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Strategic Account Executive - B2B/New Market

The Sales Factory
April 23, 2026
Full-time
Remote
Canada
$100,000 - $130,000 USD yearly
Account Executive Canada
About The Opportunity
 
The Sales Factory is hiring an Account Executive on behalf of a high-growth client launching a brand-new B2B channel. This is a rare opportunity to step into a true “zero-to-one” sales motion—no established playbook, no defined category, and no legacy competition.

You’ll be working warm, qualified opportunities generated by an SDR team and turning them into enterprise partnerships. This isn’t about processing inbound deals—it’s about shaping demand, guiding complex buying decisions, and helping organizations solve problems they haven’t fully defined yet.

If you’ve thrived in environments where you had to build the case, not just close it, you’ll do well here.



What You'll Own

  • Full-cycle sales: from qualified opportunity to close

  • Running deep discovery to uncover operational and business pain points

  • Building compelling business cases that quantify impact and urgency

  • Navigating complex deals with multiple stakeholders and no pre-set budget

  • Leading live proposal discussions with decision-makers

  • Managing pipeline with strong discipline and clear deal progression

  • Collaborating with leadership to refine messaging and go-to-market strategy

  • Feeding real-time market insights back into the sales motion

What You Bring

  • 2–5+ years of B2B closing experience (AE or similar)

  • Experience selling into mid-market or enterprise accounts

  • Proven ability to manage multi-stakeholder, complex sales cycles

  • Background in startup, scale-up, or new product environments

  • Strong consultative or challenger-style sales approach

  • Ability to think on your feet and adapt messaging in real time

  • Confidence building champions and driving internal alignment

  • Solid business acumen—you can connect solutions to real operational impact

Nice to Have

  • SaaS or emerging tech sales experience

  • Exposure to HR tech, workforce solutions, or operational products

  • Familiarity with MEDDIC, Challenger, or similar frameworks

  • Experience working with outsourced SDR/BDR teams

  • Comfortable in fast-moving, ambiguous environments

What This Role Isn't

  • Not transactional or order-taking

  • Not a high-volume inbound funnel

  • Not a fully defined product with plug-and-play ROI

$100,000 - $130,000 a year

  • $100K–$130K base

  • $200K–$260K OTE

  • Performance-driven upside tied to pipeline and revenue

 
Location

 Ontario-based (preferred) with flexibility for in-person meetings as needed
Why This Role Stands Out
 
This is a chance to get in early and help define how a new B2B offering goes to market. You’ll have real influence over messaging, sales motion, and what “success” looks like—while closing meaningful, complex deals.