Software Trainer

Position Overview

We are seeking an experienced Application Consultant / Trainer with a strong background in hospitality operations and Property Management Systems (PMS) to support large-scale system implementations across hotels, resorts, and hospitality organizations.

This role focuses on end-user training, operational consulting, go-live support, and user adoption rather than technical system configuration. The ideal candidate combines hands-on hospitality operational experience with the ability to effectively train hotel staff, reinforce best practices, and support successful technology deployments in fast-paced environments.

Pay: $38.00 - $43.00 per hour

Key Responsibilities

• Deliver instructor-led and hands-on end-user training during PMS implementation projects.
• Support property teams through go-live events, ensuring a smooth transition to new systems and processes.
• Train users on PMS workflows, operational procedures, and hospitality industry best practices.
• Provide on-site consultation and support during implementation, stabilization, and adoption periods.
• Work closely with hotel management, front office, housekeeping, finance, and operational teams to ensure successful implementation outcomes.
• Assist with hospitality technology deployments across a variety of hospitality organizations and property types.
• Identify operational challenges and recommend workflow improvements that maximize system utilization.
• Serve as a trusted advisor to property teams throughout implementation and post-go-live support activities.
• Document training outcomes, user feedback, and adoption progress.

Required Qualifications

• 3+ years of experience in hospitality operations, hospitality technology, or PMS consulting/training.

• Strong understanding of hotel operations, including:

• Reservations

• Guest check-in and check-out

• Revenue transactions and folio management

• Night audit and financial reconciliation

• Housekeeping operations

• Experience delivering training, coaching, or operational support to hospitality teams.

• Strong presentation, communication, and facilitation skills.

• Ability to work independently and effectively in dynamic customer environments.

• Willingness and ability to travel extensively for implementation and go-live events.

• Ability to work intensive deployment schedules, including multi-day implementation events requiring extended work hours.

Preferred Qualifications

• Experience as a:

• Application Consultant

• Hospitality Trainer

• PMS Trainer

• Implementation Consultant

• Hospitality Operations Consultant

• Customer Success Specialist

• Application Support Specialist within hospitality technology

• Experience supporting hotels, resorts, casino resorts, or other hospitality operations.

• PMS certifications or completion of recognized hospitality technology training programs.

• Prior experience supporting enterprise software adoption and change management initiatives.

• Bachelor's degree in Hospitality Management, Business, Information Systems, or a related field preferred.

Preferred Experience

• Experience working with Property Management Systems (PMS) and hospitality software platforms.
• Understanding of hospitality technology implementation methodologies and user adoption strategies.
• Experience conducting classroom, virtual, and on-site training sessions.
• Strong troubleshooting and customer-facing consulting skills.

Work Environment & Travel Expectations

This position requires significant travel to customer locations for training, implementation, and go-live support activities. Candidates should be comfortable working on-site for extended implementation events, often requiring consecutive travel weeks and flexible scheduling to support customer operations.

Ideal Candidate Profile

The ideal candidate is a hospitality professional who understands hotel operations, enjoys working directly with customers, and excels at training end users on new technology. You should be comfortable in a highly visible role, capable of building relationships with operational teams, and passionate about helping organizations successfully adopt hospitality technology solutions.

Kavaliro provides Equal Employment Opportunities to all employees and applicants. All qualified applicants will receive consideration for employment without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws. Kavaliro is committed to the full inclusion of all qualified individuals. In keeping with our commitment, Kavaliro will take the steps to assure that people with disabilities are provided reasonable accommodations. Accordingly, if reasonable accommodation is required to fully participate in the job application or interview process, to perform the essential functions of the position, and/or to receive all other benefits and privileges of employment, please respond to this posting to connect with a company representative.

Job Requirements

Remote