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.

About The Role:

We have an exciting opportunity to hire a Senior Business Specialist. Reporting to the Service Operations Manager, this role is primarily responsible for providing post sales product training/support with a backup role on providing pre-sales support.

Our ideal candidate will be responsible for post-sales technical support dealing with all matters arising when using a product or technology after it has been sold or licensed (post-sale). Post-sale technical support can be free or fee-based, ranging from simple to highly complex issues. The pre-sales technical support covers technical questions about a product before the person asking these questions has bought the product.

Approximately 50% of this role requires travel across Canada.

What you’re responsible for:

Pre-Sales 30%

• Strong selling skills, interpersonal skills and ability to understand the customer’s needs and to enhance our chances and ability to sell them a solution.
• Actively train our partners on our solutions and products in collaboration with other training teams.
• Provide ongoing feedback on observations and needs from the market and customer engagements.
• Support all key markets (East, Central and West) for contact with customers.
• Technical resources for product solutions, RFP submissions, bids and proposals.
• Participate in trade shows, customer presentations, demonstrations.
• Provide technical training monthly/quarterly on request to the sales team, end-user customers and partners. 

Post-Sales 70%

• Publish reports on solutions presented.
• Direct contact for our customers/dealers/service partners.
• Regional support of the installed digital signage.
• Technical resource for hardware/software issues.
• Escalate and log all known issues to the web-based service cloud.
• Troubleshooting issues related to product group solutions, software and customer issues.
• Field support and training.

To join our team:

• Post-Secondary education in IT & Computers or Computer Science preferred.
• 3-5 years of experience as technical trainer preferred.
• 3-5 years of technical support experience with IT products and solutions preferred.
• Motivated with a positive attitude and excellent time management skills.
• Excellent knowledge of Microsoft Office applications and some technical diagnosis skill as an asset.
• Ability to manage service quality issues when resolutions are not in place.

The salary for this role is $70k to $76k. Your final compensation will reflect your years of experience and beyond the numbers, we’re proud to offer a holistic package that includes:

• Generous time off: Start with 3 weeks of vacation.
• Comprehensive benefits package: Includes medical, dental, vision and a health spending account.
• Retirement support: Company-sponsored RRSP matching program to help build your financial future.
• Award-winning culture: Proud to be one of Canada’s Best Managed Companies for 8 years running — now a Platinum Club member.
• Invested in you: Structured employee development programs designed to help you thrive.

We’re committed to supporting your success every step of the way.  What are the next steps?

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 a virtual or in person interview with the hiring manager.

Step 3: The final step is an in-person interview with the hiring manager and extended team members.

Ready to bring your talent to a team where your impact matters? Apply today — we can’t wait to meet you!

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.