Account Executive, Powerpay, Outbound
This posting represents an ongoing opportunity within our organization. While there may not be an active vacancy at this time, we encourage interested candidates to apply. Applications will be reviewed periodically and retained for future openings.
About the opportunity
We are seeking a dynamic and results-driven Outbound Sales Account Executive to join our sales team, focusing on the Canadian Small and Medium-Sized Business (SMB) market.
This is a "hunter" role dedicated to prospecting, identifying, and acquiring new customers for our payroll and HR software solutions. The ideal candidate is a self-starter who thrives on achieving outcomes, demonstrates resilience in developing territory opportunities, and is excited about shaping outbound sales strategy, tools, and content. This is a commission eligible role.
What you'll get to do
New Business Development
Prospect and identify new sales opportunities within the Canadian SMB market, driving net-new customer acquisition.
Conduct outbound prospecting activities including:
Cold calling
Email outreach
Networking
Build and maintain a strong sales pipeline.
Use a consultative sales approach to:
Understand customer needs
Deliver tailored presentations
Recommend payroll and HR software solutions that address business challenges.
Territory Management
Develop and execute a territory plan to maximize market potential and exceed sales targets.
Identify high-potential market segments and verticals within the Canadian SMB space.
Track, analyze, and report on territory performance and sales activity.
Adjust territory strategy as needed to optimize results.
Sales Strategy & Process
Contribute to the development and refinement of outbound sales strategies.
Partner with Field Marketing to improve prospect engagement and deal conversion.
Collaborate with Sales Leadership and Marketing to enhance:
Sales messaging
Content
Sales tools
Provide market feedback on:
Customer needs
Competitive landscape
Industry trends
Support product development and go-to-market strategy through customer insights.
Sales Execution
Manage the full sales cycle from prospecting through negotiation and close.
Deliver compelling product demonstrations and proposals.
Negotiate contracts and successfully close new business.
Maintain accurate CRM records, including:
Sales activities
Leads
Opportunities
Pipeline updates
Skills and experience we value
3+ years of outbound sales experience, preferably in:
SaaS
Software
Technology
Experience selling payroll, HR, or related business solutions is preferred.
Demonstrated success in a hunter/new business acquisition role, consistently meeting or exceeding sales targets.
Experience selling into the Canadian SMB market with an understanding of its unique business needs and challenges.
Strong prospecting and lead generation skills.
Experience with:
Cold calling
Outbound email campaigns
Networking
Excellent negotiation and closing abilities.
Strong objection-handling skills.
Self-motivated, resilient, and results-oriented.
Ability to thrive in a fast-paced, target-driven sales environment.
Strategic thinker with strong prioritization and territory planning skills.
Experience using CRM platforms (e.g., Salesforce) and sales enablement tools.
What would make you really stand out
Experience selling payroll or HR software solutions.
Knowledge of the Canadian business landscape, including relevant regulations and market trends.
Bachelor's degree in Business, Marketing, or a related field.