Recruiting & Retention Leadership Symposium
March 25, 2026
Conference Agenda
BreakFast & Registration
7:30 AM - 8:30 AM
Opening Remarks and Land Acknowledgment
8:30 AM - 8:45 AM
Master of Ceremonies
Evelyn Cartmill, CHRP, CRM
Senior Risk Consultant, Canada Transportation | Risk Consulting
AIG Insurance Company of Canada
Session 1
8:45 AM – 9:30 AM
How Stakeholders Leverage Technology to Monitor Commercial
Vehicle Safety & Compliance and Manage Risk.
- How safety and compliance performance is monitored in Ontario
- The role of telematics and compliance data in risk management
- Emerging trends in oversight, enforcement, and digital compliance
- Collaboration between regulators, technology partners, and fleets.
Moderator
Director – Fleet Compliance, Environmental Services
GFL Environmental Services
Team Leader | Commercial Inspection & Enforcement Branch/Commercial Transportation Safety & Enforcement Division | Ministry of Transportation
Ontario Public Service
Session 2
9:30 AM – 10:15 AM
Safety & Recruitment: Building a balanced approach without compromising risk
As driver demographics, expectations, and experience levels continue to evolve, rigid recruitment criteria can leave trucks parked—while overly flexible standards can introduce risk. This panel explores how safety and recruitment teams can work together to modernize hiring standards, training programs, and ongoing development plans that attract drivers while maintaining strong safety outcomes.
Mid Morning Break
10:15 AM - 10:35 AM
Session 3
10:35 AM - 11:20 AM
Attracting the next generation of transportation talent
- Aging workforce realities
- Misconceptions about careers in transportation
- Resistance to non-traditional career paths and schedules
- How does the transportation industry get involved into the education system to provide this as an option to youth?
- Challenges attracting underrepresented groups.
- Rising expectations around flexibility, well-being, and career progression.
- Immigration challenges – expiring work permits, need for LMIA
- Competition for skilled trades (mechanics, technicians).
Operations Manager Toronto Terminal & Safety + Compliance Manager
Western Logistics
Director of Immigration Services
Regulated Canadian Immigration Consultant R530711
Elliott Immigration Corporation
Session 4
11:20 AM - 12:10 PM
Driver Turnover – Systemic Causes and Costs
A look at driver turnover as a system-level outcome of organisational structure and procedures. A brief exploration of how misaligned incentives and early-tenure breakdowns contribute to driver churn, increased incident rates and elevated operational costs.
The session provides proven practical insights to help fleets identify opportunities to reduce churn and improve financial performance.
Lunch Break
12:10 PM – 1:00 PM
Session 5
1:00 PM - 1:30 PM
Cargo Theft Trends & Prevention: What Fleet Leaders Need to Know
An overview of current cargo theft trends impacting the trucking industry, common tactics used by organized crime, and practical prevention strategies fleets can implement today. The session will highlight the role of drivers, dispatchers, and internal processes in reducing risk and improving incident response.
Session 6
1:30 PM – 2:15 PM
Supporting drivers health and well being as a preventative measure
- Driver fatigue and mental health.
- Driver physical health and what companies can do to support
- Accident prevention amid increased traffic volumes.
- Rising claims and litigation (“nuclear verdicts”).
Manager | Safety Services
Old Republic Canada | Old Republic Insurance Group
Awards Session
2:15 PM – 2:30 PM
Afternoon Break
2:30 PM – 2:45 PM
Session 7
2:45 PM – 3:30 PM
Retention Starts With Listening
- Underutilized stay interviews and exit data
- Acting on feedback vs. collecting it
- Trust erosion when feedback goes unanswered
