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Hospitality Training Manager (Learning & Development Manager)

Hospitality Training Manager (Learning & Development Manager)

KasaChicago, IL, US
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Job Description

Job Description

About Kasa

Kasa is the leading tech-enabled hotel and apartment hotel brand and manager. Kasa has built a hospitality operating system that fundamentally improves the profitability of hospitality assets while delivering a high quality, digitally forward experience to guests. We partner with owners of multifamily and boutique hospitality properties to deliver stylish, professionally managed accommodations to business and leisure travelers alike. We took the best that hotels and short-term rentals had to offer and created a new class of hospitality that is well-priced, reliable, and offers a large selection of great locations.

Unlike traditional hotel operators, we prioritize automation, AI-driven pricing, and data-driven decision-making to optimize revenue and improve guest experiences.

Job Description

Job Title : Hospitality Operations Training Manager

Location : Remote with 25-35% travel for up to 2 weeks on the road at a time.

About the Role

We are seeking a Hospitality Operations Training Manager to build and scale Kasa's learning and development programs that equip our on-site teams and managers to deliver operational excellence. This role sits at the intersection of training design, program management, and measurement—ensuring that every new product launch, operational update, and brand standard is translated into clear, effective learning pathways.

The Training Manager will act as both a program builder and execution partner : developing scalable training systems, embedding accountability mechanisms, and continuously improving training based on data and feedback. Modeled after best-in-class practices at leading technology and operations companies, this role ensures Kasa's training function is proactive, metrics-driven, and strategically aligned with our business goals.

At Kasa, one of our core values is being a Hall of Fame Host : delivering exceptional experiences and empowering our teams with the knowledge, confidence, and tools they need to thrive.

Responsibilities Training Design & Content Development

  • Develop centralized training programs and assets (e-learning modules, playbooks, video content, quick reference guides, simulations, SOPs) to support both onboarding and ongoing development.
  • Translate product rollouts and operational initiatives into structured training campaigns with clear timelines, ownership, and reinforcement strategies.
  • Build scalable, tech-enabled training content that can be added to our LMS platforms and internal knowledge bases to ensure consistent training across teams and geographies.

Program Management & Delivery

  • Manage end-to-end training programs as "products," including needs assessment, design, launch, and adoption.
  • Establish a repeatable framework for training delivery, ensuring operational leaders know when and how to deploy content to their teams.
  • Partner cross-functionally with Product, Operations, Trust & Safety, and Hospitality leadership to anticipate training needs and align program rollouts.
  • Deliver high-impact live training sessions (virtual and on-site) while enabling managers and trainers to deliver ongoing reinforcement.
  • Measurement & Continuous Improvement

  • Define KPIs for training effectiveness (completion rates, assessment scores, behavior adoption, guest experience metrics, and operational KPIs).
  • Build dashboards and reporting mechanisms to measure progress and identify gaps.
  • Use data and learner feedback to iterate content and programs, and intervene quickly where training impact is lagging.
  • Benchmark training programs against industry best practices from technology and operations leaders to ensure relevance and innovation.
  • Stakeholder Enablement & Reinforcement

  • Serve as a strategic partner to property managers and leaders, providing coaching and playbooks for reinforcing learning.
  • Establish accountability loops for training completion and behavior adoption, ensuring training is not only completed but applied.
  • Create "train-the-trainer" programs to scale impact and empower on-site leaders to own learning outcomes.
  • Maintain an accessible library of evergreen resources for ongoing reference and self-service learning.
  • Qualifications

    Experience :

  • 5+ years in Learning & Development, Program Management, or Operations Training in hospitality, retail, or high-growth technology environments.
  • Proven success in building and scaling learning programs across distributed or frontline teams.
  • Enjoyment in researching various learning & development theories and applying them to maximize impact
  • [Bonus] 1+ year experience in training teams remotely through e-learning with limited access to onsite training
  • Attributes :

  • Learning Program Builder : Comfortable owning training end-to-end like a product — from ideation through measurement.
  • Metrics-Oriented : Obsessed with outcomes and impact; can connect learning KPIs to business performance.
  • Strategic Partner : Skilled at stakeholder management, translating operational needs into training solutions, and influencing adoption.
  • Exceptional Communicator : Strong at simplifying complex concepts, creating engaging content, and inspiring confidence in learners at all levels.
  • Adaptable : Thrives in fast-changing environments, iterating quickly while maintaining a high bar for training quality.
  • Requirements :

  • Strong content editing ability with to work with tools like Canva, and ElevenLabs.
  • Ability to travel 25–35% of the time to support major launches, rollouts, or in-person facilitation.
  • Strong familiarity with hospitality operations, including PMS, POS, and workforce management systems.
  • Commitment to embedding training as a lever for both guest satisfaction and operational excellence.
  • Who We Are

    Kasa is the leading tech-enabled hotel and apartment hotel brand and manager. Kasa has built a hospitality operating system that fundamentally improves the profitability of hospitality assets while delivering a high-quality, digitally forward experience to guests. We partner with owners of multifamily and boutique hospitality properties to provide stylish, professionally managed accommodations to business and leisure travelers. We took the best that hotels and short-term rentals had to offer and created a new class of hospitality that is well-priced, reliable, and offers a large selection of great locations!

    Behind the scenes, we build technology that combines with our innovative operations to grow a globally scalable offering that delivers high-quality stays to guests. Our guests enjoy seamless check-ins, caring service, and attractive amenities. If anything comes up, our on-site and remote guest experience team is available throughout their stay, ensuring our hospitality is rarely seen but always felt.

    Kasa is an Equal Opportunity Employer. We do not discriminate based on race, religion, color, sex, gender identity, sexual orientation, age, non-disqualifying physical or mental disability, national origin, veteran status, or any other basis covered by law. All employment is decided based on qualifications, merit, and business need.

    Kasa is an E-Verify participant. We will verify the identity and employment eligibility of all persons hired to work in the United States by matching information employees provide on the Form I-9 against records available to the Social Security Administration (SSA) and the Department of Homeland Security (DHS). You may find more information here and here .

    Kasa does not accept unsolicited resumes from individual recruiters or third party recruiting agencies in response to job postings. No fee will be paid to third parties who submit unsolicited candidates directly to our hiring managers or People & Talent team.

    The Kasa Talent Acquisition team will only communicate from email addresses that use the URLs kasa.com and us.greenhouse-mail.io . We will not use apps such as Facebook Messenger, WhatsApp, or Google Hangouts for communicating with you. We will never ask you to send us money or technology to work for our company. If you believe you are a scam victim, please review your local government consumer protections guidance and reach out to them directly. US-based applicants may refer to this article from consumer.ftc.gov for more details.

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