Roles › Sales Development Representative
Chicago, IL
Sales Development Representative jobs in Chicago, IL
5 open roles from 3 employers. Checked Sep 20, 2026.
Open roles
Sales Development Representative
Posted Sep 15 · Verified Sep 20
Sales Development Representative (Entry Level)
Posted Sep 2 · Verified Sep 20
Sales Development Representative (Entry Level)
Posted Sep 2 · Verified Sep 20
Sales Development Representative (Entry Level)
Posted Sep 2 · Verified Sep 20
Sales Development Representative- Chicago-
Posted Aug 13 · Verified Sep 20
What they ask sales development representative candidates here
Drawn from the 5 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 someone who has never bought either?
basic product knowledge and ability to translate specs into plain language for a customer
Walk me through how you'd plan a week covering multiple retail stores across your territory. What decides which stores get visited and how often?
whether the candidate can self-manage travel and prioritize without a manager directing daily activity
Walk me through a time you had to warm up a cold lead who had no interest in talking to you at first.
whether they have a real method for building rapport rather than just pushing through rejection
How do you keep yourself motivated when you're making call after call and most of them go nowhere?
resilience and self-management in a high-volume, high-rejection role
Tell me about a time you had to organize a large number of tasks or leads and something almost slipped through the cracks. What did you do?
whether their time and task management claims hold up under a concrete example
Say you're given a list of government agency contacts to call this week using our dialer. Walk me through how you'd plan your day.
practical grasp of running structured call cadences at volume, not just enthusiasm
A prospect answers but says they're not interested and starts to hang up. What do you say next?
quick thinking and ability to salvage a call without sounding scripted or pushy
How would you go about re-engaging a lead who talked to us a year ago and then went cold?
understanding of lead nurturing and whether they can tailor a message rather than repeat the same pitch
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