Account Executive Powerpay, Outbound

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, and networking.
• Build and maintain a strong sales pipeline.
• Use a consultative sales approach to understand customer needs, deliver tailored presentations, and 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, and sales tools.
• Provide market feedback on customer needs, the competitive landscape, and 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, and pipeline updates.

Skills and Experience We Value

Experience

• 3+ years of outbound sales experience, preferably in SaaS, software, or 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.

Skills & Competencies

• Strong prospecting and lead generation skills.
• Experience with cold calling, outbound email campaigns, and 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.

Key Performance Indicators (KPIs)

• Number of new customers acquired.
• Achievement of monthly and quarterly revenue targets.
• Outbound sales activity metrics, including calls made, emails sent, and meetings booked.
• Conversion rate from prospecting to closed business.

What Would Make You 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.