Enterprise Account Executive - Americas (West)

Why Join Sales at Ashby

Sales at Ashby is a unique opportunity to sell a product customers genuinely love during an AI-fueled market expansion. Over 5,000 companies rely on Ashby including Shopify, Snowflake, OpenAI, Bolt, and Notion, and our business is durably growing faster than 100% year-over-year. We’re well funded and on a path to profitability, putting us in the top 10% of benchmarks for a company at our scale.

We have, in just a few years, replaced incumbents Greenhouse and Lever more than 500 times each, clear evidence of strong product-market fit and a meaningful opportunity to help modern teams move beyond legacy recruiting software. Ashby replaces 3-5 tools in a consolidation and efficiency play that’s equally loved by recruiters and CFOs as a clear AI-leader in the recruiting space.

We are rapidly extending from a best-in-class recruiting product toward a multi-product platform, expanding upmarket, into new industries, and internationally. For sales reps, that means a large market full of legacy tools, and a product portfolio that creates room for both new business and expansion.

About this Role

You will help us win Enterprise accounts by managing the full sales cycle from pipeline generation through to won. You can expect to own a curated list of excellent fit, high propensity accounts as well as a geographic territory with significant market opportunity. Your primary focus will be new logo acquisition via a healthy mix of inbound and outbound, while also covering a small number of customer accounts for expansion and upsell.

Role Requirements:

• Multi-year track record of exceeding $1M+ quotas, selling complex SaaS technologies to large organizations
• Closed many $100K+ ARR sales requiring consensus building and executive engagement
• Demonstrated ability to win highly competitive opportunities by identifying pain and business impacts and connecting those to strategic initiatives of the leadership team
• Hunter at heart, comfortable self-sourcing a majority of your own pipeline
• Growth mindset and excitement to tackle the challenges of a high-growth startup

What Makes a Great Fit:

• Mastery of clear communication; asks questions with precision and explains complex concepts simply without jargon
• Skillfully guides prospects through the buying process, engaging the right stakeholders at the right time
• Becomes both a product and industry expert, creating 'Ah ha!' moments in collaboration with Solutions Engineering
• Detail-oriented with strong internal operations and timely follow-ups
• Strong business acumen, helping customers connect technical problems to business impact
• Resilient and gritty, with demonstrated perseverance to win long, competitive sales cycles
• Comfortable with healthy ambiguity to help refine the Enterprise go-to-market motion
• Willingness to travel for company events, customer meetups, and on-sites

Interview Process

• Intro Call (30 min) - Meet with a Recruiter to discuss fit and address questions about our market and solution
• Written Exercise - A short take-home assignment showcasing your outbound muscle
• Experience Deep Dive (60 min) - Walk the Hiring Manager through your career journey, achievements, and points of learning
• Challenge Interview (90 min) - Discovery and Demo Role Play (60 min) and Deal Strategy Discussion (30 min)

Benefits

• Unlimited PTO with four weeks recommended per year
• Generous equipment, software, and office furniture budget
• 10-year exercise window for stock options
• $100/month education budget with more expensive items (like conferences) covered with manager approval
• Top-notch health insurance with 100% of premiums covered, Flexible Spending Accounts, and 401(k) match
• Up to 12 weeks of fully paid family/parental leave for all caregivers