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, Linked

In, 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 (Hub

Spot, 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 (Hub

Spot, Salesforce, etc.).

Robust 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 Prop

Tech 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.

📌 Account Executive (Winnipeg)
🏢 Propra
📍 Winnipeg