Head of Customer Success

Kinsta®; Toronto; Remote; CAD 150,000 - 210,000; Full time

Benefits offered by this job

Flexible PTO

Paid parental leave

Annual professional development budget

Sabbatical every three years

Location-specific healthcare benefits

Pension plan in the UK and 401k contributions in the USA

Job summary

A leading managed WordPress hosting provider is seeking a Head of Customer Success to shape its customer success strategy. The role involves overseeing initiatives to improve customer satisfaction, adoption, retention, and expansion. The ideal candidate will demonstrate leadership in customer success management, a strong background in strategic planning, and communication skills. This position provides a flexible, remote-first environment and a supportive team culture, emphasizing personal growth and proactive teamwork.

Qualifications

• Proven experience in leading a Customer Success team.
• Strong track record of increasing Net Retention Revenue (NRR).
• Ability to manage customer feedback programs.

Responsibilities

• Drive customer satisfaction and retention initiatives.
• Oversee operations of the Customer Success team.
• Manage programs that enhance customer engagement.
• Manage feedback programs to improve customer satisfaction and drive product improvements.
• Design and manage programs to increase adoption of features and services.
• Develop workflows to monitor, escalate and resolve customer issues.
• Identify upsell signals and churn indicators and alert teams accordingly.
• Oversee day-to-day operations of the Customer Success team and coach staff.

Skills

Customer Success management

Strategic planning

Operational execution

Communication skills

Process Management

Tools

HubSpot

Intercom

Job description

Join to apply for the Head of Customer Success role at Kinsta®

Kinsta is one of the top‑managed WordPress hosting companies, with a growing club of 120,000+ businesses including startups, universities and Fortune 500 firms. We're motivated by excellent quality, and proud to have received a 97% satisfaction rating from our customers.

That’s because, to us, each day is a chance to grow. As a team, we continuously inspire each other to learn new and better ways to make an impact. We own our jobs proudly—our leaders don’t hold our hands, but they’re in our corner whenever we ask for help—and our environment is flexible and remote‑first.

We’re seeking a Head of Customer Success to shape Kinsta’s customer success strategy. The Head of Customer Success will be responsible for overseeing Kinsta’s customer success initiative, a cross‑functional effort focused on increasing customer satisfaction, achieving early adoption, improving retention and expansion, and reducing churn.

The Head of Customer Success is also responsible for the day‑to‑day management and operational leadership of the Customer Success team, one of several teams that are part of the overarching customer success initiative.

At Kinsta, the Customer Success team itself is not responsible for commercial aspects and conversations such as upsells and renewals. The Account Management team within our Sales department is responsible for these efforts and is one of the cross‑functional teams within the customer success initiative.

What You’ll Do:

• Coordinate and drive the cross‑functional focal areas of the Customer Success initiative: onboarding, adoption and engagement, retention, expansion, and advocacy and feedback
• Coordinate and run regular Net Retention Revenue (NRR) review meetings, attended by stakeholders, to discuss progress.
• Architect and oversee a live onboarding program designed to ensure smooth onboarding and rapid adoption.
• Manage feedback programs, such as cancellation surveys and anniversary surveys, with the goal of enhancing customer satisfaction, driving change, and increasing response rates.
• Design, implement, and manage programs that increase the adoption of new and existing features and services on our platform.
• Design, implement, and manage workflows for monitoring, assisting with, and escalating tickets/chats to ensure progress and positive outcomes.
• Design, implement, and manage internal alerting programs, flagging potential upsell opportunities, churn‑like behavior, and indicators of poor customer experience.
• Manage the day‑to‑day operations of the Customer Success team. Review interactions, provide coaching, and ensure team members are achieving desired outcomes in implementing the programs, workflows, and processes that contribute to Kinsta's customer success goals.

What You’ll Bring to the Role:

• Demonstrated proficiency in leading a Customer Success team with a focus on strategic planning and operational execution.
• A strong track record of increasing NRR, including creating and managing NRR improvement roadmaps and coordinating reviews with stakeholders.
• Knowledge and experience in defining strategy and scaling execution across all our defined focal areas of Customer Success: onboarding, adoption & engagement, retention, expansion, and advocacy & feedback.
• Process and Program Management: Experience establishing and overseeing programs, such as live onboarding, and managing systematic processes for monitoring customer satisfaction, upsell opportunities, and churn predictors.
• Demonstrated ability to maintain strong, open communication and collaborate effectively with colleagues across the entire company.
• Skilled in managing customer feedback programs (e.g., cancellation/anniversary surveys) to gather trends, share actionable insights, and ensure customer feedback is incorporated into the product roadmap.
• Fluent in English with excellent written and verbal communication skills.

Bonus Points if You Have:

• Previous experience building and/or running a live onboarding program in the hosting industry.
• Previous experience in a technical support role in the hosting industry or technical skills comparable to those of a technical support engineer.
• Previous experience utilizing HubSpot and Intercom in a Customer Success style role.
• Flexible PTO.
• Paid parental leave.
• Annual professional development budget: available after one year with Kinsta.
• Sabbatical: available after three years with Kinsta (and every three years thereafter).
• Location‑specific healthcare benefits (including vision and dental) for employees hired in the USA, UK, and Hungary.
• Pension plan for employees hired in the UK, and 401k contributions for employees hired in the USA.

Kinsta is proud to be an equal‑opportunity employer. We will not discriminate and we will take actions to ensure against discrimination in employment, recruitment, advertisements for employment, compensation, termination, promotions, and other conditions of employment against any employee or job applicant on the basis of race, color, gender, national origin, citizenship, age, religion, creed, disability, marital status, veteran’s status, sexual orientation, gender identity, gender expression, or any other status protected by the laws or regulations in the locations where we operate.

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