
Senior Account Executive - Chicago
Teamtailor Β· Chicago, North America, United States
About The Role
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. π We are looking for a Senior Account Executive to join our Chicago team
Working at Teamtailor means joining a dynamic, fast-paced tech company where impact isn't just a buzzword β it's how we operate. Everyone here has real ownership over the outcomes they drive, and real say in how we grow. ππ₯³
We've built a team full of different backgrounds, experiences, and perspectives, because that's what makes us better β 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. π«
Why SaaS AEs love it here
You know the drill β you've sold SaaS before, you're really 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 TuesdayβThursday 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 β and that shows up in how we hit quota together, not against each other. Deal closed? Bell rings, team cheers, coffee's on us. βοΈ
What you'll be doing
- Owning the full sales cycle from prospecting to close β 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 β 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
- 5+ 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 β you forecast accurately and don't let deals go cold.
- Solid experience with sales tools (Salesforce, SalesLoft, LinkedIn Sales Navigator, Cognism, Apollo, Slack, Notion).
- A genuine drive to hunt for new business and close it β 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
- Competitive salary + uncapped commission. π΅
- The chance to sell a category-leading employer branding and recruitment platform. π₯°
- Real career growth in a fast-scaling company, with training and support that actually helps. ποΈ
- A talented, supportive team that has each other's back. π€
- A true hybrid setup at our flagship North America HQ in Chicago Downtown β in office Tue/Wed/Thu. ποΈ
- A culture built on being different, personal, and kind β with genuinely good vibes, not just a ping-pong table. π
If this opportunity excites you, we look forward to receiving your application!
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