Roles › Sales Development Representative
Chicago, IL
Sales Development Representative jobs in Chicago, IL
6 open roles from 4 employers. Checked Oct 6, 2026.
What these openings look like
4 employers are hiring here: Motorola Solutions, Project44, Stripe and Generac. 2 of the 6 publish a pay range, running $45,000 to $65,000 a year. The rest do not say. Every posting is full time. The most recent went up on Oct 1, 2026.
Every listing links to the employer's own application. Nothing is posted here on their behalf, and nothing is reposted from anywhere else.
Open roles
Sales Development Representative
Posted Oct 1 · Verified Oct 6
Sales Development Representative- Chicago-
Posted Sep 28 · Verified Oct 6
Sales Development Representative
Posted Sep 25 · Verified Oct 6
Sales Development Representative (Entry Level)
Posted Sep 3 · Verified Oct 6
Sales Development Representative (Entry Level)
Posted Sep 3 · Verified Oct 6
Sales Development Representative (Entry Level)
Posted Sep 3 · Verified Oct 6
What it pays here
Only some employers publish a range. These are the ones that did, as written in their own postings:
- $48,000–$52,000 a year
- $45,000–$65,000 a year
What they ask sales development representative candidates here
Drawn from the 6 open postings on this page. The ones that come up across several employers are near the top.
How would you explain the difference between a portable generator and a home standby unit to a customer who's never bought either?
What they are checking: basic grasp of the product line and ability to match features to customer needs
Walk me through how you'd plan a week covering multiple retail stores spread across your territory.
What they are checking: whether the candidate can build a realistic travel and time-management routine for a field role with 75 percent travel
How would you open a call with a county sheriff's office to start a conversation about safety technology?
What they are checking: Opening calls in a way that earns interest from government buyers.
What smart questions would you ask to find out if a public agency has a real need?
What they are checking: Discovery skills that qualify leads before handing them to sellers.
How do you handle a full day of call cadences with a dialer and stay sharp?
What they are checking: Whether they can keep energy and focus through a long day of calls, because high-volume outreach wears down people who lack stamina.
Tell me about a time you set a goal and pushed through rejection to hit it.
What they are checking: Whether they keep going after repeated rejection and still hit goals, which is a daily reality in sales development work.
A prospect says their budget is set for the year. How do you respond?
What they are checking: Whether they can handle a common budget objection without giving up, since government buyers often plan purchases a year ahead.
How would you learn enough about Motorola's product suite to have useful conversations?
What they are checking: Whether they can learn a broad product line quickly enough to have useful conversations that help customers rather than just pitching.
Get told when new sales development representative jobs in Chicago appear.
One email when something new matches, and nothing else. Unsubscribe works immediately.
Practice a sales development representative interview.
Pick a posting above, paste it in, and Offer runs the interview for that exact role — out loud, one question at a time, with feedback that tells you what landed. The first one is free.
Practice this out loud