Head of Sales at STAN AI | CA | Rezi

Head of Sales at STAN AI

Head of Sales

STAN AI · CA

2 weeks ago

Head of Sales

STAN AI · CA

19 days ago
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About the Role

As our first senior sales hire, you will be a "player-coach" who leads from the front, closing strategic property management accounts while building the playbooks, quotas, and culture of our sales organization. You will partner with the CEO to define our commercial strategy and dominate the HOA and multifamily markets.

Responsibilities

  • Define the end-to-end sales process, creating scripts, decks, and objection-handling guides.
  • Own revenue targets, personally managing and closing high-value accounts while building a pipeline of mid-market deals.
  • Lead the recruitment, onboarding, and coaching of Account Executives and Sales Development Representatives.
  • Implement rigorous CRM hygiene for accurate revenue forecasts.
  • Translate customer feedback into actionable insights for Product and Engineering teams.
  • Oversee the negotiation of complex contracts.

Requirements

  • 8+ years of sales experience, with at least 3+ years in a leadership role at a high-growth B2B SaaS startup.
  • Proven history of consistently exceeding multi-million dollar quotas and navigating complex sales cycles.
  • Experience building sales departments from scratch, including commissions, territories, and sales tech stack implementation.
  • Exceptional ability to present to owner-operator executives.
  • Manage by the numbers, using CRM data to identify bottlenecks and pivot strategy.
  • Thrive in ambiguity and enjoy the challenge of selling a cutting-edge product into a traditional industry.

Skills

  • AI solutions
  • Sales Strategy
  • Playbook Design
  • Revenue Generation
  • Team Expansion
  • Pipeline Management
  • Forecasting
  • CRM (HubSpot/Salesforce)
  • Contracting
  • Negotiation
  • B2B SaaS
  • PropTech
  • Real Estate
  • Communication
  • Data-Driven Leadership

Location

  • North York

Work Type

  • Full-time
  • In-office

Experience Level

  • 8+ years of sales experience
  • 3+ years in a leadership role

Benefits

  • Competitive salary
  • Comprehensive health, dental, and specialist benefits
  • Company Macbook
  • Free parking and shuttle service
  • Extra PTO during occasional US holidays
  • Company events, in-office restaurant, and building-wide perks
  • Unlimited ping pong and espresso

About the Company

  • STAN is the largest provider of AI solutions for HOA and Condo Property Managers.
  • We use cutting-edge and patented artificial intelligence technology to build solutions that enhance life for residents of more than 2.5 million+ homes across North America.
  • Our mission is to build the world’s first AI property manager.
  • STAN is an award-winning platform, recognized by Rogers, FedEx, George Brown College, StartUp Canada, and the Waterloo Accelerator Centre.