Propra is reimagining property management technology with a focus on building easy, 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.
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. 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.
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., Ad Hoc Projects
~ 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.

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.
Proficient in CRM management and reporting (HubSpot, Salesforce, etc.).
Proven history of navigating and successfully closing large, complex enterprise sales/partnership agreements (typically 6-7 figures annually).
Personal Attributes
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

Successful candidates for this position may be required to undergo a security screening, including a criminal records check.

📌 Account Manager_Property Management (Winnipeg)
🏢 Propra
📍 Winnipeg