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Enterprise Account Executive - Americas; East

Job in Selkirk, Winnipeg, Manitoba, Canada
Listing for: Ashby
Full Time position
Listed on 2026-02-20
Job specializations:
  • Sales
    Business Development, Sales Representative, Sales Development Rep/SDR, B2B Sales
  • Business
    Business Development
Salary/Wage Range or Industry Benchmark: 100000 CAD Yearly CAD 100000.00 YEAR
Job Description & How to Apply Below
Position: Enterprise Account Executive - Americas (East)
Location: Selkirk

Join to apply for the Enterprise Account Executive - Americas (East) role at Ashby
.

This range is provided by Ashby. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

$/yr - $/yr

About Ashby

We’re building the next generation of enterprise software and we’re starting with a suite of products that empower talent leaders, recruiters, and hiring managers to be a driving force for revenue & efficiency via a holistic, data‑centric talent strategy.

We are well funded and backed by great investors, including Y Combinator, Elad Gil and Lachy Groom. We have thousands of amazing customers including Snowflake, OpenAI, Shopify, Ramp, Notion, and Zapier (and many others who we cannot name!).

We have a clear buyer persona and large target market. Plus, we already have multiple products to sell. Revenue and headcount is growing 100% Y/Y and we’ve only taken the first steps towards a much larger opportunity. In short, it’s the perfect time to join! 🚀

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
  • Multi‑year track record of exceeding $1M+ quotas, selling complex SaaS technologies to large organizations.
  • Closed many $100K+ ARR sales which require 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 and comfortable self‑sourcing a majority of your own pipeline.
  • Growth mindset and excited to tackle the challenges of a high growth startup.
You Could Be a Great Fit If
  • Demonstrate mastery of clear communication. Ask questions with precision and can explain complex concepts in simple terms. Eschew business jargon.
  • Skillfully guide prospects through their entire buying process—engaging the right stakeholders at the right time to create consensus for a strategic technology decision.
  • Become a product and industry expert. Create ‘Ah ha!’ moments in collaboration with your Solutions Engineer to build momentum & solve customer‑specific challenges.
  • Detail oriented. Send timely & crisp follow‑up emails. Take pride in internal operations, like real‑time CRM updates.
  • Strong business acumen. Help customers connect the dots between technical problems and their business impact. Craft compelling cases for change.
  • Excited to land the biggest deals, diligent and gritty, having demonstrated perseverance to win long, competitive sales cycles.
  • Creative problem solver and comfortable with some healthy ambiguity. Help us refine our Enterprise go‑to‑market motion to maximize the segment’s results over time.
  • Willing to travel for company events, customer meet‑ups and on‑sites.
You May Not Be a Great Fit If
  • Dislike prospecting. Enterprise reps must source half or more of their pipeline to complement our robust inbound lead flow.
  • Prefer to leave demos to the experts. Successful AEs have strong curiosity and deep product acumen.
  • More of a relationship builder focusing on selling into the install base. This role is primarily new business oriented.
  • Are a lone wolf. Prefer to go it alone in pursuit of new business. We believe in a team‑selling sales model.
Bonus
  • Familiarity with Talent Acquisition and HR tools and workflows.
  • A network that includes Heads of Talent you can tap into.
Interview Process
  • Recruiter Screen – 30 min
  • Sales Writing Exercise
  • Hiring Manager Interview – 60 min
  • Challenge Interview – 75 min
Benefits
  • Sell a product that our customers are truly excited about.
  • Fairly set, achievable quotas. Typically, greater than 65% of AEs are at or…
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