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Head of Customer Retention

European, the Middle East or African working hours
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WPML / OTGS · Remote · Reports directly to the CEO · Full-time

WPML is the world’s most popular multilingual plugin for WordPress. We power hundreds of thousands of paying customers. Our customers are agencies, store owners, publishers, and governments. We have been profitable for over a decade. We ship real software that real customers depend on. We are not a startup looking for product-market fit. We are a mature company that needs someone to own one of our most important numbers.

The Job

You own retention. Not coordinate it. Own it.

That means:

  • Churn rate, renewal rate, and net revenue retention are yours. You set the targets. You build the plan. You ship the work. You report the results.
  • Our NPS program and our public-rating surfaces (Trustpilot, Capterra, G2) are metrics you move. They are not projects you status-report on.
  • You lead the existing Retention team and shape its evolution. You coach the team. You get more from the people on it than they are getting from themselves today. The team’s shape will evolve as your AI-amplified work scales.
  • You work with Support, Engineering, and Product as your three core counterparts. Support is where today’s churn signal lives. You constantly mine what is trending and what customers are struggling with right now. You will not request reports from Support. You will use our internal intelligence tools and look yourself. Engineering and Product are where you ship retention-critical fixes. You arrive with business cases that make prioritization obvious.
  • You report to the CEO directly. No layers. No fancy slides. Only results.

Who You Are

  • You want to be doing the work, not just managing it. Your best weeks are the ones where you wrote the strategy, ran the analysis, drafted the comms, and shipped the experiment yourself. AI tools are part of your daily working stack. You use them to do more, not to escape doing. If you have been promoted away from doing the work and you miss it, this is the job.
  • You have measurably moved a retention metric at a previous company. You can describe exactly how. Specific numbers. Specific actions. Specific results.
  • You come from a self-serve B2B SaaS. SMB, prosumer, or developer tools. You know the difference between running a self-serve renewal motion and running an enterprise CSM team. You have done the former.
  • You are data-fluent. You read funnels for fun. You can write SQL or instruct an analyst precisely.
  • You decide. When you have 70% of the information, you commit and adjust. You do not escalate decisions back to your CEO that you were hired to make.
  • You treat coordination as the cost of the work, not the substance of it.

What We Offer

  • A real metric to move. The authority to move it.
  • Direct, regular access to the CEO. No politics. No committees.
  • An AI-amplified working culture. The CEO uses AI tools daily for analysis, drafting, and strategic work. You are expected to do the same. We invest in the tooling and the team norms that let a small operation punch above its weight.
  • Competitive senior-leadership compensation. Specifics with HR.
  • 100% remote since 2008. Strong async culture. Modest meeting load. Real flexibility on hours.
  • Competent counterparts. Our engineering team ships. Our product team ships. Our support team is in daily contact with customers and produces real intelligence about what is breaking. You will not be the only person trying to make things happen.
  • Direct access to customer intelligence. We have internal tools that let you probe support trends, ticket patterns, account behavior, and churn signals on demand. No reports to request. No meetings to schedule. The data is in front of you whenever you want to look.
  • Generous time off. Education and conference budget. Hardware.
  • A 17-year-old profitable company. Stability without bureaucracy.

We’re excited to hear from people who enjoy building, improving, and making a real impact, and we look forward to learning more about you!

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Our Hiring Process

We run a clear and structured hiring process designed to be fair, transparent, and respectful of your time. Each step helps both you and us understand whether working together makes sense.

You’ll have 2–3 interviews, each lasting 60–90 minutes. You’ll speak with our recruiters, the team leader, and members of the team you’re interviewing for.

After successful interviews, we may invite you to a 14-day paid test, focused on real tasks, followed by signing an Independent Contractor agreement and a 3-month trial period if things go well. 

1. HR Interview

The first step is a call with our Recruiter.

We talk about your background, experience, and what you are looking for next. We also explain how we work at OnTheGoSystems and what the role involves. You will have time to ask questions.

2. Technical Interviews

If we continue, you will be invited to 1–2 technical interviews, each lasting 60–90 minutes.

You will speak with developers and team leaders from the team you may join. The focus is on real experience, problem-solving, and how you approach your work.

3. 14-Day Test and Trial

After successful technical interviews, we proceed with a 14-day paid test. You work on real tasks with your team leader and mentor to see if we are a good match. 


If this goes well, the next step is to sign an Independent Contractor agreement and proceed to a 3-month trial period. This allows both sides to see how working together feels in a real setup.

Our goal is that by the end of the process, you feel informed, respected, and excited to build meaningful work with us.

What OnTheGoSystems offers

Work from Anywhere

Grow your career

Great teammates

Work-Life balance

A stable company

About Us

OnTheGoSystems is a fully remote company with over:

  • 100 team members
  • 250,000 clients
  • 1,000,000 sites running our software

Our Work Values

Discover the leadership principles that drive our decisions, culture, and success.