A full-time hybrid role in Chicago, USA
Join a team where trust, support, and real impact come as standard.
At Gearset, we’re scaling fast in the Salesforce ecosystem, backed by a proven market, clear goals, and a culture built on collaboration, not competition. As a Mid Market Account Executive, you’ll be at the heart of this growth: helping customers solve meaningful challenges, bridging teams across the UK and US, and unlocking the full potential of our platform through thoughtful, consultative selling.
What’s the opportunity for an Account Executive -Mid Market at Gearset?
- Lead the full sales-cycle, from deep discovery into the customers challenges through to negotiation and approvals, all whilst giving the customer the best experience possible
- Connect customer pains to business outcomes by understanding what’s at stake, aligning solutions to goals, and positioning Gearset as the standout choice to get them there.
- Deliver story-led, insight-driven demos that don’t just show features—but clearly solve real problems. You'll bring our product to life through compelling narratives rooted in a deep understanding of Salesforce, DevOps, and our personas.
- Contribute to a culture of growth and learning, offering thoughtful feedback to your peers on sales calls, emails, and processes using tools like Gong and Salesforce to help us all raise the bar.
- Think critically in the moment. Whether it’s an objection or a tough question, you’ll take a step back, consider the JTBD (job to be done), and work through solutions with curiosity and confidence.
- Challenge assumptions with empathy, guiding prospects towards best practices and setting them up for long-term success.
- Collaborate across the business—from product to marketing, customer success to engineering—to uncover new opportunities, improve our processes, and shape the future of our platform.
What you’ll achieve
- Accurately forecast sales targets, meeting (or exceeding!) them. Our MM AE’s have an amazing track record with some past quarter performances of up to 290% of target.
- Become a trusted expert. You’ll build deep knowledge of our users, their challenges, our platform, and the world of Salesforce DevOps—so you can speak their language and solve real problems.
- Keep learning, keep growing. Whether it’s joining a customer call with an engineer or swapping insights with marketing, you’ll work cross-functionally to sharpen your product expertise and your consultative approach.
- Influence Gearset’s product roadmap by sharing prospect feedback with the marketing and development teams, to ensure we’re continuing to build a world-class solution.
About you
- Previous experience selling a product in an Account Executive capacity
- Track record of consistently achieving or exceeding sales targets
- Constantly looking to improve, and comfortable giving and receiving constructive feedback to make your work even better
- Have excellent written and verbal communication skills to be able to engage professionally with prospects
- Have the drive to learn a new technology, and a passion to provide high quality customer demos
- Ability to thrive in a collaborative, low-ego culture that values transparency, teamwork, and customer success.
Great to haves
- Experience selling a technical product, in a B2B company
- Familiarity with using Salesforce
Benefits (the stuff you’d expect!)
- Salary: $70k - $90k base with a realistic OTE of $140k - $180k depending on experience
- This is a full time opportunity, working Monday to Friday; based from our River North WeWork office, but with the opportunity of flexible home working.
- Opportunity to join our Long Term Incentive schemeGenerous personal development budget for courses, conferences, or whatever is useful to your professional development in the role of up to $2,000 per year
- 25 days vacation allowance plus public holidays
- Dental, vision and healthcare plans (100% for you, 50% for your dependants)
- 401k matching (up to 4%)
- Access to additional health and wellness resources via our Employee Assistance Program and MarketPlace - Perks at Work
- Save money on your commute to work with our Commute Benefits Program
- Life insurance