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Enterprise Account Executive - Chicago

Teamtailor

Chicago, IL · HybridFull-timePosted 1 day agoStill listed today

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At a glance

Compensation
No compensation found
Location
Chicago, ILHybrid
Schedule
Full-time
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Job overview

Teamtailor is hiring an Enterprise Account Executive to sell its employer branding and ATS SaaS platform in Chicago. The role owns the full sales cycle, from prospecting and demos through negotiation and close, and works with Marketing, Partnerships, and Customer Success to advance deals. The position follows a hybrid schedule, with office work Tuesday through Thursday and work from home Monday and Friday. HR tech or ATS experience is a plus, not a requirement.

Skills & qualifications

RequiredNice to have

Skills

B2B SaaS Sales, requiredPipeline Management, requiredSales Forecasting, requiredSalesforce, requiredSalesLoft, requiredLinkedIn Sales Navigator, requiredCognism, requiredApollo, requiredSlack, requiredNotion, requiredNew Business Development, requiredClosing Sales, requiredRelationship Building, requiredHR Tech Sales, nice to haveATS Sales, nice to have

Qualifications

6+ Years B2B SaaS Sales Experience, required

Full job description

Join us to shape the future! Teamtailor is a global Employer Branding and ATS SaaS platform used by over 13,000 companies, 250,000 users, and available in 90 countries worldwide. 🌍 Working at Teamtailor means being part of a dynamic, fast-paced tech company that values impact and responsibility. Our workplace fosters an environment where everyone can contribute meaningfully to the growth of the company. 🎉🥳 Building a diverse team with a wide range of experiences, skills, and backgrounds has always been central to Teamtailor’s mission, and it remains a strength today. We welcome all individuals who share our vision and are committed to contributing to our collective success. Join us in helping companies and people communicate in more meaningful ways to make life-changing decisions together.👫

Why SaaS AEs love it here: You know the drill — you've sold SaaS before, you're good at it, and you're tired of environments that feel like a grind. Here's what's different at Teamtailor Chicago:

  • A full sales cycle you actually own - You prospect, run the demo, negotiate, and close. Full autonomy, full commission credit.

  • Real hybrid, not fake flexible - In office Tuesday–Thursday at our Chicago flagship HQ, work from home Monday and Friday. You get face time with a genuinely fun team and two days a week to lock in and sell without commute drag.

  • Uncapped earnings, no ceiling games - Competitive base + uncapped commission.

  • A market leader, not a "maybe it'll work out" startup - 13,000+ customers, 200,000+ users, 90 countries. You're selling something companies already trust, which means shorter sales cycles and warmer conversations.

  • A team that celebrates wins loudly - Our guiding stars are to be different, personal, and kind — and that shows up in how we hit quota together, not against each other. Deal closed? Bell rings, team cheers, coffee's on us. ☕️

What you'll be doing:

  • Owning the full sales cycle from prospecting to close — sourcing leads via cold outreach, LinkedIn, and social selling, then running meetings, negotiating, and signing new business.

  • Consistently hitting (and beating) monthly sales targets.

  • Teaming up with Marketing, Partnerships, and Customer Success to keep deals moving and customers thrilled.

  • Staying sharp — leveling up on product knowledge, industry trends, and your own sales craft.

  • Bringing your energy and ideas to the team, because we build this culture together.

What you bring:

  • 6+ years of B2B SaaS sales experience (HR tech/ATS experience is a big plus, but not required).

  • A track record of managing pipelines with real discipline — you forecast accurately and don't let deals go cold.

  • Comfortable with sales tools (Salesforce, SalesLoft, LinkedIn Sales Navigator, Cognism, Apollo, Slack, Notion).

  • A genuine drive to hunt for new business and close it — you like the chase as much as the win.

  • The relationship-building instincts to turn a first call into a long-term customer.

What we offer:

  • The chance to sell a category-leading employer branding and recruitment platform. 🥰

  • Competitive salary + uncapped commission. 💵

  • Real career growth in a fast-scaling company, with training and support that actually helps. 🎗️

  • A talented, supportive team that has each other's back. 🎤

  • A true hybrid setup at our flagship North America HQ in Chicago Downtown — in office Tue/Wed/Thu. 🏙️

  • A culture built on being different, personal, and kind — with genuinely good vibes, not just a ping-pong table. 🎉

If this opportunity excites you, we look forward to receiving your application!

How this job compares

Set against the 692 open Enterprise Account Executive jobs on Olive Jobs, counted November 12, 2026.

Pay
  • This postingNot listed
  • Illinois median$134–165K/yr27 salary ranges
Openings
Olive Jobs lists 33 open Enterprise Account Executive jobs in Illinois and 692 across the US. 23% of them nationwide are listed as remote or flexible.
Hiring the most in Illinois
Experience
This posting asks for at least 6 years of experience; Enterprise Account Executive postings that state a minimum ask for 5 years at the median (615 postings).
Education
83 of the 692 open Enterprise Account Executive jobs (12%) ask for a bachelor's degree or higher.

Pay, requirements and demand for Sales jobs

Counted across the open, public US postings on Olive Jobs on November 12, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.

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