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Mid-Market Account Executive - Chicago

TeamtailorChicago๐Ÿ‡บ๐Ÿ‡ธUnited StatesPosted Apr 9, 2026

Why this role stands out

Thrive in a dynamic, global SaaS company where you'll own the full sales cycle and drive significant impact within the mid-market. This hybrid role offers uncapped earning potential and the chance to develop your skills in a collaborative and reputable environment. Apply now to join a team that values diverse perspectives and empowers you to make life-changing decisions for clients.

Quick overview

SeniorityMid Senior
Work modeHybrid
LocationChicago, United States
Posted6 months ago
LinkedIn Sales NavigatorNotionOutreachProspectingSaaS SalesSalesLoftSalesforceSlack

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. ๐ŸŒ

Working at Teamtailor means joining a dynamic, fast-paced tech company where impact isn't just a buzzword โ€” it's how we operate. Everyone here has real ownership over the outcomes they drive, and real say in how we grow. ๐ŸŽ‰๐Ÿฅณ

We've built a team full of different backgrounds, experiences, and perspectives, because that's what makes us better โ€” not despite our differences, but because of them. If you want in on helping companies and people make life-changing decisions together, we want to hear from you. ๐Ÿ‘ซ

Why SaaS AEs love it here:

You know the drill โ€” 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 Tuesdayโ€“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 โ€” and that shows up in how we hit quota together, not against each other. Deal closed? Bell rings, team cheers, coffee's on us. โ˜•๏ธ

What you'll be doing:

  • Owning the full sales cycle from prospecting to close โ€” 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 โ€” 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:

  • 3+ 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 โ€” 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 โ€” 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. ๐Ÿฅฐ

  • Competitive salary + uncapped commission. ๐Ÿ’ต

  • Real career growth in a fast-scaling company, with training and support that actually helps. ๐ŸŽ—๏ธ

  • A talented, supportive team that has each other's back. ๐ŸŽค

  • A true hybrid setup at our flagship North America HQ in Chicago Downtown โ€” in office Tue/Wed/Thu. ๐Ÿ™๏ธ

  • A culture built on being different, personal, and kind โ€” with genuinely good vibes, not just a ping-pong table. ๐ŸŽ‰

If you're a SaaS AE who wants uncapped earning potential, a team that has fun and hits numbers, and a hybrid setup that respects your time โ€” we'd love to hear from you.

Apply today and let's build something great, together.

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