Sales Leader, Enterprise - Americas

Ashby • ,

6d • $320,000 - $407,500 • Remote

About The Position

Ashby is seeking an experienced Enterprise Sales Leader in North America to lead the Enterprise segment and scale the Enterprise Account Executive team across the West (Mountain, Pacific, and Central). The role focuses on selling Ashby’s consolidated talent acquisition platform, which replaces multiple legacy tools, and supporting the company’s expansion into larger customers and new markets.

The leader will own the segment’s revenue outcomes, work alongside senior AEs on major opportunities, and help manage risks and complexity in competitive replacement deals. They will build and develop a high-caliber team of solution-selling experts and foster alignment across Product, Marketing, Solutions Engineering, and Professional Services to support future enterprise customer acquisition.

Reporting to the Head of AMER Sales, this person will influence Ashby’s go-to-market strategy and sales methodology. The role is hands-on: the company expects its sales leaders to engage in deals and daily operations, learn the product in depth, and contribute to a collaborative, team-based sales motion.

Requirements

• Experience leading and scaling a team of SaaS Enterprise Account Executives at a company that has scaled beyond $100M ARR, with the team delivering $5M or more annually.
• Experience helping win SaaS deals of $1M or more with publicly traded companies.
• A proven track record of hiring and onboarding Enterprise AEs who can create their own pipeline and close deals around $100K as well as strategic deals of $500K or more.
• A strong understanding of enterprise sales execution, combined with a willingness to learn, consider new ideas, and experiment.
• Ability to build trusted customer relationships and facilitate senior-leader conversations.
• Ability to become an expert in the product and industry, connect relevant information quickly, and provide practical guidance and stories.
• Experience selling a complex, multi-product platform and winning competitive rip-and-replace sales motions.
• Willingness to engage directly in deals and daily operations rather than managing only dashboards and forecasts.
• Willingness to learn Ashby’s product in depth.

Nice To Haves

• Experience selling to Talent and/or People leaders and familiarity with their challenges and priorities.

Responsibilities

• Own revenue outcomes for the Enterprise segment and be accountable for delivering results.
• Partner with senior AEs in a team-selling motion to maximize win rates on the company’s largest opportunities.
• Manage deal risks and help navigate complex, large-scale competitive replacement deals.
• Build and scale a high-caliber Enterprise AE team in line with market demand.
• Hire and onboard Enterprise AEs who can generate their own pipeline and close tactical and strategic deals.
• Coach the team on enterprise sales execution and complex deals.
• Foster alignment across Product, Marketing, Solutions Engineering, and Professional Services to support enterprise customer acquisition.
• Help define Ashby’s go-to-market strategy and sales methodology.
• Develop product and talent-acquisition industry expertise and provide practical advice to customers and the team.
• Build trusted customer relationships and facilitate peer-to-peer conversations among senior leaders.

Benefits

• Competitive salary, commission, and equity.
• 10-year exercise window for stock options.
• Unlimited PTO, with four weeks recommended per year.
• Generous budget for equipment, software, and office furniture.
• $100 per month education budget; more expensive items, such as conferences, may be covered with manager approval.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed