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Mid-Market Account Executive - Americas; East

Job in Hamilton, Ontario, E8H, Canada
Listing for: Ashby
Full Time position
Listed on 2026-07-08
Job specializations:
  • Sales
    Sales Development Rep/SDR, B2B Sales, Sales Representative, Business Development
Salary/Wage Range or Industry Benchmark: 180000 - 243750 CAD Yearly CAD 180000.00 243750.00 YEAR
Job Description & How to Apply Below
Position: Mid-Market Account Executive - Americas (East)

We’re building the next generation of enterprise software, starting with products that help talent leaders, recruiters, and managers unlock hiring excellence.

About This Role

You will help us win Mid-Market accounts in Eastern 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.

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 leader board 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
  • Sell a product that our customers are truly excited about.
  • Fairly set, achievable quotas. Typically, greater than 65% of AEs are at or above quota.
  • 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.
Equal Employment Opportunity Statement

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.

Fair and Transparent Hiring Process

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.

Compensation Range: $180,000 - $243,750

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