DialDynamics

Sales Jobs Hiring Now in Chicago

Real, currently-open sales roles in Chicago at AlphaSense, Braze, Filevine, and more, checked directly against each company's own job board.

Chicago's sales hiring runs across legal tech, logistics, and marketing SaaS, with a mix of local employers and coastal companies running a Midwest sales hub out of the city. Every role below was checked directly against the hiring company's own applicant tracking system, not pulled from an aggregator.

Open roles right now

Verified as of September 30, 2026, directly against each company's own job board.

  1. PadSplit: Account Executive. apply. Co-living housing platform, on-site Chicago.
  2. Filevine: Mid-Market Account Executive. apply. Legal case management software, on-site Chicago.
  3. GumGum: VP, Sales. apply. Digital advertising platform, Chicago-based.
  4. Worldwide Express: Outside Sales Account Executive. apply. Freight and logistics, new River North office.
  5. AlphaSense: Account Executive, Enterprise Intelligence. apply. Market intelligence platform.
  6. Braze: Account Executive, Enterprise. apply. Customer engagement platform.

How this list works

Job postings turn over fast, a role open today can close within days. This list is checked directly against each company's live job board rather than a cached search result, but by the time you read this, some of these may already be filled. Use them as current, verified evidence that these companies are hiring sales talent in Chicago right now, and check the link before you practice for the interview.

Written by Abdul-Samad Olagunju, Founder of DialDynamics