Job brief: Senior Account Executive

What JoRoute checked · Checked by JoRoute

• Listed on Instawork's own job board. JoRoute does not take listings from job ads or recruiters.
• First seen by JoRoute 2026-11-04 (3 days ago); last confirmed on the board 2026-11-07.
• The apply link opens job-boards.greenhouse.io, the address Instawork's board gives for this job.
• No other listing with this title and place on this board in the last 90 days.
• No layoff notices (WARN) under this name in the state files JoRoute reads.

What the listing says · Employer's own words, not checked

• Pay: Not published
• Job type: Not stated
• Where: Chicago, Illinois, United States · Chicago
• Posted: 2026-06-04 · over 60 days ago

Illinois requires many employers to include pay in job postings; whether that covers this job depends on the law's rules.

What the job asks · Employer's own words, not checked

Level: Senior. The title says "Senior".

Must have

• 3+ years of B2B sales experience with a proven, consistent track record of exceeding quota
• At least 8 paid company holidays annually

Conditions

• You will report to a Sales Manager and play a critical role in driving Instawork’s next phase of growth, on-site 5 days per week in our downtown Chicago office.
• We're not just helping fill shifts, we're supporting local economies—and we're just getting started!

Main duties

• Own your territory and build high-value partnerships with top partners across Major Sports Stadiums, E-commerce brands, universities, AI companies, and more
• Drive aggressive outbound prospecting to generate your own pipeline through cold calls, targeted sequences, and creative outreach
• Deliver accurate weekly forecasts and own your number
• Collaborate with sales and operations to ensure customers experience the full power of Instawork’s platform

Lines copied from the posting, not rewritten. "Preferred" or "nice to have" items are not listed as must-haves.

How it compares · Compared by JoRoute from listings

• Typical listed pay for sales jobs in Chicago, IL: $150k a year (44 listings, 16 employers). This listing does not publish pay to compare.
• Across Instawork's 16 open listings, 81% of those with a posting date were first posted more than 60 days ago. How Instawork hires

What nobody outside the employer knows · Not known

• Whether the role is already filled or on hold: employers often leave listings up.
• How many people applied, and who reads the applications.
• The pay an offer would carry.

Ask before you apply

1. What is the pay range for this role? (Illinois requires many employers to post it.)
2. Is this role still open, and when do you hope to fill it?
3. Which of the listed places is this role based in?
4. What are the interview steps, and when should I expect to hear back?

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Next steps

Apply on the employer's page Full listingDoes my CV fit?Practise the interviewShould I apply?

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Keep looking

• 103 more sales jobs within 25 miles, on the job map with pay.
• All 16 open Instawork jobs, and how Instawork hires.
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