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Head of Customer Success

At Timescale, we empower businesses with real-time insights from their data, allowing them to make faster decisions and optimize operations. We are creating a movement to unblock developers who are building the future. Timescale is a product-led growth organization driven by transparent leaders and a globally diverse, remote-first team that is proudly building a modern PostgreSQL cloud platform.

As a Head of Customer Success at Timescale, you’ll take the reins of a high-impact, global function critical to our company’s success. Reporting directly to our CRO, you’ll lead the evolution of our Customer Success organization, bringing structure and strategic vision while breaking convention and rethinking what "great customer experience" means in the world of databases.

This isn’t your typical CS role. We’re looking for a bold builder: someone who has seen hypergrowth before and isn’t afraid to do things differently. You’ll work cross-functionally to shape how we guide, support, and celebrate our customers throughout their entire lifecycle—from onboarding to expansion and renewal.

If you love shaking up the status quo, get energized by complex technology (especially databases), and believe that deep customer empathy is a strategic advantage, let’s talk.

📍 This role is remote. We are open to candidates in the United States, and due to the distributed team's location, flexibility in working in a variety of time zones is required. 

What you will be responsible for in this role:

Architecting and executing the long-term vision for Customer Success at Timescale, including segmentation, engagement models, and customer journeys.

  • Leading and growing a team of Customer Success Managers, instilling a culture of ownership, innovation, and relentless focus on outcomes.

  • Acting as the voice of the customer across the business—partnering closely with Sales, Marketing, Product, and Engineering to influence roadmap and go-to-market decisions.

  • Building systems and processes that scale with us while remaining agile and deeply human in approach.

  • Driving adoption, satisfaction, retention, and expansion across a global, technical customer base.

  • Championing key metrics and customer health reporting that enable proactive engagement and visibility at the executive level.

  • Bringing creativity and a willingness to test unconventional strategies in service of customer value.

You could be a great fit if you:

  • Have 5+ years of experience leading Customer Success in a high-growth B2B SaaS company, ideally with a technical product (bonus points for developer tools or database technologies).

  • Are a builder at heart, energized by ambiguity, and excited to craft new paths rather than follow existing ones.

  • Have experience working with technical products and users—familiarity with databases is a must, and Postgres or SQL knowledge is a major plus. You don’t need to be an engineer, but you do need to understand how technical customers think.

  • Have a proven ability to hire, coach, and lead diverse teams across geographies, while creating a culture of accountability and experimentation.

  • Bring strong technical acumen, you can hold your own in conversations about infrastructure, performance, and architecture, and know how to translate customer needs to technical teams.

  • Possess executive presence and can inspire confidence in boardroom-level conversations while still being hands-on with customer challenges.

  • Are a master communicator who listens deeply and builds authentic, trust-based relationships with customers and colleagues alike.

  • Thrive in remote, distributed environments and are motivated by impact, not oversight.

  • Believe that organizations are strongest when they reflect the diversity of the world around them and actively work to make that a reality.

You might not be a great fit if:

  • You prefer clearly defined playbooks over writing your own.

  • You’re risk-averse or uncomfortable experimenting with new approaches.

  • You’re not familiar with technical products or uninterested in learning deeply about databases.

  • You’re not motivated by the fast, fluid pace of a scaling startup environment.

  • You like to operate in the background and avoid direct customer interaction.

  • You want to manage but not execute. At Timescale, we all roll up our sleeves—even our most senior leaders.

Our Commitment:

  • We will respond to all applicants

  • We strive to review all applications fairly, without bias, and shortlist based on relevant skills and experience.

  • All active candidates will be informed of what is happening next in the process.

About Timescale🐯

Timescale is the creator of TimescaleDB and PGVectorscale, trusted by tens of thousands of organizations for their mission-critical time-series applications. We're committed to empowering developers and businesses worldwide, helping them build data-driven products that measure everything that matters—from software applications and industrial equipment to financial markets, blockchain activity, consumer behavior, machine learning models, and climate change.

By analyzing data across time (“time-series data”), developers gain insights into what’s happening, how it’s changing, and why. With a global, fully remote workforce, Timescale is supported by top investors, including Tiger Global, Benchmark Capital, NEA, Redpoint Ventures, Icon Ventures, and Two Sigma Ventures.

Enjoy debating the crunch-factor of different chicken nuggets 🍗, sweating it out during lunch 💦, talking about your kids, whether they be actual children 👶🏽, potted plants 🌱, or four-legged creatures 🐾? You’ll fit right in at Timescale!

Our Tech stack: 

We share our tech stack with the caveat that we don’t require previous experience in it (but a love of these languages is helpful): Timescale's tech stack includes TimescaleDB, built on PostgreSQL, along with AWS, Go, Docker, Kubernetes, and Python for scalable time-series data management.

To learn more, visit www.timescale.com or follow us on Twitter @TimescaleDB.

What we’re offering

Benefits may differ from country to country.

  • Flexible PTO and family leave

  • Fridays off in August 😎

  • Full remote work from almost anywhere

  • Stock options

  • Monthly WiFi stipend

  • Professional development and educational benefits 📚

  • Premium insurance options for you and your family (US employees)

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CEO of Timescale
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Ajay Kulkarni
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Average salary estimate

$125000 / YEARLY (est.)
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What You Should Know About Head of Customer Success, Timescale

Are you ready to take the reins as the Head of Customer Success at Timescale? Here at Timescale, we empower businesses to harness the power of their data in real-time, unlocking insights that drive faster, smarter decisions. In this pivotal role, you’ll lead our Customer Success organization and reshape the way we engage with our global customer base. Reporting directly to the CRO, your mission will be to architect a long-term vision that transcends traditional expectations of customer experience in the database realm. We're looking for a dynamic leader who thrives in high-growth environments and is ready to break the mold. You’ll champion key metrics while building systems that scale without losing the essential human touch. Collaborating with Sales, Marketing, Product, and Engineering, you’ll ensure the voice of the customer guides our strategic decisions. To excel, you’ll need a combination of technical savvy, deep customer empathy, and a passion for innovation. It’s not just about managing; it’s about empowering your team, driving satisfaction, and leading the charge in customer engagement. If you’re excited by the challenge of shaking things up and possess a strong understanding of technical products—preferably databases—this could be the perfect fit for you. Join us in our mission to create extraordinary experiences for our technical customers, all from the comfort of a remote workplace. At Timescale, you will have the opportunity to shape the future of our global business while making a meaningful impact every day!

Frequently Asked Questions (FAQs) for Head of Customer Success Role at Timescale
What are the responsibilities of the Head of Customer Success at Timescale?

The Head of Customer Success at Timescale is critical for driving the evolution of the Customer Success organization. Responsibilities include architecting long-term vision, leading Customer Success Managers, acting as the voice of customers across departments, building engaging customer journeys, and driving adoption, satisfaction, retention, and expansion. This role also involves creating key metrics for customer health reporting, ensuring proactive engagement at the executive level.

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What qualifications should candidates have to apply for the Head of Customer Success at Timescale?

Candidates applying for the Head of Customer Success at Timescale should ideally have 5+ years of experience leading Customer Success in a B2B SaaS environment, especially with technical products. Familiarity with databases is a must, and having experience with PostgreSQL or SQL is a significant advantage. Moreover, candidates should possess strong leadership qualities, technical acumen, and the ability to communicate effectively across various teams.

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What skills are essential for the Head of Customer Success role at Timescale?

Essential skills for the Head of Customer Success role at Timescale include leadership and team management, technical understanding of database products, executive presence in customer and boardroom interactions, proficiency in building authentic relationships with customers, and the ability to thrive in a remote, distributed work environment. A commitment to accountability and an innovative approach to problem-solving are also crucial.

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Is the Head of Customer Success role at Timescale remote?

Yes, the Head of Customer Success role at Timescale is fully remote, allowing you to work from nearly anywhere! However, due to the global nature of the team, candidates should be flexible and able to collaborate across different time zones.

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What can I expect from the company culture at Timescale as the Head of Customer Success?

At Timescale, the culture is driven by transparency, innovation, and a commitment to diversity. As the Head of Customer Success, you can expect an environment where breaking the status quo is not just encouraged but celebrated. The team enjoys engaging conversations, collaborative problem-solving, and a focus on personal and professional growth, all contributing to a fun and dynamic workplace.

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Common Interview Questions for Head of Customer Success
How would you describe your experience leading Customer Success in a technical environment?

Be prepared to share specific examples that demonstrate your ability to lead teams in a technical space. Highlight your familiarity with technical products, particularly databases if possible, and discuss how you’ve implemented customer engagement strategies that cater to technical users.

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What strategies have you used to improve customer retention?

Discuss specific tactics that led to measurable improvements in customer retention. Mention any systems or processes you've implemented that align Customer Success with customer journeys, and emphasize how you use customer feedback to adapt these strategies.

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How do you approach building a Customer Success team in a high-growth company?

Explain your philosophy on hiring and coaching talent, and emphasize the importance of creating a culture of ownership and innovation. Share examples of how you’ve successfully built teams in ambiguous environments, focusing on diverse geographies.

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Can you provide an example of how you've acted as the voice of the customer in a previous role?

Share a concrete instance where you successfully advocated for customer needs across teams. Be sure to explain the outcome and how it impacted product development or strategic decisions.

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What metrics do you consider most important for measuring customer success?

Discuss key performance indicators that you’ve found useful, such as Net Promoter Score (NPS), Customer Satisfaction Score (CSAT), or customer health metrics. Link these metrics with proactive engagement strategies.

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How do you manage working with diverse teams across different time zones?

Outline your strategies for effective communication and collaboration in a remote environment. Highlight tools you’ve used and share examples of how you ensure team cohesion despite geographical challenges.

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Describe a time you took a creative approach to solve a customer issue.

Provide an example that showcases your creativity and willingness to explore unconventional solutions. Explain the issue, your thought process, and the ultimate resolution for the customer.

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What do you believe is the future of Customer Success in the tech industry?

Share your vision for Customer Success, emphasizing the importance of integrating customer feedback into product development and the role of technology in enhancing customer relationships.

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How do you ensure your team remains motivated and engaged?

Discuss techniques you use to create a positive team culture, such as recognition programs, regular check-ins, and opportunities for professional growth. Mention how you balance accountability with support.

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Why do you want to work at Timescale as the Head of Customer Success?

This is your chance to express your passions and alignment with Timescale’s values. Talk about your enthusiasm for database technologies, building customer experiences, and how Timescale’s mission resonates with your career aspirations.

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TimescaleDB is the leading open-source relational database for time-series data. Fully managed or self‑hosted.

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DATE POSTED
April 17, 2025

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