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Technical Support Manager - 100% Remote - Philippines

March 7, 2026

NOTE: This is a FULLY remote role, but the candidate must be within the Philippines 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. Hostaway brings everything together for greater efficiency and faster growth.

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

About the role

As a Technical Support Manager at Hostaway, you will lead a dynamic team of Technical Support Specialists (Tier 1 and Tier 2) dedicated to providing world-class assistance to our property managers. You will be responsible for managing high-volume ticket and call queues, maintaining our service level agreements (SLAs), and serving as the primary escalation point for complex technical issues.

This role is critical to ensuring our customers can effectively leverage Hostaway's full suite of tools, from our channel manager integrations with platforms like Airbnb, Vrbo, and Booking.com to our property management system and direct booking solutions.

Key Responsibilities

Team Leadership & Development: Manage, mentor, and coach a team of Technical Support Specialists to achieve and exceed monthly performance metrics and customer satisfaction goals. Foster a collaborative and high-performing team culture.
Queue & SLA Management: Oversee the efficient distribution and timely resolution of incoming support tickets via Zendesk, ensuring prompt initial responses and consistent follow-ups, especially during high-volume periods.
Technical Escalation Handling: Act as the primary point of contact for urgent or complex technical issues, including API synchronization discrepancies between Hostaway and major OTAs (e.g., Airbnb, Vrbo, Booking.com, Expedia), platform functionality bugs, and payment processing errors.
Cross-Functional Collaboration: Partner closely with the Product and Engineering teams to report bugs, advocate for new features based on customer feedback, and stay informed about the product roadmap to prepare the support team for upcoming changes.
Process Improvement & Optimization: Continuously identify bottlenecks in the support workflow and implement strategies to improve team efficiency. This includes developing internal documentation, knowledge base articles, and exploring opportunities for automation.
Quality Assurance: Regularly monitor ticket interactions and customer communications to ensure technical accuracy, a professional and helpful tone, and strict adherence to Hostaway’s communication standards.

Technical Expertise: Deep understanding of the SaaS technology landscape, including cloud infrastructure, API integrations, and third-party platform ecosystems (e.g., CRMs, ERPs, data analytics tools, and payment processors).
Leadership Experience: Proven track record of successfully managing and scaling technical support teams in a fast-paced SaaS or travel-tech environment.
Advanced Problem-Solving: Strong ability to diagnose and troubleshoot complex technical problems, such as data synchronization issues, attribute locking, reservation discrepancies, and payment processing errors.
Exceptional Communication: Excellent written and verbal English language communication skills, with a talent for explaining complex technical concepts clearly and patiently to non-technical users.
Tool Proficiency: Hands-on experience with modern support tech stacks, including Zendesk, Slack, and CRM systems. Experience with Amazon Connect is a plus.

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.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...