Account Executive - Mid Market

Silversmith Capital Partners; Cambridge (MA); On-site; USD 120,000 - 180,000; Full time

Benefits offered by this job

Long-term incentive plan

Professional development budget

Top-tier hardware

Free lunch in the office

25 days holiday + bank holidays

Company pension plan (matching)

Bupa health & dental insurance

Enhanced family leave

Job summary

Gearset is hiring a Mid-Market Account Executive to drive growth across the US. You’ll lead discovery through negotiation, translating customer challenges into outcomes and delivering compelling demos tailored to Salesforce DevOps personas.

You’ll work with product, marketing, and customer success to unlock opportunities while continuously learning and sharpening your consultative selling skills in a fast-paced, collaborative culture.

Qualifications

• Previous experience selling a product in an Account Executive capacity.
• Track record of consistently achieving or exceeding sales targets.
• Eager to learn and comfortable giving/receiving constructive feedback.
• Excellent written and verbal communication skills.
• Curious about developing technical expertise and delivering high-quality customer demos.
• Thrives in a collaborative, low-ego culture that values transparency and customer success.

Responsibilities

• Lead the full sales cycle from discovery to negotiation and approvals, delivering the best experience for the customer.
• Bridge customer pains to business outcomes by understanding what’s at stake and aligning Gearset solutions to goals.
• Deliver story-led, insight-driven demos showing how Salesforce DevOps solves real problems.
• Provide thoughtful feedback on sales calls, emails, and processes using tools like Gong and Salesforce to raise the bar.
• Think critically to handle objections and apply JTBD thinking for long-term customer success.
• Collaborate across product, marketing, customer success, and engineering to uncover opportunities and improve processes.

Job description

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 a track record of success with consistent quota attainment.
• 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
• Curious and eager to develop technical expertise, 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
• Experience selling into mid-market businesses (up to 3,000 employees) or mid-sized IT and DevOps teams
• Familiarity with using Salesforce

Benefits (the stuff you’d expect!)

• This is a full time opportunity, working Monday to Friday with the option of flexible home working (for most of us that looks like 2-3 days a week in the office)
• Opportunity to join our realistic Long Term Incentive scheme
• Generous personal development budget for courses, conferences, or whatever is useful to your professional development in the role of up to £1500 per year
• Top end hardware provided
• Free lunch in the office
• 25 days holiday plus bank holidays (with the option to buy an extra 5 each year)
• Company Pension Plan (matching up to 5%)
• Bupa health care and dental insurance
• Enhanced family leave from day 1, including 26 weeks full maternity/adoption pay, OTE-inclusive
• Bupa Menopause Plan offering specialist consultations and support
• Life Insurance & critical illness cover