Enterprise Account Executive - Americas (East)

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. That's exceptionally rare for a company at our scale, and puts us in the top 10% of benchmarks.

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 & efficiency play that’s equally loved by recruiters and CFOs. We’re known as a clear AI-leader in the recruiting space.

And the market opportunity is growing. 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. This is a chance to participate in how a category-defining company wins in its next phase of growth.

We are equally intentional about how we build the business. We have established a remote-first, high-performing sales organization that rewards learning and accountability. We use data to set achievable quotas, and reward sustained impact with competitive compensation and meaningful upside. We prioritize coaching and career development, with AEs advancing to Enterprise & Leadership roles in just a few years — 38% of the team who have been here more than a year have been promoted or taken on a new role!

You will work with people who care about craft, customer outcomes, and winning together—without sacrificing the trust, autonomy, and balance required to do your best work over the long term.

About this Role

You will help us win Enterprise accounts in Eastern and Central time zones 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.

In this role, you'll primarily focus on new logo acquisition via a healthy mix of inbound and outbound, while also covering a small number of customer accounts for expansion and upsell. Our emphasis is on your ability to excel in the areas listed below and your appetite for continuous growth & improvement.

Role Requirements

• You have a multi-year track record of exceeding $1M+ quotas, selling complex SaaS technologies to large organizations
• You have closed many $100K+ ARR sales which require consensus building and executive engagement
• You have a demonstrated ability to win highly competitive opportunities by identifying pain and business impacts and connecting those to strategic initiatives of the leadership team
• You are a hunter at heart and are comfortable self-sourcing a majority of your own pipeline
• You have a growth mindset and are excited to tackle the challenges of a high growth startup

You could be a great fit if

• Clear Communication: You demonstrate mastery of clear communication, ask questions with precision, and explain complex concepts simply.
• Strategic Guidance: You skillfully guide prospects through their entire buying process, engaging the right stakeholders at the right time.
• Product Expertise: You become both a product and industry expert, creating 'Ah ha!' moments in collaboration with your Solutions Engineer.
• Attention to Detail: Your peers describe you as detail-oriented, sending crisp follow-ups and maintaining real-time CRM updates.
• Business Acumen: You help customers connect the dots between technical problems and their business impact.
• Perseverance: You're excited to land the biggest deals we've ever done and have demonstrated perseverance to win long, competitive sales cycles.
• Creativity: You're a creative problem solver comfortable with healthy ambiguity to help refine our Enterprise GTM motion.
• Travel Ready: You're willing to travel for company events, customer meetups, and on-sites.

You may not be a great fit if

• You dislike prospecting (Enterprise reps source half or more of their pipeline).
• You prefer to leave demos entirely to the experts.
• You are primarily a relationship builder focused on an existing install base.
• You prefer a lone-wolf approach over a team-selling model.

Bonus

• Familiarity with Talent Acquisition and HR tools and workflows
• A network that includes Heads of Talent

Interview Process

• Intro Call (30 min): Meet with a Recruiter to discuss your fit and address questions about our market.
• Written Exercise: Complete a short take-home assignment to showcase your outbound muscle.
• Experience Deep Dive (60 min): Walk the Hiring Manager through your career journey and achievements.
• Challenge Interview (90 min): Includes a Discovery and Demo Role Play (60 min) and a 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 conference coverage
• Top-notch health insurance with 100% premiums covered, FSAs, and 401(k) match (US only)
• Up to 12 weeks of fully paid family/parental leave for all caregivers