Account Executive Powerpay

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 outcomes, shows resilience in tackling territory opportunities, and is excited about shaping the outbound sales strategy, tools, and content. This role is commission-eligible with an average OTE of 125K CAD.

What you'll get to do

New Business Development 

• Prospect and identify new sales opportunities within the Canadian SMB landscape, with a focus on driving net-new customer acquisition. 

• Conduct outbound activities including cold calling, emailing, and networking to generate a robust sales pipeline. 

• Leverage a consultative sales approach to understand customer needs, deliver tailored presentations, and propose solutions that solve their HR and payroll challenges. 

Territory Management 

• Develop and execute a strategic plan to maximize territory potential and meet or exceed sales targets. 

• Identify key market segments and verticals within the Canadian SMB space, targeting prospects with the greatest potential for growth. 

• Track and report on sales activity and territory performance, adjusting the approach as needed to optimize results. 

Shaping Sales Strategy and Process 

• Contribute to the development of outbound sales strategies, shaping the approach for engaging prospects and closing deals in collaboration with Field Marketing. 

• Collaborate with sales leadership and marketing to refine sales content, messaging, and tools to enhance the effectiveness of outbound efforts. 

• Provide feedback on market trends, competitor activity, and customer needs to inform product development and go-to-market strategies. 

Sales Execution 

• Manage the full sales cycle, from initial outreach to contract negotiation and closing. 

• Present product demos and proposals to prospective clients, highlighting the benefits and value of our payroll and HR solutions. 

• Maintain accurate records in the CRM system, keeping data up-to-date on sales activities, leads, and opportunities. 

Skills and Experience We Value

Experience 

• 3+ years of experience in outbound sales, preferably in software, technology, or SaaS with a focus on payroll, HR, or related fields. 

• Proven track record of success in a "hunter" sales role, consistently meeting or exceeding new business targets. 

• Experience selling to the Canadian SMB market, with a deep understanding of their unique needs and challenges. 

Skills and Competencies 

• Strong prospecting and lead generation skills, including cold calling and networking. 

• Excellent negotiation and closing skills, with the ability to handle objections and close deals effectively. 

• Self-motivated, goal-oriented, and resilient, with the ability to thrive in a fast-paced sales environment. 

• Strategic thinker who can identify opportunities, prioritize efforts, and adapt to changing circumstances. 

• Familiarity with CRM systems (e.g., Salesforce) and other sales tools for managing pipeline and reporting. 

Preferred Qualifications 

• Experience with payroll or HR software solutions is a plus. 

• Knowledge of the Canadian business landscape, including relevant regulations and market trends. 

• Bachelor’s degree in business, marketing, or a related field. 

Key Performance Indicators (KPIs) 

• Number of new customers acquired. 

• Monthly and quarterly revenue targets achieved. 

• Outbound sales activities, such as calls made, emails sent, and meetings booked. 

• Conversion rate from prospecting to closed deals.