Director, Strategic Sales

Director, Strategic Sales

📍 Location: Calgary, AB (In-person/Hybrid) — Travel Required (North America)

🏠 Willing to support relocation after probation period for the right candidate

💰 Compensation: $90,000–$110,000 base + uncapped commission based on ACV

📈 Equity options upon role acceptance | Health Benefits, Laptop, Cell Plan included

About OpenHouse.ai

OpenHouse.ai is transforming the homebuilding industry with AI. Our platform helps builders forecast demand, streamline operations, and close more deals—fast. From identifying high-intent buyers to reducing construction delays, we turn uncertainty into strategic advantage.

We’re a Calgary-based startup working with some of North America’s most forward-thinking builders. If you’re excited about innovation, impact, and being part of a team that’s shaping the future of housing, you’ll fit right in.

Why This Role Exists

This is a strategic sales role designed to help us open new markets, deepen our connection with the industry, and win trust from senior leaders at homebuilding companies. You’ll collaborate directly with the Head of Revenue and represent the company in key conversations that influence how we go to market and evolve our product.

We’re open to exceptional candidates outside Calgary and offer relocation support post-probation.
What You’ll Do

• Own and close full-cycle deals with North American homebuilders (VP and C-level buyers)
• Lead discovery, deep dive, and ROI-based sales conversations
• Guide prospects through a high-integrity buying journey
• Bring field insights back to product and leadership to shape what comes next
• Support outbound workflows and CRM processes (without owning systems strategy)
• Represent OpenHouse at key in-person events and executive gatherings
• Operate with accountability to defined OKRs and reporting cadences
• Contribute your voice online—sharing learnings, questions, and perspectives over time

How We’ll Define Success

Success in this role is about more than just closed revenue. We’re looking for someone who:

• Drives strategic conversations with senior decision-makers
• Surfaces and shapes opportunities that align with long-term company goals
• Shares insights that influence product and GTM direction
• Builds credibility with both prospects and internal teams
• Delivers pipeline and impact with flexibility and intention

What We’re Looking For

You’re a sharp communicator, a consistent operator, and someone who’s excited to grow into a leadership role by earning trust and delivering results.

You should be:

• Experienced in managing and closing complex B2B deals
• Self-managed and accountable, with a strong sense of ownership
• Comfortable with regular travel across North America
• A great listener and translator of market needs into business direction
• Familiar with CRM, outbound, and operational best practices
• Willing to build your professional presence online over time

What You’ll Get

• Hands-on training and strategic collaboration with our Head of Revenue and commercial team
• Exposure to real-time leadership conversations and cross-functional decision-making
• Company-sponsored development resources, including paid opportunities to level up skills that benefit both you and the business
• A front-row seat to shaping the future of sales at one of the most innovative companies in Home Building Technology
• Relocation support available after probation period (for non-local hires)

📩 Ready to make an impact? Apply now or reach out to learn more. Let’s build the future of homebuilding together.