Account Executive - In-Territory (Chicago)

🏢 Justworks · 📍 Remote - U.S.A. · 💼 remote us 💰 $91,000 - $110,000 / yr

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Position Summary & Responsibilities

Who We Are

At Justworks, you’ll enjoy a welcoming and casual environment, great benefits, wellness program offerings, company retreats, and the ability to interact with and learn from leaders in the startup community. We work hard and care about our most prized asset - our people.

We’re helping businesses get off the ground by enabling them to focus on running their business. We solve HR issues. We’re data-driven and never stop iterating. If you’d like to work in a supportive, entrepreneurial environment, are interested in building something meaningful and having fun while doing it, we’d love to hear from you.

We're united by shared goals and shared motivations at Justworks. These are best summed up in our company values, which are reflected in our product and in our team.

Our Values

If this sounds like you, you’ll fit right in.

Who You Are

The sales team at Justworks is ultimately in charge of expanding our customer base while driving revenue and growth. As an Account Executive in-territory in Chicago, you will be responsible for the full sales cycle - building and managing a sales pipeline, market research, prospecting, fostering relationships and creating new ones, contract negotiation, and closing on your deals. Sales is challenging, especially at a start-up but it’s a fulfilling and rewarding experience as you become a trusted advisor to our customers.

Your Success Profile

What You Will Work On

Manage own book of business, build and manage an end-to-end sales pipeline and all supporting activities; prospect to close; meet or exceed your quotas
Establish a presence in the Chicago territory; research the ins and outs of your territory, develop a marketing and networking plan for how you will reach entrepreneur community in your market , and build relationships with the small business community

🎯 Candidate Preparation Guide For Justworks Applicants

Key Role Competencies & Evaluation Highlights

Key Role Focus:

The core evaluation centers on extreme customer empathy, cross-functional collaboration, and the ability to simplify complex compliance and HR administration into delightful software.

📋 Preparation Priorities (Key Areas to Clarify):

1. Treating small-to-medium business (SMB) pain points as transactional rather than relational.
2. Showing impatience or frustration with regulatory and compliance constraints.
3. Failing to demonstrate collaborative consensus-building in high-velocity teams.

✨ Recommended Role Alignment Hook:

I build intuitive products that take the administrative anxiety out of running a small business, turning regulatory complexity into a seamless user experience.

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