Keplar

Founding Enterprise Account Executive

Keplar

full-time

Posted on:

Location Type: Hybrid

Location: Toronto • Canada

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About the role

  • Own the full cycle: prospect, source, qualify, and close new enterprise accounts.
  • Lead with outbound prospecting and creative deal origination to generate pipeline.
  • Build trusted relationships with senior decision-makers across marketing, product, insights, and innovation functions.
  • Navigate complex enterprise buying processes, including procurement, legal, finance, and multiple stakeholder groups.
  • Craft compelling ROI narratives and negotiate contracts that drive long-term customer partnerships.
  • Identify upsell and cross-sell opportunities within strategic accounts.
  • Partner with Customer Success/Engineering to ensure seamless onboarding, adoption, and long-term account health.
  • Drive multi-threading and expansion into adjacent teams/functions.
  • Help design and refine the sales playbook: messaging, outreach sequences, demo flows, ROI calculators, etc.
  • Contribute to sales ops and forecasting discipline.
  • Establish scalable processes that later AEs will adopt.
  • Translate customer needs, objections, and buying signals into actionable feedback.
  • Partner with Product and Engineering to shape roadmap priorities.
  • Represent the voice of the customer inside the company.

Requirements

  • 5+ years of quota-carrying AE experience in B2B SaaS, consistently exceeding targets.
  • Proven ability to generate pipeline through outbound efforts and network-driven selling.
  • Track record of closing mid-market and enterprise deals ($50k–$250k+ ACV).
  • Experience managing complex multi-stakeholder deals and expanding existing accounts.
  • Strong storytelling, executive presence, and consultative selling skills.
  • High energy, builder mindset, and comfort with ambiguity.
  • Background selling into marketing, product, insights, or innovation teams is a strong plus.
Benefits
  • Explosive growth: We’re seeing traction across mid-market and enterprise, including six-figure deals and high-velocity sales cycles.
  • Product-market fit: We close at a high rate, and most deals are driven by real customer pain—meaning we rarely compete on price.
  • A viral product: Insights are easy to share across entire organizations, creating a natural product-led growth loop.
  • Elite team: Our founding team comes from Research at Google, Engineering at Meta and Amazon, and growth at Samsara — we have deep expertise scaling enterprise and product-led SaaS companies.
  • Massive market: The customer understanding market is huge, with growing demand for tools that help run end-to-end workflows and deliver high quality customer insights with speed and scale.
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
B2B SaaSquota-carrying AE experiencepipeline generationoutbound prospectingcontract negotiationupsell and cross-sellsales playbook designsales opsforecasting
Soft Skills
relationship buildingstorytellingexecutive presenceconsultative sellinghigh energybuilder mindsetcomfort with ambiguity