Training and On-boarding Specialist

3 days ago


Oakville, Ontario, Canada Seasons Retirement Communities Full time

Full-Time, Salaried

1315 North Service Rd E #200, Oakville, ON L6H 1A7

Our Mission to You:

As a certified Great Place to Work, Seasons believes that every single team member plays an important role in the overall happiness of our residents. We foster a culture of growth and support for our committed team members and offer opportunities for personal and professional development to advance a rewarding career in the seniors housing sector.

What We Look For:

Seasons looks for individuals who are enthusiastic about making a positive difference in the life of another person. We hire individuals who are committed to building meaningful relationships and strive for service excellence so our residents can be proud to call Seasons their home. Keen attention to details, going the extra mile and putting a little "wow" into everything we do is the Seasons way

Scope of Position:

The Training and Onboarding Specialist, is responsible for the administration, coordination, and delivery of all training and onboarding related initiatives across Seasons Retirement Communities. This includes managing and maintaining Employee Services training resources, training and ES software systems, scheduling and tracking compliance for leadership training, supporting benefits reconciliation and internal and external vendor reporting. This role is responsible for ensuring all onboarding and offboarding processes are accurately completed and documented for all managers across the organization and supports HR and Operational audits

What You'll Do

  • Support the coordination, administration, and delivery of all training and benefits programs across Seasons Retirement Communities.
  • Maintain accurate training resources and playbooks, compliance records, and employee documentation and employee services policies
  • Partner with site leaders, regional teams, and external vendors to ensure consistent and effective program delivery inclusive of Employee Services training and knowledge transfer
  • Provide excellent service and communication while ensuring compliance with policies and procedures.
  • Contribute to process improvements that enhance efficiency and the overall employee experience.

Key Responsibilities

  • Maintain and update Employee Services training resources, onboarding trackers, and compliance records.
  • Coordinate leadership training sessions and day touchpoints for Service Team Leaders and report on performance and knowledge transfer
  • Develop and deploy Employee Services training materials, including training videos and conduct both virtual and in person training sessions.
  • Complete monthly benefits reconciliations, reporting, and vendor roster management.
  • Support benefit continuation during leaves, and respond to employee and leader inquiries and coordinate with Accounts Payable for payment processing.
  • Serve as a key contact for Employee Services systems inclusive of Scheduling and Call Out software, Employee Time and Attendance software, Learning Management System and internal intranet.
  • Compile and audit training and benefits data to ensure accuracy, compliance, and continuous improvement.

What You Bring

  • 3 - 5years of experience in HR, training, onboarding and benefits administration, or related hands-on experience
  • Post-secondary education in Human Resources, Business Administration, or a related field
  • Strong organizational skills and attention to detail with the ability to manage multiple priorities.
  • Excellent communication, collaboration, and customer service skills.
  • Experience with HRIS, LMS, ATS, and benefits platforms; proficiency in Microsoft Office.
  • Professionalism, discretion, and a service-focused approach to all work.

All applicants must be legally entitled to work in Canada. As a condition of employment, a Criminal Record Search which may include a vulnerable sector screen, will be required.

Seasons Retirement Communities ("Seasons") is an equal opportunity employer and welcomes applications from all interested parties. In accordance with Season's Accessibility Policy, a request for accommodation will be accepted as part of Season's hiring process.



  • Oakville, Ontario, Canada Appleby College Full time

    ←Back to all jobs at Appleby CollegeBoarding Staff, Summer Boarding Programs 2026Seasonal, Monday June 22, 2026 – Sunday August 23, 2026Compensation: $850 Weekly  ABOUT THE PROGRAMAppleby College's Summer Boarding Program welcomesparticipants from around the world with diverse languages and backgrounds.Participants attend Appleby College to improve...


  • Oakville, Ontario, Canada Appleby College Full time

    ←Back to all jobs at Appleby CollegeInstructor & Boarding Staff, Appleby Overnight Camps and Summer Boarding Programs 2026Seasonal, June 22 – August 23, 2026Compensation: Starts at $750 WeeklyABOUT THE PROGRAMAppleby College's Overnight Camps and Summer BoardingPrograms provide participants from around the world and locally withexceptional opportunities...

  • Training Officer

    1 week ago


    Oakville, Ontario, Canada Town of Oakville Full time

    Job DetailsPermanent Full-Time OPFFAPosting StatusOpen to all current Town of Oakville employees and external applicants. External applicants will only be interviewed upon completion of the internal competition.Salary$ 133,768 ( Probationary Rate as of January 1, 2026)$ 143,496 (Full Time Rate as of January 1, 2026)Closing DateApplications for this position...


  • Oakville, Ontario, Canada Appleby College Full time

    ←Back to all jobs at Appleby CollegeProgram Director, Summer Boarding Programs 2026Seasonal, Summer June – August 2026Compensation: $1,000 WeeklyABOUT THE PROGRAMAppleby College's Summer Boarding Program welcomesparticipants from around the world with diverse languages and backgrounds.Participants attend Appleby College to enhance their English language...


  • Oakville, Ontario, Canada Appleby College Full time

    ←Back to all jobs at Appleby CollegeAssistant Program Director, Summer Boarding Programs 2026Seasonal, Summer June – August 2026Compensation: $900 WeeklyABOUT THE PROGRAMAppleby College's Summer Boarding Program welcomesparticipants from around the world with diverse languages and backgrounds.Participants attend Appleby College to enhance their English...


  • Oakville, Ontario, Canada Merit for Training Full time

    Merit Ontariois a construction association supporting small to large construction companies with workforce needs across Ontario. Our talent specialists provide recruitment services and customized solutions to find quality candidates.Our member has been servicing commercial and industrial clients since 1964. Located inMilton, ON,our coverage area includes...

  • Sales Specialist

    7 days ago


    Oakville, Ontario, Canada Peel Car Sales Full time

    Company DescriptionPeel Car Sales is a trusted car dealership located in Oakville, dedicated to providing affordable vehicles to customers. Known for its focus on building strong customer relationships, Peel Car Sales stands out for its commitment to enhancing customer experiences. Our team works diligently to ensure customers find the right car that fits...


  • Oakville, Ontario, Canada Town of Oakville Full time

    Job DetailsPermanent Full Time (CUPE 1329)Posting StatusOpen to all current Town of Oakville employees and external applicantsClosing DateApplications for this position must be received at by no later than 11:59 p.m. onJanuary 11, 2026.This job posting is for an existing vacancy and therefore will be filled accordingly.Please note: Candidates chosen for an...


  • Oakville, Ontario, Canada Euna Solutions Full time

    The OpportunityThe role of the Technical Solution Specialist is to work with multiple project stakeholders to effectively gather and document requirements, then configure, test, and train on the solution as it relates to the implementation of our product, Euna Grants. The role plays a key part in customer discovery and refinement, user acceptance testing,...


  • Oakville, Ontario, Canada Euna Solutions Full time

    The OpportunityThe role of the Technical Solution Specialist is to work with multiple project stakeholders to effectively gather and document requirements, then configure, test, and train on the solution as it relates to the implementation of our product, Euna Grants. The role plays a key part in customer discovery and refinement, user acceptance testing,...