Sales Leader, Enterprise - Americas; West

About Ashby

We’re building the next generation of enterprise software, starting with products that help talent leaders, recruiters, and hiring managers unlock hiring excellence. Following our Series D in 2025, we’re continuing to grow ARR at more than 100% year over year, serving over 4,000 customers including industry leaders like OpenAI, Ramp, Deliveroo, Notion, and Reddit. Our platform has expanded into multiple products that support both land‑and‑expand growth and significant new business wins, and we’re rapidly moving upmarket with strong momentum.

Along the way, we’ve embedded AI throughout the platform and built a reputation for our pace of innovation and advanced analytics. If you’re excited to work on meaningful problems in a fast‑growing environment, we’d love to hear from you.

TA tools in the Enterprise represent a huge market opportunity, a $1B+ TAM, and the incumbents are legacy players. We are displacing a collection of tools (ATS, Sourcing & CRM, Scheduling, Analytics, Offers & Approvals) with a consolidated talent suite. This is a proven playbook that Workday used to win the HCM market as customers realize value in a multitude of ways, and we are on track to do the same.

• Own the revenue outcomes for the segment, with clear accountability for delivering results. Partner with the senior AEs in a team selling motion to maximize our win rates on the company’s largest opportunities. Manage deal risks and help navigate the complexities of large‑scale competitive replacement deals.
• Build a high calibre team in lock step with market demand. We believe that smaller, high calibre teams can achieve remarkable results. Your Enterprise team will be an adept group of solution selling experts.
• Establish a reputation for excellence by fostering alignment across Product, Marketing, Solutions Engineering & Professional Services creating a flywheel for future enterprise customer acquisition.

In this role, you’ll report to our Head of AMER Sales and have significant impact in defining our go‑to‑market strategy and sales methodology.

• You’ve led and scaled a team of SaaS Enterprise Account Executives delivering $5M/yr+ at a company that has scaled beyond $100M ARR.
• You have helped win $1M+ SaaS deals with publicly traded companies, and can guide your team through complex deals.
• You have a proven track record of hiring and onboarding Enterprise AEs who can create their own pipeline and close both tactical ($100k) and strategic ($500k+) deals.
• You have a strong mental model for enterprise sales execution and are a lifelong learner open to new ideas and experimentation.
• You build trusted relationships with customers and facilitate peer‑to‑peer conversations between senior leaders to deepen partnerships and elevate strategic engagements.
• You become a product and industry expert, connecting the dots quickly and providing practical advice and relevant stories.
• You have successfully sold a complex multi‑product platform and have won competitive rip‑and‑replace sales motions.

• You have sold to Talent and/or People leaders and are familiar with their pains and priorities.

• You’re a dashboard‑and‑forecast manager who doesn’t like to get into the deals and daily operations.
• You’re not keen on learning our substantial product. “That’s for SEs” isn’t how we approach things here.

• We have clear expectations about what it means to be a leader at Ashby.
• We’re highly collaborative and believe in a team‑based sales motion to maximize our win rates on high‑impact deals.
• We believe in developing subject matter expertise (not just on our product but also the TA space broadly) which allows us to provide a differentiated buyer experience.
• We continue to make material investments in engineering and product because we know that having the best product makes winning new customers easier.

• Intro Call (30 min) – You’ll meet with Recruiting to discuss your fit for the role and address questions about our market and solution.
• Experience Deep Dive (1 hr) – You’ll walk Leigh through your career journey in detail to highlight your…