Enablement Trainer - 100% Remote - Europe

NOTE: This is a FULLY remote role, but the candidate must be based in Europe to collaborate with their team, peers, and internal customers. You do not have to be in the specific country or city shown in this listing, but please only apply if you are physically based within Europe.

Trusted by 20,000+ property managers worldwide, Hostaway is an industry leading, AI-powered vacation rental management platform designed for professional short-term rental operators. Hostaway brings everything together for greater efficiency and faster growth.

Profitable, high-growth, and the first short-term rental Property Management Software unicorn 🦄. Join us at our most exciting stage yet! Learn more about our recent valuation and story here .

About the role

We’re looking for an experienced and passionate Sales Enablement Trainer, EMEA to elevate the performance of our EMEA Sales team through impactful training and coaching.

This role will initially focus on onboarding and developing Sales Development Representatives across the EMEA region. Within the first six months, responsibilities will expand to include onboarding and ongoing development for Account Executives .

The ideal candidate is professionally fluent in English and French , with the ability to read, write, and deliver training in both languages. Spanish proficiency is a bonus.

As part of the Global Enablement team, you’ll work closely with sales leadership and cross-functional partners to drive training consistency, accelerate ramp-up time, and foster a culture of continuous improvement and excellence.

Key Responsibilities

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Deliver engaging virtual and live training, including role-plays, call coaching, and workshops to strengthen sales skills across SDRs, AEs, and global teams.

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Co-own and lead new hire onboarding, ensuring rapid ramp-up on Hostaway’s tools, processes, culture, and value propositions.

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Partner with sales leaders to identify performance gaps, reinforce key sales behaviors, and align training priorities.

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Manage and evolve enablement content, playbooks, and resources to stay aligned with product updates and evolving sales strategies.

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Conduct assessments, live listening sessions, and provide actionable feedback to measure retention and improve performance.

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Drive collaboration across sales, marketing, and operations to build scalable learning programs and support pipeline generation.

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Champion a culture of continuous learning, curiosity, and accountability that empowers reps to deliver personalized solutions and exceed targets.