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Enterprise Account Executive - Chicago

Teamtailor Open
Chicago Full-time Mid-level Account Executive

At a glance

Mid-level Account Executive role at Teamtailor. Chicago · full-time · no salary stated · we estimate $78,125–$161,289.

Estimated pay

Teamtailor has not published a salary for this role. The figure below is our estimate, not theirs.

$78,125 – $161,289
What the middle half of mid-level account executive roles in Chicago paid, among postings that did state a salary.
Worked out from 158 postings that stated pay, median $117,775. Last updated Nov 11, 2026.
RoleAccount Executive
SeniorityMid-level
LocationChicago
EmploymentFull-time
PostedNov 11, 2026
Role brief

growthroles summary, based on the employer's posting.

What you'll do

  • Find prospects through cold outreach, LinkedIn and social selling, then lead demos, negotiate terms and win new business
  • Manage each deal from first contact through signature, taking ownership of the complete sales process
  • Meet or exceed monthly sales goals and keep opportunities moving with Marketing, Partnerships and Customer Success
  • Build product knowledge, follow industry developments and sharpen your sales approach

What you bring

  • At least six years selling B2B SaaS, with HR tech or ATS experience helpful but not required
  • You manage pipeline carefully, forecast reliably and keep active deals from going stale
  • You can use Salesforce, SalesLoft, LinkedIn Sales Navigator or another listed sales tool

Who this fits

This mid-level sales role suits someone who enjoys prospecting, building customer relationships and owning deals through close. You’ll work from the Chicago office Tuesday through Thursday and from home on Monday and Friday.

From the employer

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!

Opportunity

Account Executive work from LinkedIn, X, Reddit and Upwork, in one list.

Each morning you get everything that fits, strongest first.

Account Executive

Find me work

By the team behind growthroles.

Find me work
Opportunity

Account Executive work from LinkedIn, X, Reddit and Upwork, in one list.

Each morning you get everything that fits, strongest first.

Find me work

By the team behind growthroles.