JobsAccount ExecutiveWinnipegAccount Executive
Propra
Posted today
Account Executive
Propra · Winnipeg, Manitoba, Canada
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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
ALSO MENTIONED
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.
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Learn more at propra.ca.
- INDUSTRY
- Software Development
- COMPANY
- Privately Held
- FOUNDED
- 2021
- HEADQUARTERS
- Calgary, Alberta
- SIZE
- 11-50
- OFFICES
- 1 on LinkedIn
KNOWN FOR
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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.
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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.
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