Mid Market Account Executive

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. Don’t just take my word for it, see what the team has to say about working here.

About this Role

You will help us win Mid-Market accounts in the Pacific and Central time zones by managing the full sales cycle from pipeline generation through to closed-won. In this role, you'll primarily focus on new logo acquisition, while also covering a smaller number of existing business accounts for expansion and upsell. Our emphasis is on your raw ability to excel in the areas listed below and your appetite for continuous growth & improvement. We’re a documentation first, async friendly team that values precision and autonomy. If you’re energized by seeking answers independently and collaborating through well structured resources, you’ll feel right at home here.

To ensure a smooth review process, please apply to only one territory (East or West) that best aligns with your location and time zone.

Role Requirements:

• You have 5+ years of full-cycle closing experience and have closed many >$50,000 ACV opportunities

• You have experience selling complex platform technologies in a sales-led GTM motion

• You are a new business hunter and are confident in your abilities to self-source >30% of your own pipeline

You could be a great fit if:

• ⚔️ You're adept at competitive selling in established markets and have won many rip-and-replace opportunities.

• 🎧 You're naturally curious about business problems and take pride in positioning specific & creative solutions that solve those problems.

• 📣 You demonstrate mastery of clear communication. You ask questions with precision and can explain complex concepts in simple terms.

• 🏔️ You skillfully guide prospects through the evaluation & buying process—engaging the right stakeholders to create consensus for a strategic technology decision.

• 🤓 You love becoming a product and industry expert. You're adept at delivering a quick demo to showcase how your solution meets a unique need.

• ⚡️ Your peers describe you as action-oriented and persistent. You're always on the leaderboard for outbound effort and pipeline created.

• ⏱️ You leverage tools to maximize the impact of your prospecting and selling time. You believe in research and personalization to spark a conversation.

• ⚙️ You are at home managing a pipeline of a dozen or more active opportunities concurrently. You take pride in internal operations, including real-time CRM updates.

Bonus:

• 🤝 You have sold to Talent or HR personas

• ☎️ Prior BDR experience

Reasons not to apply:

• You aren't excited about a new business focused role that includes pipeline generation work

• You are uncomfortable delivering your own product demos, preferring to defer to an SE

Benefits

• Unlimited PTO with four weeks recommended per year

• Generous equipment, software, and office furniture budget. Get what you need to be happy and productive!

• 10-year exercise window for stock options. You shouldn’t feel pressure to purchase stock options if you leave Ashby —do it when you feel financially comfortable.

• $100/month education budget with more expensive items (like conferences) covered with manager approval.

• If you’re in the US, top-notch health insurance for you and your dependents with 100% of all premiums covered by us, Flexible Spending Accounts and 401K match. We also offer up to 12 weeks of fully paid family/parental leave for all caregivers.

We're in the talent acquisition software business. We run the end-to-end hiring process through our own platform, and ensure a level playing field for all candidates. Reaching out to hiring managers or recruiters directly won't improve your odds of success. Please focus your energy on the quality of your application.

Ashby provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.

Ashby is committed to a fair and transparent hiring process. We confirm that this advertisement is for an active, existing vacancy within our organization. Please be advised that we may use artificial intelligence-driven tools to assist our recruitment team in screening, assessing, and selecting candidates for this position.