Pilot - Captain – Challenger 300 – YYZ

Mississauga, ON
On-site
Posted Oct 9, 2026
1 position

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Employment type: Full-time
Experience level: Lead · 10+ years
Minimum education: Professional degree
Posting language: English
Working hours: 40 hours per week
Seniority: Mid-Senior level

Job summary

Command Challenger 300 flights from Toronto, ensuring safe operations and supporting daily operational activities on reserve days. Coordinate with flight operations and sales, provide exceptional client service, promote team collaboration, and complete monthly training and other assigned duties.

Job details

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. What You’ll Do Act as a Captain on the Challenger 300 aircraft in Toronto Ensure flights are conducted in a safe manner Support daily operation activities on available reserve days Liaise with Chartright’s Flight Coordination Centre and Sales to ensure all operational and service requirements are delivered Foster an environment of collaboration and encourage an atmosphere where co-workers can share ideas, improvements and solutions Provide direct customer service to clients contributing to their exceptional client experience Perform monthly training courses and other duties as required What You Bring Canadian Airline Transport Pilot License (ATPL) Group 1 Multi-Engine IFR Valid Transport Canada Medical Canadian Radio Telephone License Minimum of 5000 hours total flight time Minimum 1000 hours PIC in a multi-engine aircraft (turbine time preferred) Ability to lift up to 60 Ibs Hands-on experience with flight management systems and glass cockpits Strong understanding of aviation weather, airport performance, flight plan calculations, fuel planning, weight and balance Expert knowledge of the Canadian Aviation Regulations (CARs) and SMS safety practices A positive mindset with the strong ability to work collaboratively and effectively build relationships across the organization Strong written and verbal communication skills Exceptional client service, organization and prioritization skills Ability to work a flexible schedule to support clients’ needs 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 HR@chartright.com . ✈ 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.

What you’ll do

Requirements

Requires a Canadian ATPL, Group 1 Multi-Engine IFR qualification, valid Transport Canada medical, Canadian Radio Telephone License, at least 5,000 total flight hours, and at least 1,000 hours of multi-engine PIC time; turbine experience is preferred. Candidates should have strong knowledge of aviation operations, Canadian Aviation Regulations, and safety practices, along with effective communication, collaboration, client service, and schedule flexibility.