Join the reOS Team as a Customer Onboarding & Support Specialist!

Location: Hybrid | Cape Town (with travel)
Team: Customer Success
Reports to: Customer Success Manager
Role: Onboarding and Support Specialist

Application Deadline: 28th February 2026

About reOS


reOS is a fast-growing SaaS platform built specifically for the rental industry. We help agencies modernise how they manage rentals through a powerful, intuitive system. As a small, ambitious team, we move quickly, value ownership, and care deeply about delivering an exceptional customer experience.

The Role

As a Customer Onboarding & Support Specialist, you’ll be the primary owner of customer onboarding at reOS, while also supporting customers post go-live. You’ll guide customers through system setup, data migration, and training, ensuring a smooth transition and long-term success.
This role suits someone who enjoys structured processes, customer interaction, and taking accountability for onboarding outcomes.

What You’ll Be Doing

  1. Onboarding & Training
  • Act as the main point of contact for all onboarding activities
  • Conduct customer training sessions (daily and monthly)
  • Plan onboarding capacity and timelines (monthly, weekly, daily)
  • Participate in migration planning meetings and track progress
  • Identify opportunities to improve onboarding and migration processes
  • Use tools like ClickUp, Intercom, Front, and CRM systems to manage onboarding workflows

  1. Customer Support
  • Provide real-time support via online chat and occasional phone calls
  • Escalate high-priority or complex issues when needed
    Maintain SLA response times and ensure timely issue resolution
  • Identify onboarding and support trends and share insights with the CS team

  1. Collaboration & Improvement
  • Work closely with Product to share customer feedback and improve the platform

What We’re Looking For

  • Strong customer-first mindset with excellent communication skills
  • Highly organised and detail-oriented
  • Confident problem-solver who performs well under pressure
  • Technically capable and eager to build deep product knowledge
  • Excellent written and verbal communication in English & Afrikaans
  • Self-motivated with strong time management skills
  • Adaptable and comfortable in a fast-moving startup environment

Travel Requirements

  • Own transport for customer visits in Cape Town and the surrounding areas
  • Willingness to travel nationally on occasion

Our Values

  • Passionate – We go the extra mile and love solving meaningful problems
  • Pragmatic – We keep things simple, useful, and scalable
  • Principled – We value honesty, reliability, and authenticity

To apply - simply complete the form below ensuring you supply your email address, mobile number and a copy of your CV. A representative will reach out in due course.
Application Deadline - 28th Februaury 2026

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