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AI-Native Founding Account Executive

Own the full sales cycle from prospecting to closing deals while building a pipeline from scratch. Utilize AI tools to enhance sales processes and help define the commercial playbook for scaling the business.

  • Remote
  • Canada
  • Posted Apr 8, 2026
  • 1 position

Job summary

Description The Opportunity We’ve built a new cloud-based SaaS product that solves a high-value problem in enterprise IT lifecycle management—and early traction through our existing customer base has validated product-market fit. Now we need someone who can take that signal and turn it into a repeatable revenue engine. As our Founding AE, you’ll own the full sales cycle from first touch to closed-won, build pipeline from scratch, and help define the commercial playbook that scales the business. You’ll be backed by permanent capital, built-in distribution through an established customer base in regulated markets (higher ed, public sector, healthcare), and a product with a clear platform expansion path. This is a ground-floor opportunity with a direct line to sales leadership as the business grows. What You’ll Do Own the Full Sales Cycle Run end-to-end deal execution: prospecting, discovery, demo, proposal, negotiation, and close Build pipeline through targeted outbound, events, partnerships, and personal network leverage Navigate complex buying committees (IT, procurement, finance) in enterprise and public-sector organizations Land net-new logos across higher ed, healthcare, and adjacent verticals Sell with AI as Your Unfair Advantage Use AI tools, agents, and automation to drive outbound volume that would normally require a full SDR team Build AI-powered workflows for prospecting, personalization, call prep, and follow-up sequencing Leverage AI to analyze customer conversations, extract buying signals, and surface patterns that sharpen your approach Treat your GTM stack like a product—always experimenting, always iterating Help Build the Playbook Refine ICP, positioning, and talk tracks based on what actually converts in-market Capture buyer feedback and partner with product/engineering to shape the roadmap Document what works so the next hires can ramp faster—you’re laying the foundation for a team What Success Looks Like First 30 days: Deep product fluency, target account list built, outbound motion live and producing conversations 60–90 days: Qualified pipeline with measurable conversion, early wins in motion, AI workflows accelerating velocity 6–12 months: Consistent closed-won revenue, multiple reference customers, and a clear case for expanding the sales team What We’re Looking For Must-Haves 4–10+ years in B2B SaaS sales with full-cycle closing experience Proven ability to create pipeline and close deals—you manufacture demand, not just manage inbound Experience selling into complex organizations with multiple stakeholders and procurement processes Active, demonstrated use of AI tools in your sales workflow—not aspirational, real Builder mindset: high ownership, structured execution, comfort in ambiguity Nice-to-Haves Experience in higher ed, public sector, healthcare, or other regulated environments Familiarity with ITSM, ITAM, SAM, or procurement/vendor management concepts Experience launching a new product or building a GTM motion from scratch Partner or channel experience (associations, consultants, resellers) Compensation Base salary + commission (OTE) tied to revenue outcomes, with a ramp period and milestone-based accelerators aligned to early-stage growth. Remote-friendly with travel for key customer meetings and conferences. If you sell with conviction, build with AI, and want to own the commercial trajectory of a product with real market pull—we want to hear from you.

What you’ll do

Own the full sales cycle from prospecting to closing deals while building a pipeline from scratch. Utilize AI tools to enhance sales processes and help define the commercial playbook for scaling the business.

Requirements

Candidates must have 4-10+ years of experience in B2B SaaS sales with a proven track record in closing deals and creating pipeline. Familiarity with complex organizations and active use of AI tools in sales workflows are essential.

Other relevant skills

Identified from the job description. Confirm important requirements above.

  • B2B SaaS Sales
  • Full-Cycle Closing
  • Pipeline Creation
  • Deal Closing
  • AI Tools
  • Sales Strategy
  • Account Management
  • Prospecting
  • Negotiation
  • Customer Engagement
  • Market Analysis
  • Product Positioning
  • GTM Strategy
  • Collaboration
  • Feedback Capture
  • Workflow Automation

Job areas

  • Technology
  • Sales
  • Healthcare
  • Government & Public Sector
  • Consulting

Additional details

Minimum experience
10+ years
Posting language
English
Working hours
40 hours per week
Seniority
Mid-Senior level