Temp Recruiter (remote)

NOTE: This is a FULLY remote role, but the candidate must be within North America EST or CST time zones to collaborate with their team, peers, and internal customers. 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. As an Enterprise Onboarding Specialist, you will lead complex onboarding implementations for large and strategic customers. You will act as the primary implementation partner during onboarding, guiding customers through a structured milestone-based rollout designed to support successful platform adoption and onboarding completion.

This role combines project management, customer consulting, stakeholder alignment, and solution enablement. You will collaborate closely with Sales, Customer Success, Product, and Technical teams to ensure Enterprise customers successfully transition onto the Hostaway platform.

You will also travel occasionally to support onsite onboarding workshops, kickoff sessions, and implementation alignment meetings with strategic customers.

Lead end-to-end onboarding implementations for Enterprise customers from kickoff through successful completion.

Serve as the primary point of contact and trusted advisor for Enterprise stakeholders throughout onboarding.

Build and execute milestone-based onboarding plans aligned to customer goals, timelines, technical requirements, and rollout strategy.

Manage onboarding timelines, dependencies, risks, stakeholder expectations, and implementation visibility across systems such as Salesforce and Rocketlane.

Align Hostaway capabilities to customer workflows and business objectives to drive successful adoption.

Coordinate cross-functional implementation activities with Sales, Customer Success, Product, and Support teams.

Deliver tailored onboarding workshops, training sessions, and solution walkthroughs for customer teams and leadership.

3 to 5+ years experience in SaaS onboarding, implementation, or project management roles supporting mid market or Enterprise customers

Strong project management skills with experience coordinating multi-stakeholder implementations

Experience working with complex customer environments and cross-functional decision makers

Excellent communication, facilitation, and executive level presentation skills

Ability to manage multiple concurrent onboarding implementations with competing priorities

Experience delivering structured onboarding or implementation frameworks

Willingness to travel occasionally for onsite customer onboarding engagements

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. 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. 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. 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).

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