Braun Board

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

Entrata · Remote · Canada

Base
C$145K–C$187K
OTE
Not disclosed
Posted
1mo ago

Still open · checked 1h agoon Entrata's careers page

What Entrata sells

Runs rent, leases, and repairs for apartments

Running an apartment building means juggling rent payments, lease paperwork, repair requests, and messages from tenants, often across many buildings at once. Entrata's software brings rent payments, leasing, maintenance, and communication tools into one suite. It serves property owners, managers, and residents.

In plain English, from their own job posts. Something wrong? Tell us

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The Braun Read

Worth a look

Solid on the basics. Use the first call to fill in the gaps.

Pay
Base is listed but not OTE. Ask what the variable is and how many people hit it.
Transparency
Shares 1 of 5: quota, attainment, deal size, territory, sales cycle.
Pipeline
Mostly self-sourced. Great if you like outbound, rough if you don't.
Time on market
Open 42 days. Normal, but not fresh.
Company hiring
7 sales roles open, hiring at a steady pace.

Based only on what the posting says. Flags are a starting point for your first call, not a final judgment.

Questions to ask on the first call

Built from what this posting leaves out. How they answer tells you as much as what they say.

  1. 1.

    What percentage of fully ramped reps hit quota last year?

    OTE is what you could earn. This is how likely you are to earn it.

  2. 2.

    What's the OTE, and what did the median rep earn last year?

    Base is what you're guaranteed. OTE and the median show the upside.

  3. 3.

    What's the annual quota, and how was it set?

    A quota built from real data is a target. Otherwise it's a hope.

  4. 4.

    What share of last year's closed deals did reps source themselves?

    Shows how much pipeline you'll have to build on your own.

  5. 5.

    How long is ramp, and what's the quota during it?

    Full quota on day one means you start behind.

  6. 6.

    Why is this role open? Did someone leave, or is it new?

    New headcount is growth. A replacement means someone left. Ask why.

When the offer comes

Save these for later. They land better once they've said yes to you.

  1. 1.

    Can I see the full comp plan in writing, including clawbacks and accelerators?

    What's in writing is what gets paid. Read it before you sign.

  2. 2.

    Can I see the actual comp distribution for the team last year, not just the OTE?

    The spread shows what most reps really take home. OTE is just the target.

  3. 3.

    I'd be walking away from earned commission to join. Is there room for a sign-on bonus to help cover that?

    Leaving money behind is a fair reason to ask. The worst answer is no.

Josh's top five questions for any sales interview →

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The role

Sell Entrata's AI-driven property management software to new commercial customer accounts in Canada. Prospect, generate your own leads, run presentations and negotiations, and lead a regional team.

Enterprise · New Logo · Outbound

Selling motion

New Logo

Who you're selling to

Buyer:
Property owners and residentsIn their words: “serving owners and residents worldwide”
Industry:
Multifamily housingIn their words: “preferably in the multifamily housing industry”
Company size:
Enterprise

Pipeline expectations

Mostly self-sourced. Expect a lot of outbound.

Compensation

C$145K–C$187K base

What is not disclosed

This posting doesn't tell you:

  • OTE
  • Quota size
  • Quota attainment
  • Average deal size
  • Sales cycle length

The questions above cover the big ones.

Full posting
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.  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?
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