Founding Account Executive

Terminal

$180K — $200K *
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 6+ years of account executive experience
  • 3+ years of enterprise sales experience
  • Strong sales fundamentals with a track record of complex deals
  • Strong product curiosity and technical acumen
  • Growth mindset with high initiative and attention to detail
  • Strong verbal and written communication skills
  • Located in Toronto, commuting to the office 4X a week

Responsibilities

  • Drive $1M in annual revenue with monthly quota attainment
  • Own the entire sales cycle from prospecting to closing
  • Maintain a strong sales pipeline and accurate forecasting
  • Sell to diverse industries with deal sizes from $25k to $250k+
  • Build relationships with executives and technical leaders
  • Refine sales strategies, tools, and processes proactively
  • Provide structured feedback to engineering for product improvement

Benefits

  • Strong compensation and equity packages
  • Brand new MacBook and computer equipment
  • Top-tier health/dental benefits and flexible spending
  • Personal spending account for development and wellness
  • Four weeks paid time off plus statutory holidays
  • In-person culture in downtown Toronto
Full Job Description


Note: This role is only available to Toronto/GTA-based candidates

What You'll Do
  • Drive $1M in annual revenue, with quota attainment confirmed quarterly and measured monthly.
  • Own the entire sales cycle end-to-end. Prospect, qualify, run discovery, demo the product, build value with champions, manage complex stakeholders, close and expand accounts.
  • Maintain strong sales pipeline and forecasting hygiene. Always provide a pragmatic view of your book of business with a proactive understanding of what are the key risks to each deal.
  • Sell into enterprise and smaller business across various industries including auto insurance, software, financial services and logistics at deal sizes of $25k to $250k+.
  • Build deep relationships with executives, technology leaders, engineers and data specialists (e.g. CEOs, VPs, Product Managers, Tech Leads, Data Scientists, etc.). Earn trust with stakeholders through your industry expertise and mastery of our product offering.
  • Regularly take initiative in refining our sales strategy, systems, tools and processes.
  • Provide structured feedback to engineering to help improve our product offering and identify opportunities for new use cases that expand our total addressable market.


What You'll Need
  • 6+ years of account executive experience.
  • 3+ years of enterprise sales experience.
  • Strong sales fundamentals with a track record of running complex multi stakeholder deals and owning the end-to-end sales process independently.
  • Strong product curiosity and the ability to build deep technical acumen as a seller. You must be excited to go deep with customers, understand their use cases, data requirements and technical needs, and advise them clearly on how to get the most from our product offering.
  • Growth mindset, very high initiative and an extremely high bar for detail.
  • Strong communication skills, both verbal and written.
  • Located in Toronto and able to commute to the office 4X a week.


Nice-to-Haves
  • Strong bonus points for founder experience and/or previous early stage startup experience.
  • Undergraduate degree in a technical discipline (e.g. computer science, engineering).
  • Previous experience selling to insurance companies or financial institutions.


Compensation
  • On-Target-Earnings (base + variable): $180,000 to $200,000.


The Interview Process
  1. Screener with CEO (30 min)
  2. Take-home challenge (2-3 hours)
  3. Sales competency interview (45 min)
  4. Final onsite at our office (120 min)


Benefits You'll Get
  • Strong compensation and equity packages
  • Brand new MacBook and computer equipment
  • Top-tier health/dental benefits and a flexible healthcare spending account
  • Personal spending account for professional development, fitness and wellness
  • Four weeks paid time off + statutory holidays
  • In-person culture with an office located in downtown Toronto

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