Learning and Enablement Specialist @ Bestpass

We Speak Safety and Efficiency:

In September of 2024, Bestpass, Fleetworthy, ExpressTruckTax and Drivewyze rebranded as Fleetworthy. This rebrand reflects our ongoing mission to simplify fleet safety, compliance, and toll management under one unified brand.

Fleetworthy is revolutionizing road safety and fleet management with a command center for safety, compliance, and efficiency. Our connected suite provides real-time insights and control, enabling customers to maximize efficiency, reduce risk, and save money.

With technology that unifies safety, compliance, toll management, weigh station bypass, and more, Fleetworthy empowers organizations to perform at their best. We simplify operations to ensure every vehicle and driver is not just compliant, but beyond compliant. Supporting millions of drivers and vehicles, Fleetworthy is leading a new era in road safety and fleet technology.  

At Fleetworthy, you’re in the driver’s seat!

The Learning and Enablement Specialist will design, implement, and manage comprehensive learning and enablement strategies that foster employee engagement, productivity and capability development.

Reporting to the VP People and Culture, this role requires a dynamic individual with an understanding of training and change management principles, excellent communication skills, and a passion for fostering a culture of continuous learning and development.

Key Responsibilities

Design, develop, and deliver engaging learning programs that align with the company’s strategic objectives and support change initiatives.
Assess training needs through surveys, interviews, and consultations with managers and employees.
Utilize various instructional design methodologies and technologies to create engaging and innovative training solutions.
Facilitate workshops, focus groups, and training sessions to foster learning.
Evaluate the effectiveness of learning programs through feedback, assessments, and performance metrics. Prepare and present reports to senior leadership, highlighting key findings and recommendations.
Provide coaching and guidance on development plans, career pathing, and enterprise learning programs.
Administer the organization’s LMS system and professional development programs.
Partner with team members to coordinate and integrate learning, employee engagement and change management activities. This role will support key initiatives such as employee-led committees and internal organizational communications.
Communicate effectively with all levels of the organization to drive engagement and participation in learning programs.
Maintain up-to-date knowledge of industry trends, best practices, and emerging technologies in learning and development.
Provide project and administrative support as required.

Qualifications and Experience

Bachelor’s degree in Human Resources, Organizational Development, Education, or a related field.
Minimum of 5 years of experience in learning and development.
Proven track record of successfully developing and delivering effective training programs.
Excellent instructional design and facilitation skills, with experience using e-learning platforms and tools.
Exceptional communication, interpersonal, and influencing skills.
Ability to work collaboratively with diverse teams and manage multiple priorities.
Knowledge of change management principles, methodologies, and tools (e.g., Prosci ADKAR model, Kotter’s 8-Step Process).
Strong analytical and problem-solving abilities.

Additional Information

Full-time position in Edmonton, AB with potential for remote work.
Occasional travel may be required for training sessions, workshops, and conferences.

By Joining Us You’ll Enjoy

Great people to work within an inclusive and collaborative culture
Open vacation program with unlimited vacation days
Competitive compensation package, including benefits
Opportunities to make your mark, experience growth, professional development, and advancement within the company
Social initiatives- virtual games and contests, pickle ball, basketball, ping pong, foosball, darts, you name your game!

What Drives Us to Work Every Day:

We pride ourselves on making a difference, for our employees, clients, and their businesses.
We accept team members for who they are and what they bring to the table.
We are proud to build all our relationships based on transparency and trust.
We are a team of energetic and curious individuals passionate about the work we do every day!

Our CoreValues – We are 1TEAM

People 1st - People 1st! We win as a team by collaborating, having each other’s backs, and bringing out the best in each other. We always treat others as they would like to be treated.
Trust - We inspire trust by delivering on our promises, owning outcomes, being transparent in our communications, and acting with integrity.
Every Trip Matters - Because every trip that our customers take is important to them, it’s important to us. Whether it is a load being hauled across the country or a service vehicle traveling on a toll road, our customers count on us to deliver the right expertise, software, and data to make every trip safe, efficient, and productive.
Always Innovating - We solve for the customer and focus on outcomes. We are nimble in our approach. When we fail, we fail fast and learn from it. We are here to disrupt, not to fit in.
Mindset - We are committed to a growth mindset. Our efforts and attitudes are what determine our abilities. We embrace good criticism. We seek new challenges. We never stop learning.

About Bestpass: Bestpass is a comprehensive payment platform provider and leader in toll management solutions for commercial fleets of all sizes. Bestpass saves fleets time and money by consolidating payments and providing insight into cost per vehicle. Bestpass, founded in 2001, covers 100% of major toll roads across the U.S., supports more than 30,000 customers, and processes over $1.5 billion in toll transactions annually. Bestpass offers a range of toll coverage options for owner-operators, regional fleets, and national fleets, as well as customized solutions for specific needs.

About Fleetworthy Solutions: Fleetworthy Solutions, Inc. provides DOT safety and regulatory compliance services to commercial fleets that take them Beyond Compliant. Fleetworthy combines exceptional client service, advanced technologies, and more than 40 years of transportation industry expertise to make sure that drivers and assets are truly fleetworthy. The company helps private fleets, for-hire carriers and third-party logistics companies of all sizes surpass compliance of federal, state, and local regulations and streamline processes to reduce costs and mitigate risks.

Fleetworthy is committed to fostering a diverse and inclusive culture that is respectful and welcoming of individual differences. We are proud to be an equal opportunity employer and all qualified applicants will receive consideration for employment without regard to race, color, religion or belief (or lack thereof), sex, nationality, national or ethnic origin, civil status, age, citizenship status, sexual orientation, disability, genetic information, familial status, marital or registered civil partnership status, pregnancy or maternity status, gender identity, gender reassignment, military or veteran status, or any other protected characteristic in accordance with applicable laws and regulations

Learning and Enablement Specialist

Bestpass

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