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

Entrata· Revenue Platform – Sales
Apply on company site
Hybrid (Toronto, Ontario)$145k - $187kFull-timePosted 1mo ago

About the role

Regional role focused on driving regional growth through acquisition of new commercial customer accounts in Canada, leveraging AI-powered property management technology and strategic account leadership.

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.
  • 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

Qualifications

  • 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.

Skills

Required:Enterprise technology or software salesStrategic thinking and problem-solvingLeadership and mentoringCommunication and influenceIndependent work and cross-functional collaboration

Benefits

  • Flexible and transparent culture with remote and hybrid work options, generous vacation time, and frequent company recharge days for work-life balance.
  • Comprehensive medical, dental, and vision coverage, including fertility benefits, available for eligible employees and their families.
  • HSA/FSA options and employer-paid disability benefits provided for eligible employees.
  • Access to 401(k) or similar retirement plans with employer matching for eligible employees, ensuring long-term financial security.
  • Wellness initiatives promoting physical and mental well-being, access to an onsite gym at HQ, gym memberships, mental health resources, wellness challenges, and employee assistance programs.
  • Entrata Cares programs offers opportunities for volunteerism, charity events, and giving back to our community.
  • Exclusive Previ cell phone plan and discounts on services or local business partnerships for additional employee benefits.
  • Bi-annual swag drops for employees.
Last updated Oct 21, 2026. Interested? Apply on the company site.

About Entrata

Today’s property management built for tomorrow

Entrata property management software connects all of your property data and processes, allowing you to create better experiences for everyone.

Property Management SoftwareAI and AutomationResident ExperienceAnalyticsUtility ManagementLeasingTenant ServicesProperty Operations
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