Enablement Operations Specialist

NOTE: This is a fully remote role; however, candidates must be physically based in the United Kingdom, Spain, or France. This role supports the Global Enablement organisation and collaborates across multiple regions and time zones. The successful candidate should be flexible to support global business priorities, including occasional early morning or evening meetings. Travel may be required (approximately 10–20%) for company off-sites, Sales Kickoffs, leadership meetings, and strategic planning sessions.

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 a highly organised, systems-minded GTM Enablement Specialist to support the operational success of Hostaway's Global Enablement organisation.

Unlike traditional enablement roles focused on delivering training, this position is responsible for building and maintaining the operational foundation that allows enablement programs to scale efficiently across the business.

The GTM Enablement Specialist will own the day-to-day administration of enablement systems, documentation, workflows, learning operations, project coordination, and knowledge management while partnering closely with Sales, Revenue Operations, Product Marketing, Customer Success, and Product teams. This role will play a critical part in ensuring onboarding programs, certifications, product launches, learning assets, and enablement initiatives are delivered consistently and supported by scalable processes.

As part of the Global Enablement team, you'll help create the infrastructure that enables trainers, managers, and leaders to focus on developing people and driving business performance.

Key Responsibilities

• Own the operational execution of Global Enablement programs, ensuring onboarding, certifications, recurring initiatives, and strategic projects are delivered consistently and on schedule.

• Manage and optimize the Enablement technology ecosystem, including learning platforms, knowledge repositories, project management tools, and enablement resources to support a scalable learning environment.

• Design, document, and continuously improve enablement workflows, processes, and standard operating procedures (SOPs) that drive operational excellence, consistency, and scalability across the business.

• Partner cross-functionally with Sales, Revenue Operations, Product, Product Marketing, and Customer Success to coordinate enablement initiatives, support product launches, and improve organizational readiness.

• Own the governance of the Global Enablement knowledge base, ensuring learning content, playbooks, documentation, and resources remain accurate, accessible, and aligned with evolving business priorities.

• Develop and maintain enablement reporting and operational dashboards, providing leadership with actionable insights into program adoption, certification completion, operational health, and overall enablement effectiveness.

• Identify, recommend, and implement operational improvements that streamline workflows, reduce manual effort, and enhance the experience for learners, managers, and cross-functional stakeholders.

• Serve as the operational backbone of the Global Enablement organization, enabling Trainers, Managers, and Leadership to execute high-impact enablement programs through strong systems, processes, documentation, and operational support.

• 2–5+ years of experience in Enablement Operations, Sales Operations, Learning Operations, Program Coordination, Project Management, Revenue Operations, or a related operational role within a SaaS or B2B organisation.

• Experience supporting learning programs, onboarding initiatives, or operational enablement functions.

• Exceptional organisational and project management skills with the ability to manage multiple priorities simultaneously.

• Experience documenting workflows, processes, and standard operating procedures.

• Strong analytical mindset with experience using reporting to improve operational performance.

• Experience working with platforms such as Salesforce, Hubspot, Asana, Confluence, Gong, Articulate 360, LMS platforms, or similar enablement technologies.

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.