Head of Sales

About STAN AI

STAN AI is the leading provider of artificial intelligence solutions for HOA and condo property managers, improving the living experience of over 2.5 million homes in North America. Our patented AI technology powers our mission to develop the first AI property manager, and we've received multiple awards from Rogers, FedEx, George Brown College, StartUp Canada, and the Waterloo Accelerator Centre.

Role Overview

We seek an energetic Head of Sales to expand our early progress into a scalable revenue operation. As our initial senior sales leader, you will be a hands-on player-coach responsible for closing major property management accounts and establishing the sales team’s processes, quotas, and culture. Your goal is to combine data-driven sales tactics with personalized relationship building to effectively market AI solutions within the property management sector. Serving as a key partner to the CEO, you will shape our commercial strategy to dominate the HOA and multifamily markets.

Key Responsibilities

• Design the comprehensive sales playbook including lead handoff procedures, scripts, presentations, and objection handling guides.
• Achieve revenue goals by managing and closing top-tier accounts while generating a consistent mid-market sales pipeline.
• Recruit, onboard, and coach Account Executives and Sales Development Representatives to support scale-up.
• Ensure clean CRM data (HubSpot or Salesforce) to produce accurate weekly and monthly sales forecasts.
• Collect and relay customer insights to product and engineering for continual improvement of the AI assistant.
• Lead negotiations on complex contracts, balancing rapid growth with sustainable profitability.

Candidate Requirements

• Minimum 8 years of sales experience with at least 3 in leadership roles at fast-growing B2B SaaS startups; prior PropTech or real estate experience is highly advantageous.
• Track record as a top closer, consistently surpassing multi-million dollar targets and managing complex multi-stakeholder sales cycles.
• Proven ability to build sales departments from the ground up including commission setting, territory planning, and sales technology implementation.
• Strong communication skills for presenting AI value propositions effectively to executive stakeholders.
• Analytical management style using CRM analytics to optimize sales funnels and swiftly adjust strategies.
• Resilience and enthusiasm for thriving in ambiguous startup environments selling innovative products in traditional industries.

Benefits

• Competitive compensation package.
• Extensive health, dental, and specialist coverage.
• Company-provided MacBook.
• Complimentary parking and shuttle service to the office.
• Additional paid time off during certain U.S. holidays.
• Participation in company events, access to onsite restaurant, and various building-wide amenities.
• Unlimited access to ping pong and espresso facilities.

Additional Information

If you have a passion for artificial intelligence and want to revolutionize an established industry, we welcome your application.