SECTION I · THE BRIEF
Brief #36836Updated 10 SEP 2026TORONTOLeverSOFTWARE COMPANIES
Employbl Company Profile

Regional Vice President of Sales, Canada (IC-Enterprise)

Founded in 2003, Entrata is the only comprehensive property management software provider with a single-login, open-access Platform as a Service (PaaS) system. Offering a wide variety of online tools including websites,…

Location
Toronto
Company size
2,000–5,000
Posted
5d ago
Via
Lever
Section II · Full ProfileFree with an account
  • 01Comp band & equity packageLocked
  • 02Seniority & experience requirementsLocked
  • 03Interview process & rubricLocked
  • 04Hiring manager & team contextLocked
  • 05Growth trajectory in this roleLocked
  • 06Offer & decision timelineLocked

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Regional Vice President of Sales, Canada (IC-Enterprise)

Entrata· TorontoView company profile


Job title
Regional Vice President of Sales, Canada (IC-Enterprise)
Job location
Toronto
Job description
Since 2003, Entrata has evolved from a visionary, student-led startup into a global leader in AI-driven property management technology. Today, we power the industry's most essential operating system, serving owners and residents worldwide through a comprehensive suite of intelligent leasing, payment, and communication tools powered by cutting-edge AI. With a proven track record of sustained growth and a global team of more than 2,200 employees, we offer the rare combination of established stability and high-velocity innovation. Recognized by the Silicon Slopes Hall of Fame and the Utah Business Fast 50, Entrata fosters a culture of radical transparency and entrepreneurial energy. At Entrata, we create an environment where different perspectives are valued and respected. Those perspectives challenge assumptions, strengthen our decisions, and raise the bar as we reshape the global living experience through AI-powered solutions.

Drives regional growth through the acquisition of new commercial customer accounts. Applies advanced knowledge of products, market trends, and prospect needs to develop innovative solutions. Leads cross-functional teams to execute regional sales strategies, optimize account performance, and contribute to broader organizational objectives.

Duties/Responsibilities
  • Identifying prospective commercial customers, generating leads, and converting them into clients.

  • Contacting new commercial customers to discuss their needs.

  • Emphasizing product features to showcase how they address prospects' challenges.

  • Answering prospect inquiries about our products.

  • Negotiating prices and terms and preparing sales agreements.

  • Collaborating with colleagues across various sectors.

  • Maintaining contact lists and nurturing prospect relationships through follow-ups.

  • Essential Functions
  • Lead regional commercial account initiatives to achieve significant revenue growth.

  • Conduct high-level prospective client presentations, negotiations, and strategy sessions independently.

  • Guide and support team members in executing new account strategies and achieving performance targets.

  • Analyze regional performance metrics to identify opportunities for improvement and drive strategic initiatives.

  • Travels domestically for prospect meetings, industry events, and company gatherings as required to maintain business relationships and achieve objectives.

  • Ability to prioritize tasks effectively by meeting deadlines and managing workload efficiently.

  • Maintain professional interactions with internal and external stakeholders

  • Ability to work in a fast-paced and high-stress environment

  • Minimum Qualifications/Skills
  • Proven success in enterprise technology or software sales (SaaS, PaaS, etc.) with measurable results.

  • Strong strategic thinking and problem-solving abilities, with the capacity to manage complex prospect relationships.

  • Demonstrated leadership skills, including mentoring and guiding less experienced team members.

  • Excellent communication and influence skills with the ability to align diverse stakeholders around business objectives.

  • Ability to work independently while leading cross-functional initiatives.

  • Education and Experience Requirements
  • Bachelor’s degree required; advanced degree preferred.

  • Minimum of 8 years of experience in technology or software sales, preferably in the multifamily housing industry.

  • Consistent track record of exceeding sales targets and driving strategic account growth.

  • Experience developing and executing regional or departmental sales strategies.

  • AI & Operational Fluency
  • AI Integration: Utilize company-approved GenAI tools to accelerate high-value deliverables.

  • Strategic Oversight: Exercise critical judgment as the "Human-in-the-Loop," by auditing AI outputs for factual accuracy, brand alignment, and the removal of hallucinations.

  • Data Governance: Ensures no proprietary or Personally Identifiable Information (PII) data is exposed to unauthorized models.

  • Prompt Competency: Demonstrates the ability to craft clear, context-rich prompts to achieve consistent, high-quality results across various business domains.

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    Entrata headquarters

    Lehi, UT

    Company size

    2,0005,000 employees

    Founded

    2003

    Total raised

    $707,000,000

    View company profile ↗

    Funding rounds