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Customer Success Specialist

Remote · USA Full-time New today

About The Flex

At The Flex, we’re on a mission to reinvent the global rental experience. We believe renting a home should be as easy, fast, and borderless as buying on Amazon.

Our proprietary Property Management System (PMS) powers this vision — automating operations, simplifying bookings, and creating seamless experiences for both guests and landlords.

We’re growing rapidly and building a team of A-Players who are proactive, ambitious, and driven by excellence.

Position: Customer Success Specialist

As a Customer Success Specialist at The Flex, you’ll be the bridge between our technology and our clients’ success. You’ll support both guests and landlords, ensuring smooth communication, fast issue resolution, and consistently high satisfaction levels.

This role is perfect for someone who’s tech-savvy, empathetic, and thrives on helping people succeed — whether that means solving issues, optimising systems, or delivering world-class support.

Key Responsibilities

  • Customer Support: Be the first point of contact for guests and landlords through chat, email, and phone.

  • Onboarding & Guidance: Help new landlords and partners understand and get value from our PMS tools.

  • Problem Resolution: Troubleshoot and resolve guest or landlord issues quickly and professionally.

  • Performance Monitoring: Track guest satisfaction, identify recurring issues, and suggest improvements.

  • Cross-Team Collaboration: Work with Operations, Product, and Tech to streamline processes and improve the customer journey.

  • Upsell & Retention: Identify opportunities to enhance guest stays or improve landlord engagement.

What We’re Looking For

  • Excellent written and verbal communication skills.

  • Previous experience in customer success, hospitality, or property management.

  • Tech-savvy — comfortable navigating multiple digital tools (CRM, PMS, communication platforms).

  • Strong problem-solving mindset and attention to detail.

  • Empathetic and proactive — you don’t just solve problems, you prevent them.

  • Fluent in English (additional languages are a plus).

Why Join The Flex

  • Be part of a company that’s redefining global rentals and hospitality tech.

  • Work remotely with a diverse, international, and high-performing team.

  • Real career growth opportunities as we scale globally.

  • Competitive salary and performance incentives.

  • Flexible, remote-first work culture.

#LI-Remote

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