4Seasons Supervisor

4Seasons Transportation•Calgary, AB

6d•Onsite

About The Position

Supervisors play a critical role in supporting TCSs while upholding 4Seasons’ core values of Safety, Compassion, Leadership, and Adaptability. This position provides direct leadership and operational support to TCSs, students, families/guardians, and school staff, while fostering strong team relationships, employee engagement, and a positive work environment. Supervisors serve as the primary point of contact for day-to-day support, responding to operational challenges, parent concerns, and inquiries in a professional and solutions-focused manner.

Requirements

Candidates must be in good standing, including strong attendance, job performance, safety record, and positive peer relationships.
Current Driver with 4Seasons
Minimum of 6 months’ experience as a Driver with 4Seasons
Strong problem-solving, critical thinking, and decision-making abilities
Demonstrated adaptability and ability to manage changing operational priorities in a fast-paced environment
Professional phone, email, and written communication skills
Strong customer service and relationship-building abilities with employees, families, school staff, and internal departments
Ability to remain calm, professional, and solutions-focused during challenging situations
Strong organizational and time management skills
Commitment to safety, accountability, professionalism, and teamwork

Responsibilities

Assist daily route coverage based on operational needs
Act as the primary liaison supporting TCSs with questions, concerns, coaching conversations, and resolutions
Maintain professional communication and positive relationships with school staff, families/guardians, and internal departments
Assist with onboarding, mentorship, and reinforcement of company policies and expectations
Build strong working relationships and team engagement through regular communication and participation in 4Seasons events (Timmy Tuesday, IKEA lunches, monthly celebrations, etc.)
Attend monthly Supervisor meetings, training sessions, and company development initiatives
Respond to phone calls, emails, and GroupMe messages
Conduct post-incident wellness check-ins and employee follow-up conversations
Conduct weekly ride-alongs, route compliance and spot checks
Support emergency evacuation drills and safety initiatives in partnership with the Safety Department
Promote a culture of safety, accountability, professionalism, and compassionate service
Document employee concerns, incidents, coaching discussions, and operational updates accurately and professionally
Lead by example through adaptability, initiative, professionalism, and strong customer service skills