4Seasons Supervisor

4Seasons Supervisor   

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.

Hours

This is a permanent position, Monday to Friday, with work available throughout the summer months.

During the school year, hours are structured in a split shift to support am/pm route coverage and team availability.

Typical Schedule: (8-hour split shift)

• 6:00 am to 10:00 am


• 1:00 pm to 5:00 pm 

Requirements

To be eligible for the Supervisor role, candidates must:

• Be a current Driver with 4Seasons Transportation


• Have a minimum of 6 months of service with 4Seasons Transportation


• Be in good standing with respect to attendance, job performance, safety record, and peer relationships.

Responsibilities

• 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


• Respond to and assist with escalations from TCSs, families, schools, and internal departments


• Assist with onboarding, mentorship, and reinforcement of company policies, and expectations


• Conduct post-incident wellness check-ins and employee follow-up conversations


• Build strong working relationships and team engagement through regular communication and participation in 4Seasons events (Timmy Tuesday, IKEA lunches, monthly celebrations, etc.)


• Manage and distribute route supplies to TCSs as required at company events


• Respond to phone calls, emails, and GroupMe messages in a timely and professional manner


• Assist daily route coverage based on operational needs


• Conduct weekly ride-along, route compliance and spot checks


• Support emergency evacuation drills and safety initiatives in partnership with the Safety Department


• Accurately document incidents, employee concerns, coaching discussions, and operational updates


• Attend monthly Supervisor meetings, training sessions, and company development initiatives


• Promote a culture of safety, accountability, professionalism, and compassionate service


• Lead by example through adaptability, initiative, professionalism, and strong customer service

Skills and Qualifications

• Strong problem-solving, critical thinking, and decision-making abilities


• Strong organizational and time management skills


• Ability to manage multiple priorities in a fast-paced environment


• Professional verbal, phone, email, and written communication skills


• Strong customer service and relationship-building abilities


• Ability to remain calm, professional, and solutions-focused during challenging situations


• Demonstrated leadership potential and ability to influence others positively

• Ability to work independently and take initiative when addressing operational challenges


• Commitment to safety, accountability, professionalism, and teamwork

Our Beliefs and Values

At 4Seasons, we believe in making a tangible difference in the lives of those we serve. This belief guides everything we do, from shaping our values to evolving and growing as a company. Over the past two decades, we've expanded from a one-person operation to a team of 500+, all committed to improving transportation for students with disabilities.