$70k - $80k
Our client, a growing leader in the commercial interiors and design/build space, is looking to add an ambitious Outside Sales Representative to their expanding team. This is an exciting opportunity for a relationship-dri…
Sales & Marketing · Chicago, IL
Sales Representative jobs in Chicago, IL
Sells products or services directly to customers, prospecting for leads, presenting solutions, handling objections, and closing deals against a quota, often with commission pay.
1,381
Open roles today
$24–$62/hr
Typical pay range
$78k
Median, full-time
2
Fresh in this list
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01
Open sales representative roles
12 shown of 1,381 · sorted by freshness
****@*****.*** - make sure to include the exact job title and job location in your email message. Sales Representative - Business Development ( Business Consultant ) : - Sell Clover, an industry-leading cloud-based point…
Job Details Field Sales Representative — Chicago Shef is looking for a Field Sales Rep who knows the Chicago restaurant scene inside and out — someone as comfortable walking into a kitchen mid-prep as they are digging th…
$75k - $85k
Job Title – Territory Sales Representative With more than 50 years of unwavering passion for quality, Norman International, Inc. is among the world's largest and most respected manufacturers of window coverings. Our long…
About the Sales Representative position We are seeking an experienced Sales Representative who is dedicated to selling services and products within the given time. You should be able to bring in a large amount of sales v…
Sales Focus Inc. is hiring full-time B2B Outside Sales Representatives to represent Constellation Energ y, one of the largest energy providers in the U.S. This is a face-to-face sales role offering base salary plus uncap…
Requisition Number: 230852 Job Description Cintas is seeking a Route Service Sales Representative - UltraClean to manage and grow customer accounts. Key Responsibilities Include: Provide excellent customer service to a s…
$60k - $150k
Job Description Are you ready to launch your career in sales and be another reason Cintas, a growing Fortune 500 company, has... ...we are seeking a goal-oriented, motivated, and energetic Sales Representative to join ou…
Outside Sales Consultant About This Role: We are looking for driven Outside Sales Consultants to join our expanding team. In this role, you’ll represent BuzzTechMedia in your local market meeting with business owners and…
$45k - $150k
for the next member to join our team to help us achieve our goal and have fun, and be well compensated in the process. As a Sales Representative, you are a key team member upholding our commitment to customer satisfactio…
$100k - $150k
account plans, maintain accurate forecasts, and achieve annual sales, profitability, and growth objectives Monitor market trends,... ...customer service teams to deliver exceptional customer service Represent Henkel with…
We are in search of an motivated and dependable Sales Representative to provide janitorial sales to commercial businesses through out their assigned territory. We work hard to be the FINEST Building Service Contractor in…
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What sales representatives earn in Chicago
Hourly first — that's how the offer arrives
| Experience | Hourly | Annual, full-time |
|---|---|---|
| Entry level | $24–$31 | $49k–$65k |
| Mid level | $31–$44 | $65k–$92k |
| Senior | $44–$62 | $92k–$130k |
Adjusted for the Chicago market from national ranges.
03
What employers ask for
The skills these listings keep naming
Prospecting and cold outreachDiscovery questioningObjection handlingCRM hygiene (Salesforce)Product knowledgeNegotiationResilience and consistencyPipeline management
04
Interview questions worth rehearsing
With the thing the interviewer is actually listening for
Walk me through your numbers: quota, attainment, and how you got there.
Know your metrics cold and explain the activity behind them, like daily outreach volume and conversion rates at each stage.
Sell me this product. Or: how would you open a cold call with me?
Do not pitch features. Ask discovery questions first, find a need, and connect to it. That is the behavior being tested.
How do you handle repeated rejection?
Show a concrete routine, treating rejection as volume math, reviewing lost calls for lessons, and protecting daily consistency.
Tell me about a deal you lost. What happened?
Pick a real loss, diagnose it without excuses, such as a missed stakeholder, and name what you changed afterward.
How do you prioritize your pipeline when you have too many leads?
Talk about qualification criteria, deal stage and size, and time-boxing low-probability deals rather than chasing everything.
What does your typical day look like in structure and numbers?
Interviewers want disciplined activity: blocked time for prospecting, follow-ups, and CRM updates, with rough daily targets.
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Resume tips that move the needle
For sales representatives specifically — generic advice costs you here
01
Lead with quota attainment percentages by year, since that is the first thing sales managers look for.
02
State your sales motion clearly: inbound or outbound, deal size, cycle length, and who you sold to.
03
Include rankings, such as finishing in the top 10 percent of the team, and President's Club if earned.
04
Show activity metrics, like calls per day or meetings booked, for early-career roles without closing numbers.
05
Name your CRM and sales tools, such as Salesforce or Outreach, since tool fluency shortens ramp time.
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Where this role goes
Typical progression
01
Sales Development Representative
02
Sales Representative
03
Senior Sales Representative
04
Account Executive
05
Sales Manager
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