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

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

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

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

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

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

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

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

• Deliver engaging virtual and live training sessions in English and French, including role-plays, call coaching, certifications, and workshops.

• Own and lead new hire onboarding for EMEA SDRs, ensuring rapid ramp-up on Hostaway’s products, tools, processes, culture, and value proposition.

• Expand onboarding and ongoing development programs to support EMEA Account Executives within the first six months.

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

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

• Conduct assessments, live listening sessions, and provide actionable coaching to improve performance.

• Collaborate across Sales, Marketing, Product, and Revenue Operations to build scalable learning programs.

• Support occasional global training initiatives across North America, LATAM, and APAC as business needs evolve.

• This role requires the ability and willingness to travel domestically and internationally, including to leadership meetings, company offsites, customer events, and sales kickoffs in the United States and across Europe. Travel is expected to be approximately 10–25% depending on business needs.

What we offer

• Competitive Compensation: We offer competitive pay based on market rates in the country of the applicant.

• 100% Remote: Enjoy the freedom to work from anywhere within your country of residence—be it a co-working space, your home office, or even your dining room table. The choice is yours. Just don’t ask to work in our office (we don’t have one).

• Equity: Every role in our company comes with valuable stock options in a fast-growing and profitable company. This ensures we all share in the company’s success.

• Values-Driven Leadership: Our Core Values are not just words we’ve written to make us feel good. We leverage them daily when making strategic and tactical decisions.

• Professional Growth: Our rapid growth offers unparalleled learning and development opportunities, along with a multitude of career advancement opportunities.

• Annual Paid Leave: The specific amounts vary by country and are aligned with country and/or contract-specific norms.

• Geographic Specific Benefits: As an international employer, we offer different country-specific benefits such as Health Insurance and Pensions in countries where these perks are customary. The specifics depend on the country of the applicant.

• Dynamic Team Culture: As a global company with team members in over 40 countries, our diverse and international culture fuels our innovation and creativity, providing a key pillar to our success (and making it a lot of fun to work here).

Thank you for your interest. If you apply for this role, you will receive an email from our Talent Acquisition team after your application has been reviewed alongside the qualifications for this role and the qualifications of others who have applied.