Strategic Account Executive (Enterprise / Demand Creation)

About the Opportunity

The Sales Factory is hiring an Account Executive on behalf of a high-growth client launching a brand-new B2B channel.

We are hiring a Strategic Account Executive to help drive net-new revenue growth across complex B2B accounts.

This is a high-ownership role for a seller who knows how to create opportunities where none exist, run consultative discovery, and close multi-stakeholder deals in ambiguous environments.

You will work directly with leadership, influence go-to-market strategy, and play a major role in shaping how the sales organization scales.

This is not a traditional AE role.

You are stepping into a true zero-to-one sales motion—no established category, no predefined budget, and no inbound demand waiting to be closed. Your role is to help customers understand why this matters before they are actively looking for a solution.

You’ll be working qualified entry points generated by an SDR team—but success depends on your ability to expand, shape, and create demand within accounts, not just progress deals.

If you’ve succeeded by building the case—not just closing it—you’ll thrive here.

Compensation Band: $100K–$130K base | $200K–$260K OTE

Built for experienced AEs who operate in complex, multi-stakeholder sales cycles where success comes from creating demand, not just closing it.

What You’ll Own

• Full-cycle ownership from first qualified conversation to close
• Leading deep, business-driven discovery to uncover undefined problems
• Creating urgency and demand where none exists today
• Building and delivering compelling business cases tied to real operational impact
• Navigating complex deals with multiple stakeholders and various to no budgets
• Driving alignment across stakeholders with competing priorities
• Leading live, strategic proposal conversations with decision-makers
• Managing pipeline with clear deal strategy—not just activity
• Partnering with leadership to refine messaging and shape go-to-market

What Success Looks Like

• You turn early interest into fully defined, high-value opportunities
• You influence how customers think about their problems—not just respond to them
• You create and champion business cases that unlock budget and urgency
• You build internal champions who sell on your behalf
• You progress and close deals that didn’t start with a clear need

What You Bring

• Multiple years of experience closing complex B2B deals
• Proven success in multi-stakeholder environments
• Demonstrated ability to create demand and sell into undefined needs
• Strong business acumen—you connect solutions to measurable outcomes
• A consultative, challenger-style approach to sales
• Confidence navigating ambiguity and shaping deals in real time
• Track record of building champions and driving internal alignment
• 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

We are looking for someone who wants influence, ownership, and the ability to help shape a growing revenue organization — not just inherit a territory.

Compensation Note

• $100K–$130K base
• $200K–$260K OTE
• Performance-driven upside tied to pipeline and revenue

Earnings are directly tied to your ability to create, shape, and close complex B2B opportunities.

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!