Hospitality Technology Trainer

High Five is partnering with a global hospitality technology company that is transforming legacy systems in the hotel industry and introducing AI-driven features to enhance daily operations and the guest experience.

Their team includes Founders and Executives from many of the worldʼs most iconic brands, including Ritz Carlton, Four Seasons and InterContinental. We are funded by several of Silicon Valleyʼs most legendary investors as well as highly respected investors from around the world.

About the Role The Launch Specialist should be a driven, organized, and innovative professional who has the ability to quickly learn and deeply understand the platform, and translate that understanding into successfully training Hotel teams. You will prepare and deliver training, assist our Partners in troubleshooting, and serve as the crucial link to delivering a white-glove, user-empathetic experience.

Responsibilities Effectively deliver engaging technology training sessions, whether in person or remotely with genuine kindness, compassion and respect. Prepare training materials and tailor training sessions accordingly to Hotel Department teams and roles. Ensure quality and consistency of course content. Assess Hotel team membersʼ training needs and proficiency, and provide ways to further support their learning retention. Provide professional help desk support, including track help desk requests and troubleshoot reported Partner issues. Resolve reported Partner issues or complete requests in a timely manner. Escalate Partner issues for additional troubleshooting and resolution to the Engineering team as needed.

Qualifications Excellent communications skills both written and verbal with the ability to explain our technology platform to any level of Hotel team member. Must be able to judge how well the Hotel team is absorbing the material and adjust accordingly in the moment to ensure they walk away with true mastery of KYC within their roles. A genuine, deep love for our hotel clients (we treat everyone as equal human beings, regardless of General Manager or Room Attendant) with a high level of empathy and compassion that can be felt by everyone around. Exceptional active listening skills, to include asking appropriate questions to improve understanding and/or help diffuse situations. High level of integrity 24/7 and behavior with respect towards our Hotel Partners, with kindness and patience, using Forbes 5 Star language standards. Thrive in a fast-paced, rapidly changing environment, maintaining an optimistic outlook with the ability to handle last-minute changes comfortably. Effectively troubleshoot and resolve user issues in a timely manner. The ability and willingness to communicate clearly, consistently and effectively within our team and to our Partners, via in-person meetings, phone calls, emails and messaging platforms such as Whatsapp. High levels of self-awareness, self-motivation and is a self starter as part of a remote team. Unwavering commitment to upholding KYCʼs Gold standard of extraordinary Client experience; ensure all team members thoroughly understand and embrace the KYC culture and hold all team members accountable to our standard. Highly organized and detail-oriented with a proactive approach to work, taking initiative and working efficiently with minimal direction. Maintain a high level of professional integrity and confidentiality.

Required Skills BS/BA degree or equivalent years of experience. Fluent in English and at minimum one additional language (Spanish, Mandarin and Cantonese are strongly preferred). Strong presentation and public speaking skills. This position requires heavy traveling around the world, and valid travel documents are required.

Preferred Skills Hotel/Hospitality operations background Customer service Experience working in a tech/startup environment