Educator Training & Platform Success Lead

Jobtailor; Toronto; Hybrid; CAD 60,000 - 85,000; Full time

Job summary

Jobtailor is seeking an Ontario Certified Teacher to lead Edwin Academy training, schedule live sessions, publish modules, and provide on-demand support to educators across the GTA. You will train Edwin Educators on Edwin, easyCBM, CCAT, and related platforms, coordinate freelance Classroom Success Educators, and tailor presentations for in-person or online delivery.

This role combines instructional leadership with logistics, requiring travel across the GTA, strong communication, and a

Qualifications

• Ontario Certified Teacher
• Experience training, mentoring, or coordinating educators or freelancers is a plus
• Exemplary presentation skills
• Strong time management and multitasking ability
• Customer-focused approach with urgency and results
• Strong attention to detail and communication skills
• Willingness to travel across the GTA for schools
• Ability to present in person and online after hours

Responsibilities

• Own day-to-day operation of Edwin Academy scheduling, live sessions, and support triage
• Lead training for Edwin Educators on Edwin and assessment platforms, presentation techniques
• Deliver and facilitate virtual and in-person training on Edwin, easyCBM, CCAT, and other platforms
• Source, train, schedule, and assign freelance Classroom Success Educators
• Manage custom requests for enterprise board adoptions with Success Leads
• Identify low-usage schools and proactively offer support and PD
• Monitor site-based adoption health scores and improve engagement
• Maintain and update presentation templates to reflect updates and standards
• Support the Edwin Community of Expert Educators and identify super-users
• Organize and manage the Acuity scheduling platform
• Support planning, creation, and production of national live lessons
• Respond to escalated or sensitive teacher inquiries and elevate as needed
• Surface trends from educator interactions and session feedback for reporting and strategy

Skills

Presentation Skills

Time Management

Organization

Verbal Communication

Written Communication

Collaboration

Technology Skills

Freelance Coordination

Platform Management

Education

Ontario Certified Teacher

Tools

Acuity Scheduling Platform

Edwin

EasyCBM

CCAT

Job description

Jobtailor is seeking an Ontario Certified Teacher to lead Edwin Academy training, schedule live sessions, publish modules, and provide on-demand support to educators across the GTA. You will train Edwin Educators on Edwin, easyCBM, CCAT, and related platforms, coordinate freelance Classroom Success Educators, and tailor presentations for in-person or online delivery.

This role combines instructional leadership with logistics, requiring travel across the GTA, strong communication, and a