SkillFit Jobs

B2B SaaS sales jobs in Chicago

59 open jobs, 5 posted in the last 7 days and 10 remote. Updated 12 October 2026. Every job links to the employer's own page.

Hiring most: Stripe (17), Okta (9), DoorDash USA (8), Pinterest (4), MongoDB (4). Skills named most often: B2B SaaS sales (100%), Stakeholder management (53%), Salesforce (39%), Customer success (32%), Lead generation (31%), Roadmapping (29%). Most roles are mid level.

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How many B2B SaaS sales jobs in Chicago are open right now?

59 on 12 October 2026, of which 5 were posted in the last 7 days and 10 are remote.

Which employers are hiring for B2B SaaS sales jobs in Chicago?

The most openings are at Stripe (17), Okta (9), DoorDash USA (8), Pinterest (4), MongoDB (4).

Which skills do B2B SaaS sales jobs in Chicago ask for most?

Counted from 59 postings with a description: B2B SaaS sales (100%), Stakeholder management (53%), Salesforce (39%), Customer success (32%), Lead generation (31%), Roadmapping (29%).

How do I find the B2B SaaS sales jobs in Chicago that fit me?

Set your level, location and skills on SkillFit Jobs and each job gets a match score out of 100 with the reasons. It is free and needs no sign-up.