JobsAccount ExecutiveWinnipegAccount Executive

Propra

Posted today

Account Executive

Propra · Winnipeg, Manitoba, Canada

Full-timeOn site5-10 yrsListed as no visa sponsorshipSoftware Development
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In short

Own the full sales cycle, from researching and qualifying prospects through outreach, discovery, product demonstrations, negotiation, and closing. Maintain accurate CRM and pipeline data, analyze sales performance, collaborate with marketing and product teams, and contribute to startup projects as needed.

What they're looking for

MUST-HAVE SKILLS

Lead GenerationProspectingSales Pipeline ManagementMulti-Channel OutreachRelationship BuildingDiscovery CallsProduct DemonstrationsSaaS Sales

ALSO MENTIONED

Property ManagementMultifamily Real EstatePropTechSaaSEnterprise SalesStrategic SalesLead GenerationIdeal Customer ProfileSales PipelineProspecting

Requires at least five years of strategic sales, advisory, or operational experience in multifamily real estate or a related field, with a proven record of building and closing a strong pipeline. Candidates should have expertise in complex enterprise sales, multifamily business operations, CRM tools, and executive-level communication; property management software or related experience is a bonus.

About the employer

Propra

Canada's modern property management software

Propra is property management software for managing residents and financials. This simple and intuitive platform is built for Canadian owner-operators and property managers frustrated with manual processes and point solutions. With Propra you can run your whole business from a single browser tab.

Read more

Learn more at propra.ca.

INDUSTRY
Software Development
COMPANY
Privately Held
FOUNDED
2021
HEADQUARTERS
Calgary, Alberta
SIZE
11-50on LinkedIn
OFFICES
1 on LinkedIn

KNOWN FOR

Real EstateProperty ManagementSoftwareTechnology

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Questions about this role

Is this Propra role remote?
Tagged on site.
Does it sponsor visas?
Listed as no visa sponsorship.
What experience does it ask for?
Listed as 5-10 years.

The posting, in full

Propra is reimagining property management technology with a focus on building simple, modern, and easy-to-use tools to improve efficiency, communication, and cost-savings – all to elevate the resident and landlord experience. Since we are an early-stage startup, you can get in on the ground floor and make a lasting impact. Our team is highly collaborative and customer-obsessed, often stretching outside traditional roles' boundaries to help move things forward and leave things better than they found them.

▶ READ THE FULL POSTING

Company Description

Propra is reimagining property management technology with a focus on building simple, modern, and easy-to-use tools to improve efficiency, communication, and cost-savings – all to elevate the resident and landlord experience.

Since we are an early-stage startup, you can get in on the ground floor and make a lasting impact. Our team is highly collaborative and customer-obsessed, often stretching outside traditional roles' boundaries to help move things forward and leave things better than they found them.

Job Description

About the Role

As a Full-Stack Account Executive at Propra, you’ll own the end-to-end sales cycle, from prospecting to closing, while leveraging data-driven insights to scale outreach efforts effectively. This role requires a strategic, self-starter mindset with a deep understanding of property management software and SaaS sales. You’ll play a critical role in driving Propra’s expansion, helping real estate operators streamline their business with our autonomous property management platform.

We’re a fast-growing, high-performance startup, and we’re looking for sales leaders who can think beyond traditional sales tactics and contribute to our growth strategy. If you thrive in a dynamic environment and love selling innovative solutions, we want to hear from you.

Key Responsibilities

Lead Generation & Prospecting

  • Build and manage targeted lead lists aligned with our Ideal Customer Profile (ICP).
  • Research and qualify leads in the property management and real estate tech space to build a high-quality sales pipeline.

Sales Outreach & Relationship Building

  • Execute multi-channel outreach strategies (personalized emails, calls, LinkedIn, etc.).
  • Identify key decision-makers within target accounts and tailor messaging to their pain points.
  • Conduct discovery calls to understand prospects’ needs and position Propra’s value proposition effectively.
  • Provide product demonstrations and guide prospects through the buying process.
  • Collaborate with marketing and product teams to refine sales messaging and approach.

Pipeline & Deal Management

  • Own the entire sales cycle from discovery to contract negotiation and close.
  • Use CRM software (HubSpot, Salesforce, or similar) to track sales activities and maintain accurate deal data.
  • Regularly analyze performance metrics (e.g., lead-to-meeting, meeting-to-close conversion rates) and optimize strategies accordingly.

Ad Hoc Projects

  • Be prepared to wear many hats! In a startup environment, you'll be expected to handle ad-hoc tasks and projects as assigned by the co-founders, in addition to your core responsibilities.

Qualifications

Ideal Candidate Profile

Experience

  • Minimum of 5+ years in a high-level strategic sales, advisory, or operational role within the multi-family real estate or a related role.
  • Proven track record of building and closing a strong pipeline.
  • Bonus: Experience selling property management software, fintech, or automation-driven solutions, and/or property management operations.

Skills & Tools

  • Proficient in CRM management and reporting (HubSpot, Salesforce, etc.).
  • Strong communication, interpersonal, presentation, and negotiation skills including ability to conduct effective discovery calls and articulate a clear value proposition.
  • Proven history of navigating and successfully closing large, complex enterprise sales/partnership agreements (typically 6-7 figures annually).
  • Expert-level understanding of the institutional multi-family business model, including financial drivers, property operations, investment cycles, and the role of legacy PropTech systems.

Personal Attributes

  • Self-starter with a proactive, problem-solving mindset results-oriented approach to achieving goals
  • Exceptional presence, communication skills, and the ability to articulate a high-level vision to skeptical or highly analytical executive audiences.
  • Ability to thrive in a fast-paced startup environment.
  • Growth-oriented, always looking for ways to improve and scale.
  • Strong time management and organizational skills
  • Ability to analyze market trends and adapt sales strategies accordingly
  • Willingness to travel as needed for client meetings and industry events

Additional Information

Propra is an equal opportunity employer. We appreciate your interest in working with us; however, only those applicants selected for interviews will be contacted. Successful candidates for this position may be required to undergo a security screening, including a criminal records check.

APPLY ON PROPRA'S CAREERS SITE ↗
SAVE THIS JOB

We'll keep this job - the posting's full text, even after it closes. Free.

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This listing comes from Propra's own careers site. Apply links go to the employer. Company facts are from Propra's public profile. Last checked 3 Nov 2026.