Strategic Account Executive - B2B/New Market at Thesalesfactory
Thesalesfactory · Toronto, Canada · Remote
Description
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
