoNew
    • 7+ Yrs
    • $125.5K–$207K a year
    • Chicago, IL (Remote)

    The Sales CRM Account Executive will oversee market success of ServiceNow's CPQ and CRM products. These products are built on our market leading Service Management platform and…

    Sales · Support

    2 days agoNewRemote
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    • 5+ Yrs
    • $125.5K–$207K a year
    • Chicago, IL

    The Solution Sales Manager will oversee market success of ServiceNow's CRM and Industry products. These products are built on our market leading Service Management platform and create a…

    Sales · Support

    2 days agoNew
    • 5+ Yrs
    • Pay not listed
    • Chicago, IL

    About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to…

    Networking · Product · Sales · Operations

    3 days agoNew
    • Experience not stated
    • $127.8K–$183.7K a year
    • Chicago, IL (Remote)

    Engage, Discover & Drive Results: Execute territory strategies to win new enterprise business, expand market presence, and consistently exceed growth targets. Execute the Sales Process:…

    Salesforce · Product · Marketing · Sales

    3 days agoNewRemote
    • Experience not stated
    • $127.8K–$183.7K a year
    • Chicago, IL (Remote)

    Engage, Discover & Drive Results : Execute territory strategies to win new enterprise business, expand market presence, and consistently exceed growth targets. Execute the Sales Process…

    Salesforce · Product · Marketing · Sales

    3 days agoNewRemote
    • 2+ Yrs
    • Pay not listed
    • Chicago, IL

    Also help build out a new team and go-to-market (GTM) motion at Stripe. Responsibilities Identify high-potential prospective users and use effective prospecting strategies to generate…

    Go · Product · Sales

    6 days ago
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    • 3-5 Yrs
    • Pay not listed
    • New York City, NY; Seattle, WA; Chicago, IL (Remote)

    Operating Cadence: Execute on a standard weekly, monthly and quarterly cadence of operations (weekly forecasting calls, monthly business reviews, quarterly business reviews). Business…

    Sales Operations (SS&O) · Analytics · Sales · Support · Operations

    6 days agoRemote
    • 5+ Yrs
    • Pay not listed
    • Atlanta, GA; Boston, MA; Chicago, IL +2 more

    Own customer adoption, onboarding, and continued success at your customer base. Forecast customer consumption and document opportunities and successes. Lead all aspects of the adoption,…

    Technical Solution Sales · Python · Java · Golang · Node

    6 days ago
    • 10+ Yrs
    • $130.7K–$190.6K a year
    • Chicago, IL (Remote)

    The CRM Prime AE role is a sales role built for experienced sellers who have the curiosity, confidence, and technical acumen to transform a customer’s business. You will play a pivotal…

    Excel · Marketing · Sales · Customer Success · Operations

    6 days agoRemote
    • 8+ Yrs
    • $140K–$200K a year
    • Chicago, IL (Remote)

    Location: 100% Remote. Desired location is close to Partner HQ and Major Airport   Our Strategic Partner Manager role is responsible for all Partner activities in their…

    Go · Security · Marketing · Sales · Compliance

    6 days agoRemote
    • 5+ Yrs
    • $125.5K–$186.6K a year
    • Chicago, IL (Remote)

    The Data & Analytics Solution Sales Executive (SSE) is a sales role built for experienced data and analytics sellers who have the curiosity, confidence, and technical acumen to transform…

    Snowflake · Databricks · Analytics · Power BI · Tableau

    6 days agoRemote
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    • 8+ Yrs
    • Pay not listed
    • Chicago, IL

    Build and lead a team of high-performing Account Executives, helping them to develop their skills and deliver on their ambitious targets, as well as roll your sleeves up to work directly…

    GEO Sales HQ (NA) · Sales · Operations

    1 week ago
    • 8-11 Yrs
    • Pay not listed
    • Chicago, IL

    We are looking for passionate technologists to join our Pre-Sales organization to ensure that our growth is grounded and guided by strong technical alignment with our platform and the…

    Python · Java · Node · SQL · Sales

    1 week ago
    • 7+ Yrs
    • $125.5K–$207K a year
    • Chicago, IL (Remote)

    The Solution Sales Manager will oversee market success of ServiceNow's [insert specific product line] products. These products are built on our market leading Service Management platform…

    Product · Sales · Support

    1 week agoRemote
    • 7+ Yrs
    • Pay not listed
    • Chicago, IL; San Francisco, CA; Washington, DC (Remote)

    Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations…

    Corporate Sales · Product · Sales · Support · Operations

    1 week agoRemote
    • 7+ Yrs
    • Pay not listed
    • Chicago, IL; San Francisco, CA; Washington, DC (Remote)

    Secure Every Identity, from AI to Human Identity is the key to unlocking the potential of AI. Okta secures AI by building the trusted, neutral infrastructure that enables organizations…

    Corporate Sales · Product · Sales · Support · Operations

    1 week agoRemote
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    • 15+ Yrs
    • Pay not listed
    • San Francisco, CA; Seattle, WA; Chicago, IL (Remote)

    Work strategic Stripe customers to develop and execute long-term sales strategies to expand Stripe’s revenue Expand business with high growth technology companies Develop outbound…

    Product · Sales

    1 week agoRemote
    • 5+ Yrs
    • $125.5K–$186.6K a year
    • Chicago, IL (Remote)

    The Data & Analytics Solution Sales Executive (SSE) is a sales role built for experienced data and analytics sellers who have the curiosity, confidence, and technical acumen to transform…

    Snowflake · Databricks · Analytics · Power BI · Tableau

    1 week agoRemote
    • 2+ Yrs
    • $90K–$110K a year
    • San Francisco, CA; Chicago, IL; New York City, NY (Remote)

    🚀 About WRITER WRITER is the AI platform built for the world’s most ambitious marketing and revenue teams, bringing the frontier of AI to the people who drive enterprise growth. With…

    Go · Salesforce · Product · Marketing · Sales

    1 week agoRemote
    • 7+ Yrs
    • $198K–$258.8K a year
    • San Francisco, CA; Chicago, IL; Seattle, WA +2 more (Remote)

    🚀 About WRITER WRITER is the AI platform built for the world’s most ambitious marketing and revenue teams, bringing the frontier of AI to the people who drive enterprise growth. With…

    GTM Ops · Go · Salesforce · Product · Marketing

    1 week agoRemote
    • 5-8 Yrs
    • $340K–$350K a year
    • Chicago, IL; Dallas, TX; Indianapolis, IN +3 more (Remote)

    🚀 About WRITER WRITER is the AI platform built for the world’s most ambitious marketing and revenue teams, bringing the frontier of AI to the people who drive enterprise growth. With…

    Go · Salesforce · Product · Marketing · Sales

    1 week agoRemote

About Sales Representative Jobs in Chicago, IL

There are 119 open Sales Representative jobs in Chicago, IL right now, posted by 24 employers, including Stripe, Flexport, ServiceNow and Okta. 18 of them were posted in the last seven days, and the newest on November 11, 2026.

Most openings ask for 3–5 years of experience; 11 suit entry-level candidates (0–2 years); 41% are remote and 2% hybrid; where employers publish pay, ranges run from $79K to $425K a year (median starting pay $142K); the skills asked for most are Sales, Product, Support, Marketing and Go.

Every listing comes from the employer's own careers page and is refreshed twice a day (last update November 12, 2026). Apply opens the employer's own application page; there is no sign-up and no fee.

119
open jobs
24
companies
18
posted this week
$142K
median starting pay

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Frequently asked questions

How many Sales Representative jobs are open in Chicago, IL?

119 Sales Representative jobs are open in Chicago, IL as of November 12, 2026, from 24 employers. The list is refreshed twice a day from the employers' own career pages, and closed openings are removed.

Which companies are hiring for Sales Representative jobs in Chicago, IL?

Stripe (41), Flexport (9), ServiceNow (8), Okta (8), Datadog (8), Samsara (5), New Relic (4) and Harvey (4), and 16 more. Use the Company filter to see one employer's openings.

How much do Sales Representative jobs in Chicago, IL pay?

Among openings that publish pay (many US states require a pay range in the posting), yearly pay runs from $79K to $425K, with a median starting figure of $142K. Hourly rates are counted at 2,080 hours a year. These are the employers' published ranges, not guaranteed pay.

Are there entry-level Sales Representative jobs in Chicago, IL?

Yes: 11 of these openings ask for 0–2 years of experience. Choose "0–2 years" under Experience to see them.

Can I work from home in these jobs?

49 openings are fully remote and 2 hybrid, as stated by the employer. Remote roles are open to people in the US unless the posting names specific states. Pick Remote or Hybrid under Work mode.

Do I need to be authorized to work in the US?

Most US employers ask that you are authorized to work in the United States; postings often say whether visa sponsorship is offered. Each job page shows who may apply when the posting says so; check the full posting before you apply.

How do I apply, and is it free?

Open a job and press Apply: it takes you to the employer's own careers page, where you apply directly. askjobs does not collect resumes, act as a recruiter or charge anything.

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