Learner Success & Enrolment Director - Ontario Hybrid (GTA)

About Us

Real Estate Education, a division of Career College Group, is proud to be one of the RECO-designated providers delivering real estate education across Ontario. Backed by more than two decades of experience in post-secondary education, we are committed to delivering high-quality, learner-focused training that prepares Learners to thrive in today’s real estate industry.

We're growing fast — and we’re building a support team that will lead with empathy, sell with integrity, and scale with purpose.

About The Role

We’re looking for a Learner Success & Enrollment Lead to champion our learner support and enrollment operations. This is a rare opportunity to step into a builder role — you’ll be the first point of contact for prospective and current learners, setting the tone for how we engage, support, and enroll Learners.

This is not a back-office role — you’ll be on the front lines, personally answering calls, texts, emails, and chats while building out the systems, playbooks, and team that will scale with our growth.

What You’ll Do

• Guide Prospective Learners: Lead the enrollment journey, helping Learners understand their options and supporting them from inquiry to program start.
• Support Active Learners: Provide assistance on academic issues, basic technical support, and general questions to ensure learners stay on track and feel supported.
• Lead the Support Centre: Lead and manage communications, workflows, scripts, and systems that scale while keeping the human touch.
• Lead the Team: As the division grows, hire and mentor support staff, setting performance goals and fostering a learner-first, results-driven culture.
• Leverage Tech: Use CRM and communication platforms to streamline operations while boosting Learner engagement.
• Drive Metrics: Track KPI’s like inquiry-to-enrollment conversions, response times, and satisfaction scores — and take action to improve them.
• Collaborate Cross-Functionally: Work closely with admin, education, marketing, and tech teams to ensure a consistent, high-quality learner experience.
  
  

What You Bring

• 3–5 years in admissions, sales, or enrollment management, ideally in education, real estate, or a service-oriented industry.
• Proven success in driving performance and building relationships with prospective clients or Learners.
• Previous leadership experience — formal or informal — with a desire to grow and coach others.
• A builder mentality: eager to take initiative, create processes, and improve daily.
• Strong communicator across all channels: phone, email, text, chat, video.
• Tech-savvy with experience using CRM and/or SIS tools and learner management platforms. (experience with Canvas by Instructure an asset)
• Passion for helping others, and the ability to maintain a high-performance mindset rooted in empathy and trust.
  
  

Why Join us?

• Help shape a new division with a meaningful mission — learner-first, community-rooted, and growth-focused.
• Work with a leadership team that lives by the 5C’s: Character, Connection, Communication, Consistency and Competence.
• Opportunity to build your own team and systems with the support of a well-established education group.
• Competitive salary, benefits, and career advancement potential.
  
  

Let's build something great - together!