Sales Enablement Specialist

About Les Olson IT

Les Olson IT is one of the fastest-growing and most capable technology service providers in the West. We do I.T. the LOC Way—through talent, passion, and compassion—driving continual growth and a strong market position by delivering superior service.

Unlike most technology companies, Les Olson IT has been in business for over 70 years. We are a family-owned and family-operated company, a tradition that began at the Olson family dinner table and continues today. From those beginnings, we have grown to more than 320 employees across nine locations in two states.

Les Olson Company strives every day to elevate people, whether it's our clients, our team members, or members of the local community.

• We seek to elevate our clients by delivering cutting-edge IT strategy, security, solutions, and support. Each of our team members recognizes that they have a direct impact on the success of the local businesses we serve every day.
• We seek to elevate every team member's career, firmly believing that customer success cannot happen without employee success. We do this by working with each employee to design a fulfilling career path that grows and evolves as they do.
• We seek to elevate our local community members by rewarding our employees for volunteering at local charities and participating in our ongoing food drives.

Our work environment promotes both growth and balance. We encourage and support our employees in building meaningful, fulfilling paths, both professionally and personally. Les Olson Company offers competitive salaries, continuing education, generous benefits, and a fun, collaborative work environment. At the end of the day, it is the people that matter most to us!

About the Role

Les Olson IT is seeking a highly organized and creative Sales Enablement Specialist to support the growth and effectiveness of our sales organization. This role serves as the engine behind our sales team, ensuring that training, onboarding, documentation, systems adoption, reporting, and sales initiatives are executed with consistency and excellence.

The ideal candidate is part instructional designer, part project manager, and part trainer. They enjoy creating professional learning materials, coordinating programs, supporting sales initiatives, and helping new team members become productive quickly. While this role will facilitate systems and process training, it works closely with Sales Leadership and sales managers who provide advanced sales methodology coaching and development.

This is an exciting opportunity to help build and scale the sales enablement function as our organization continues to grow.

What You'll Do

Sales Enablement & Curriculum Development

• Develop, maintain, and continuously improve sales onboarding and training curriculum.
• Create and update sales playbooks, documentation, SOPs, job aids, and process maps.
• Design engaging learning content and visual assets using PowerPoint, Canva, Copilot, and other learning tools.
• Ensure sales training content remains current, accurate, and aligned with business objectives.

New Hire Onboarding & Training

• Coordinate and administer the sales onboarding program.
• Deliver systems and process training to new and existing sales team members.
• Support onboarding readiness and ensure a consistent employee learning experience.
• Partner with Sales Leadership and subject matter experts to continuously improve onboarding effectiveness.

Systems & CRM Adoption

• Support adoption and effective use of Salesforce and other sales systems.
• Create training materials and resources that improve process compliance and system utilization.
• Serve as a resource for sales tools, workflows, and best practices.

Reporting & Analytics

• Build and maintain reports, dashboards, and performance tracking tools.
• Analyze training and enablement metrics to identify opportunities for improvement.
• Support sales leadership with reporting and data insights.

Campaign & Event Coordination

• Coordinate monthly sales campaigns and enablement initiatives.