Training Associate, Client Services

Join a Team That’s Going Places.

Chartright Air Group is an innovator within the Canadian aviation industry, offering tailored private jet charter, turn-key aircraft management, aircraft maintenance and FBO services. Our commitment to safety, customer service, and operational excellence has established us as the leading provider of private jet service in Canada.

For over 35 years, we've built a reputation for safety, service excellence, and innovation. Our passionate team of enthusiastic aviation professionals thrive in a fast-paced, customer-driven environment where continuous improvement is encouraged and celebrated.

Role Overview:

The Training Associate, Client Services is responsible for preparing and supporting client-facing Client Services and Operations employees to perform their roles confidently, consistently, and in alignment with Chartright’s client service and operational standards. This role delivers structured onboarding, job-specific and systems training, coaching, and ongoing knowledge reinforcement. Working closely with leaders and subject matter experts, the Training Associate helps ensure employees understand the full client journey, internal processes, service expectations, and quality standards required to deliver seamless support to aircraft owner-clients and other client stakeholders.

What You’ll Do:

• Deliver structured onboarding and job-specific training for new and existing client-facing Client Services and Operations employees.
• Train client-facing employees on client service standards, client communication, portfolio support, internal workflows, and cross-functional coordination with Flight Coordination, Maintenance, Sales, Finance, and other stakeholders.
• Provide hands-on instruction in required systems and tools, including Avianis, SalesForce, client portals, reporting tools, and Microsoft Office applications.
• Use practical scenarios, shadowing, demonstrations, and guided practice to build role readiness.
• Explain role responsibilities related to trip support, invoicing review, reporting, budget support, crew coordination, urgent situations, and client meetings.
• Reinforce confidentiality, regulatory requirements, documentation standards, and professional communication expectations.
• Assess training progress through observation, knowledge checks, practical exercises, and documented competency reviews.
• Provide timely, constructive coaching and identify additional training or reinforcement needs.
• Conduct follow-up training and refresher sessions to address performance trends, process changes, and recurring service issues.
• Develop and maintain training plans, job aids, standard operating procedures, checklists, reference materials, and knowledge assessments.
• Gather feedback and identify opportunities to improve training effectiveness, standardize workflows, and strengthen service consistency.
• Maintain accurate training records and provide progress updates to Client Services leadership.
• Lead or participate in related Client Services training, quality, and operational initiatives as assigned.

What You Bring:

• Post-secondary diploma or degree in Business, Aviation, Adult Education, Training and Development, Communications, or related field. An equivalent combination of education and relevant experience may be considered.
• Three or more years of relevant experience in client services, aviation operations, training, onboarding, or a related environment.
• Previous experience in client-facing, owner services, aviation operations, training, facilitation, or coaching job performance is strongly preferred.
• Ideal candidates will have experience in both flight coordination and client relationship roles, with a strong understanding of the enterprise mindset needed to balance client needs, operational realities, and cross-functional business priorities.
• Strong facilitation, coaching, and presentation skills, with the ability to explain complex operational information clearly and adapt training to different learning styles and experience levels.
• Strong knowledge of client service practices and aviation operations, with the practical judgment required to train employees on routine responsibilities and complex service situations.
• Clear, professional written and verbal communication, strong listening skills, and the ability to provide respectful, actionable feedback.
• Strong observation, assessment, problem-solving, planning, documentation, time management, and relationship-building skills.
• A calm, organized, patient, and professional approach, with the ability to manage multiple trainees and priorities in a fast-paced environment.
• Proficiency in scheduling and operational software such as Avianis and SalesForce is preferred.
• Advanced Microsoft Office skills, including Outlook, Word, PowerPoint, and Excel. Experience with learning management systems or other digital training tools is considered an asset.

Additional Requirements:

• Ability to work from Chartright’s Mississauga location (YYZ)
• A valid Ontario driver’s license and Toronto Pearson Restricted Area Identity Card (RAIC) are considered assets but are not required.

Why Chartright?

• Make an Impact: Help shape the future of a growing aviation company.
• Be Part of a Winning Team: Work with talented professionals who value collaboration and excellence.
• Drive Change: Contribute to our ongoing transformation and growth, using your unique skills to improve processes and deliver results.
• Grow Your Career: Access opportunities for personal and professional development.
• Competitive Benefits: Enjoy a competitive compensation package, including 100% company-paid extended health and dental coverage.
• Employee Perks: We offer a variety of partnerships, offering discounts for employees and their families.
• Plan Ahead: Benefit from our generous RRSP/DPSP matching program.

Our Values in Action:

❤️ We Love What We Do
Passionate about aviation, we craft exceptional experiences with precision and pride.

🔍 We Explore with Intention
We are energized by the pursuit of better. With curiosity and purpose, we seek new ideas, challenge assumptions, and continuously improve how we serve our clients and each other.

🤝 We Are a Team
We are a coordinated and resourceful team that embraces a healthy debate culture, encouraging open dialogue and diverse perspectives.

🎯 We Are Client‑Driven
We strive to anticipate and exceed client expectations, internally and externally, delivering personalized, seamless journeys that create lasting impressions.

🌱 We Grow Together
We are committed to continuous growth - for our people and our organization. We invest in learning, embrace challenges as opportunities, and celebrate developing talent from within.

Diversity & Inclusion:

We respect and value the diversity of our people. We strive to create an environment where employees can be themselves and where our differences are celebrated. We welcome all applicants and encourage individuals who identify with any of the protected grounds under the human rights legislation to apply to any open role.

We are committed to fair and equitable hiring practices; our hiring and selection process is conducted in accordance with all employment legislation and the Human Rights Code of Canada. If you require accommodation during the hiring and selection process, please advise the recruiter or contact [email protected].

✈Ready to take off with us? Apply today and help shape the future of aviation.
We thank all applicants for their interest. Only those selected for an interview will be contacted.