Sales Compensation Manager

Overview

At OSL Retail Services, we believe people are the heart of everything we do, and it is an exciting time to be part of something special! Our momentum is growing, and is fueled by innovation, collaboration, and a shared entrepreneurial spirit that drives real results. Founded in 2012 in Mississauga, Ontario, OSL delivers customized sales solutions in retail, direct sales, and customer acquisition, all built on a foundation of integrity, respect, and passion. Our culture thrives on connection, purpose, and growth. If you’re looking for a place where your talents are valued, your ideas matter, and your career can grow, we’d love to meet you.

Reporting to the Director, Business Intelligence & Analytics, the Sales Compensation Manager will play a critical role in designing, implementing, and managing effective and competitive sales incentive programs that align with business goals and drive performance. This role is responsible for developing commission and bonus structures, calculating payouts based on performance to targets, and handling inquiries and disputes related to compensation. The ideal candidate will bring a mix of analytical expertise, strategic thinking, and strong stakeholder communication skills.

What you’ll do:

Contract: 12 months

Compensation Administration & Analysis:

• Own end-to-end commission and bonus calculation processes across all programs.

• Ensure timely and accurate incentive payouts, based on validated performance data and target attainment.

• Maintain robust documentation and audit trails of all compensation calculations and changes.

Program Design & Strategy:

• Develop and maintain scalable compensation plans (commission, bonus, SPIFFs) aligned with company sales strategies and goals.

• Collaborate with Sales, Operations, and HR leaders to ensure incentive programs drive the right behaviors and outcomes.

• Evaluate plan effectiveness regularly and recommend improvements based on performance trends, market benchmarks, and business feedback.

Communication & Stakeholder Support:

• Act as the primary point of contact for sales reps and managers regarding compensation plans and payout inquiries.

• Investigate and resolve disputes or discrepancies in a timely and professional manner.

• Provide clear, user-friendly compensation reports and summaries to sales leaders and individual contributors.

• Monitor tickets and inquiries for patterns and proactively resolve systemic issues

Governance & Continuous Improvement:

• Ensure compliance with internal policies and external regulations related to compensation practices.

• Drive automation and process improvements to streamline incentive calculation and reporting.

• Partner with IT, BI, and Data teams to ensure compensation systems and data sources are accurate and well-integrated.

• Ownership of the accuracy and efficiency of compensation related reporting and dashboards, and payroll workflows

Team Leadership and Development

• Lead, mentor, and grow a team of compensation analysts

• Set clear goals and expectations, manage performance, and support ongoing skills development.

• Foster a culture of collaboration, operational excellence, and continuous improvement within the compensation team

What you’ve done

• Bachelor’s degree in business, Finance, Accounting, HR, or a related field.

• 5+ years of experience in sales compensation, sales operations, or financial analysis roles.

• Strong analytical skills with the ability to collect, organize, analyze, and disseminate information with attention to detail and accuracy

• Proficiency in relevant tools, such as BI platforms (Power BI, Domo, Tableau, etc.) and Excel

• Excellent interpersonal skills and ability to communicate with sales, finance, and executive leadership.

• Detail-oriented, organized, and able to handle sensitive information with confidentiality

• Experience in a high-growth or performance driven sales environment a plus

• Experience with retail businesses a plus

What’s in it for you:

• Competitive base salary: $75K-$90K

• Career growth: Ongoing training, development, and programs to help you advance.

• Award-winning culture: Proud to be one of Canada’s Best Managed Companies for 8 years running - now a Platinum Club member.

The Interview Process:

• Step 1: If your profile is a match, we will invite you for a first conversation with the recruiter.

• Step 2: The next step is an in-person interview with the hiring manager.

• Step 3: The final step is an in-person interview with the Director and extended team.

If this sounds like you and you’re excited to be a member of our team, please apply now.

We thank all interested applicants; however, only qualified candidates will be contacted. This position requires successful completion of a criminal background check. OSL is committed to an inclusive workplace that does not discriminate against race, nationality, religion, age, marital status, physical or mental disability, sexual orientation, gender, or gender identity. We believe in diversity and encourage any qualified individual to apply.

Disclaimer: As part of our recruitment process, we utilize artificial intelligence (AI)-based tools to assist with certain stages, including initial resume screening and skills-matching assessments. These tools are designed to help our hiring team identify candidates whose experience and qualifications align closely with the requirements of the role. Please note that all final hiring decisions are made by our recruitment team. The preceding job description has been designed to indicate the general nature and level of work performed by employees within this job. It is not designed to contain or be interpreted as a comprehensive inventory of all duties, responsibilities and qualifications required of employees assigned to this job. In compliance with Ontario’s Bill 190, we confirm that this posting represents a current existing vacancy within our organization.