Job Details - Find Your Perfect Career Opportunity

About Pickyourtrail

Pickyourtrail (PYT) is an expert co-creator of super hit customised holidays. We help travellers plan personalised international holidays with ease, backed by exceptional service and destination expertise. Join us in shaping the future of travel while building meaningful careers.

Why Join Us?

• Own a high-impact function that directly influences sales performance and customer experience.
• Work with passionate teams across Sales, HR, Product, and Operations.
• Experiment, build, and innovate in a fast-growing travel-tech company with a strong learning culture.

About the Role

We're looking for a Trainer to own training for our customer-facing Sales teams. From onboarding every fresher batch to driving continuous learning for experienced teams, you'll build engaging learning experiences that improve sales capability and business outcomes. This role requires strong stakeholder management, seamless coordination across teams, and a passion for creating scalable learning initiatives.

What You'll Do

• Own end-to-end onboarding and training for Sales fresher batches.
• Deliver functional, behavioural, and customer-facing sales training.
• Design learning content, assessments, playbooks, and training modules.
• Partner with Sales, HR, Product, Operations, and Quality teams to identify learning needs.
• Coordinate multiple onboarding batches and training calendars across stakeholders.
• Drive refresher programs and capability-building initiatives for existing teams.
• Analyse training effectiveness and recommend improvements.
• Introduce new learning initiatives, tools, and best practices to enhance training outcomes.
• Track learning metrics and share actionable insights with stakeholders.
• Ensure a seamless learning experience from onboarding to continuous development.

What We're Looking For

• 2–5 years of experience in Learning & Development or Sales Training.
• Experience training customer-facing or sales teams.
• Excellent facilitation, communication, and presentation skills.
• Strong stakeholder management and project coordination abilities.
• Analytical mindset with a focus on continuous improvement.
• High ownership, attention to detail, and execution excellence.
• Comfortable working in a fast-paced startup environment.
• Willingness to work on Saturdays if business training requires.

Nice to Have

• Sales or Customer Experience training experience
• Exposure to LMS or digital learning platforms
• Strong training analytics and reporting skills
• Experience in travel, hospitality, or customer-centric industries