[Hiring] Training Specialist @Transit Technologies

Role Description

TripMaster has an opening for an Implementation Specialist. This is a great opportunity for someone who wants to work for a high-growth software company with a product that benefits communities throughout the country. Being able to make a positive difference in people’s lives while collaborating with a supportive team is a rare find!

• Deliver exceptional, on-site training and online sessions, including classroom instruction, one-on-one coaching, and webinars
• Develop customer training schedules and coordinate all associated logistics, including set-up of facility, communications with attendees and more
• Work closely with both the clients and CTS Software’s Sales Team to measure satisfaction with current training programs and to sell additional training
• Maintain ongoing communication with support and sales regarding customer status in training, changes in curriculum and training materials, data, and product features and functionality covered within the curriculum
• Update Finance and the Client Support Specialist as needed
• Assess training needs of clients, adjust training delivery based on their needs and design surveys to measure training effectiveness
• Assist Technical Support and Sales when not involved with training
• Create/update training resources when required
• Participate in system testing

Qualifications

• Associates/Bachelor degree desired
• 1-5 years experience delivering training sessions, in classroom settings, virtual classroom settings and via web-conferencing tools
• Advanced PC literacy and technical experience with web-based systems
• Experience with troubleshooting and providing technical support
• Ability to travel up to 25%
• Exceptional communication skills, with the ability to communicate effectively at all levels
• Proven ability to work independently in a fast-paced environment while managing multiple projects
• Excellent organizational skills
• Access to a work location conducive to productivity and comfortable with a remote role

Benefits

• Opportunity to work in fast-paced environments where you can take ownership and see projects through from start to finish
• Be the bridge between promise and delivery — turning signed agreements into successful system launches and confident, capable clients
• Guide clients through implementation, configuration, and go-live, ensuring a smooth transition from purchase to full utilization
• Translate requirements into practical system setups, lead training sessions, and serve as a trusted advisor during the critical early stages of the client relationship
• Your work will directly influence adoption, retention, and overall client experience — setting the foundation for long-term partnerships and measurable results