Team Lead, Sales

At Fresh Tracks Canada, we craft tailor-made Canadian vacations for people from all over the world. Since 1996, our team of Canadian Insiders have helped our customers plan their vacations and enjoy life-changing travel experiences.
ABOUT THE ROLE
Fresh Tracks Canada is looking for a Sales Team Lead to help scale and support a high-performing sales organization through its next phase of growth.
This is not a traditional people-management role. The Sales Team Lead acts as a coach, operational expert, trainer, problem-solver, and trusted resource for the sales team. The role bridges the gap between frontline sales execution and leadership, helping agents navigate processes, systems, technology, product knowledge, and client scenarios while contributing to broader organizational initiatives.
As our sales organization continues to grow, we are looking for someone who thrives in a fast-paced environment, enjoys helping others succeed, and can balance day-to-day support with longer-term process improvement and operational excellence.
Salary Range: $70,000 CAD annually, plus sales commission, based on experience and qualifications.
RESPONSIBILITIES
Sales Team Support & Coaching
Serve as a primary point of contact for sales agents requiring support with product knowledge, processes, systems, trip builds, pricing, and booking workflows
Provide ongoing coaching through call reviews, side-by-side support, and skill development conversations
Help agents strengthen consultative selling skills, value proposition delivery, objection handling, and closing techniques
Support performance improvement initiatives and reinforce best practices across the team
Assist with escalated client situations and internal problem-solving
Training & Enablement
Support onboarding and training of new sales team members
Reinforce adoption of sales processes, systems, and tools
Assist in developing, maintaining, and improving training content, documentation, and learning resources
Identify coaching and development opportunities across the team
Contribute to ongoing sales enablement initiatives that improve team effectiveness and performance
Operational Excellence
Support daily operational troubleshooting and help identify practical solutions to recurring challenges
Assist with process creation, process improvement, and documentation updates
Help maintain consistency across sales workflows and operational standards
Participate in testing, rollout, and adoption of new systems, tools, and technology enhancements
Act as a subject matter expert for key sales processes and systems
Cross-Functional Collaboration
Partner closely with Product, Operations, Marketing, Finance, and Leadership teams
Help communicate operational changes, process updates, and new initiatives to the sales team
Participate in cross-functional projects and provide frontline sales insights
Support organizational initiatives that improve efficiency, customer experience, and business performance
Leadership & Team Development
Foster a collaborative, positive, and accountable team environment
Support team engagement, morale, and culture-building initiatives
Help identify opportunities for growth and development within the sales team
Lead by example through professionalism, adaptability, and a solutions-oriented mindset
Act as a trusted resource and informal leader across the organization
REQUIREMENTS
Demonstrated experience in sales leadership, coaching, training, or team development
Strong ability to build credibility and influence without relying solely on formal authority
Experience supporting teams in a fast-paced, customer-focused environment

Employment type
Full-Time

Work arrangement
No