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 creative 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.

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

Currently, Entrata hires in Arizona, Idaho, Utah, Wyoming, Texas, North Carolina, Florida, Georgia, South Carolina, Ohio, Pennsylvania, and Illinois for Exempt roles and Arizona, Idaho, Utah, Wyoming, Texas, North Carolina, and Florida for Non-Exempt roles.

Entrata is dedicated to creating a workplace where a diverse and inclusive team thrives in an environment free from discrimination. We provide equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, protected veteran status, or any other applicable characteristics protected by law.

It’s a great place to work! Will you join us?

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

In addition to base salary, this role is eligible for commission.

This band covers the full salary range for the role. Your offer within this range will depend on factors like experience, skills, and internal equity.

Level - Q3

📌 Regional Vice President of Sales, Canada (IC-Enterprise) (Toronto)
🏢 Entrata
📍 Toronto