CTO Series: Bridging Innovation and Strategy as CTO of CrateDB With Sergey Gerasimenko

CTO Series: Bridging Innovation and Strategy as CTO of CrateDB With Sergey Gerasimenko

CTO Series: Sergey’s Leadership Insights—Bridging Innovation and Strategy as CTO of CrateDB

In this BONUS episode, we sit down with Sergey, the forward-thinking CTO of CrateDB, to unpack his journey from Nokia to CrateDB and his leadership philosophy that blends technical expertise with strategic foresight. We dive into the key moments that shaped his career, the challenges of scaling technology in a competitive market, and how Sergey aligns his team’s efforts with broader business goals while staying adaptable in an ever-evolving tech landscape.

The Defining Moment in Sergey’s Leadership Journey

“Being a cheerleader, servant, and strategist for your team creates an environment where innovation can thrive.”

Sergey shares how working at Nokia with an inspiring people manager, Sotiris, influenced his leadership approach. Sotiris embodied servant leadership and made strategic thinking a team-wide responsibility. Sergey reflects on how this mindset helped him approach his current role at CrateDB, emphasizing the importance of not only building great products but ensuring they resonate in the market through thoughtful sales and marketing alignment.



“The best leaders help their teams see what’s next—not just solve today’s problems.”

Navigating Product-Market Fit for Technical Products

“For technical products, adoption is not just about features—it’s about connecting with both developers and decision-makers.”

Sergey breaks down the challenges of achieving product-market fit for developer-centric solutions like CrateDB. He explains the dual approach of engaging both top-down decision-makers, like CTOs, and bottom-up developer communities. By drawing from his startup experience, Sergey underscores the importance of building trust and delivering a developer experience that wins over early adopters.

“The real challenge is bridging the gap between leadership adoption and the developers who use the product every day.”

The Impact of AI on Developer Experience

“AI’s true transformation lies in how it enhances the products we already use, often invisibly.”

When asked about AI’s current role, Sergey reflects on the potential of AI-powered tools to transform workflows over the next few years. While not yet life-changing for his daily routine, he anticipates that AI’s influence will soon be felt through the optimization of background processes in everyday tools and databases.

“The future isn’t about flashy AI features—it’s about smarter tools that simplify complex workflows.”

Aligning Tech Strategy with Business Goals

“A strong strategy needs to be a story that teams can rally around and imagine themselves in.”

Sergey details CrateDB’s unique approach to strategic planning, inspired by open-source RFCs (Request for Comments). Instead of rigid OKRs, they craft stories that clarify priorities and invite feedback from across the organization. He highlights the importance of quarterly check-ins and building checkpoints to validate assumptions along the way.

Key tips in this segment:

  • Document the assumptions behind the strategy.

  • Break initiatives into steps to test their feasibility.

  • Avoid deadline-driven development; focus on value-driven milestones.

Fostering Collaboration Between Tech and Business Units

“Collaboration thrives when both sides understand the trade-offs involved in strategic decisions.”

Sergey explains how collaboration between engineering and business leaders is fostered through transparency and communication. Product managers and engineering leads play key roles in advocating for priorities and ensuring alignment across teams. Sergey emphasizes the value of making trade-offs explicit to avoid silos.

“The best partnerships between tech and business come from mutual understanding—not just of goals, but of constraints.”

Staying Ahead with Strategic Roadmapping

“A good strategy diagnoses the situation, sets guiding policies, and outlines coherent actions.”

Sergey highlights the importance of competitive intelligence in staying ahead of market trends without reacting impulsively. In the world of databases, long adoption cycles offer the advantage of thoughtful strategic planning. He references the book Good Strategy/Bad Strategy and describes how CrateDB maintains an evergreen list of initiatives that can be prioritized when needed.

“Don’t just chase trends—create a strategy that withstands change by focusing on long-term coherence.”

Overcoming the Challenges of the CTO Role

“The CTO role is often ambiguous—define it based on your organization’s needs.”

Sergey candidly discusses the challenge of imposter syndrome and the ambiguity that comes with the CTO title. He outlines two common archetypes: the technical expert versus the team builder and cultural leader. He stresses the importance of adjusting the role to the organization’s maturity and goals.

“Your leadership role isn’t static—adapt your approach to meet your organization where it is.”

Books That Shaped Sergey’s Leadership Approach

“Most tech problems are people problems disguised as engineering issues.”

Sergey shares the books that influenced his leadership style:



About Sergey Gerasimenko

Sergey is the innovative CTO of CrateDB, leading the charge in real-time analytics and hybrid search. Previously, he was VP of Engineering at MongoDB, shaping the edge device strategy, and at Realm, a leading open-source mobile/embedded database acquired by MongoDB in 2019. With a career spanning groundbreaking roles at Brainly and Nokia, Sergey co-founded two companies and holds a patent. His leadership continues to push the boundaries of tech innovation.


You can link with Sergey Gerasimenko on LinkedIn.

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The Dual Work of Agile, Managing Projects and Change Simultaneously | Ellen Grove

The Dual Work of Agile, Managing Projects and Change Simultaneously | Ellen Grove

Ellen Grove: The Dual Work of Agile, Managing Projects and Change Simultaneously Read the full Show Notes and search through the world’s largest audio library on Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. Ellen shares her insights on managing organizational change effectively. She explains how Scrum and Lean Change Management offer tools to make the "change work" visible alongside project work. By putting infrastructure in place to support this dual focus, stakeholders and teams can gain transparency and clarity. Ellen emphasizes that lasting change requires collaboration and visibility, not isolation. Self-reflection Question: How can you make the "change work" more visible in your organization? [The Scrum Master Toolbox Podcast Recommends] 🔥In the ruthless world of fintech, success isn’t just about innovation—it’s about coaching!🔥 Angela thought she was just there to coach a team. But now, she’s caught in the middle of a corporate espionage drama that could make or break the future of digital banking. Can she help the team regain their mojo and outwit their rivals, or will the competition crush their ambitions? As alliances shift and the pressure builds, one thing becomes clear: this isn’t just about the product—it’s about the people. 🚨 Will Angela’s coaching be enough? Find out in Shift: From Product to People—the gripping story of high-stakes innovation and corporate intrigue. Buy Now on Amazon [The Scrum Master Toolbox Podcast Recommends] About Ellen Grove Ellen is a skilled business agility coach, trainer, and facilitator, helping teams and leaders foster collaboration, productivity, and meaningful change. With expertise in Agile, Scrum, Lean, and systems coaching, she partners with diverse organizations—from startups to global enterprises—to navigate complex challenges, build resilience, and drive impactful organizational transformations across all departments. You can link with Ellen Grove on LinkedIn.

8 Tammi 15min

Why Feedback Loops Are Essential for Agile Teams | Ellen Grove

Why Feedback Loops Are Essential for Agile Teams | Ellen Grove

Ellen Grove: Why Feedback Loops Are Essential for Agile Teams Read the full Show Notes and search through the world’s largest audio library on Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. Ellen shares a story about coaching a team in a public sector enterprise working on a website project. Despite their commitment to Agile, the team’s disconnect from user feedback led them to build features that missed critical functionality. This stealthy anti-pattern—assuming "what should be done and why" without user input—resulted in wasted effort and budget. Ellen emphasizes the importance of direct feedback loops with real users, even for internal products. Self-reflection Question: How can you ensure your team receives continuous feedback from real users to avoid building the wrong product? Featured Book of the Week: Humble Inquiry by Edgar Schein Ellen highlights "Humble Inquiry," a transformative book that stresses the importance of relationships over tasks in solving problems. The book encourages leaders to build trust and respect through better questioning techniques. It challenges readers to rethink their interactions and adopt a stance of curiosity, fostering collaboration and understanding. [The Scrum Master Toolbox Podcast Recommends] 🔥In the ruthless world of fintech, success isn’t just about innovation—it’s about coaching!🔥 Angela thought she was just there to coach a team. But now, she’s caught in the middle of a corporate espionage drama that could make or break the future of digital banking. Can she help the team regain their mojo and outwit their rivals, or will the competition crush their ambitions? As alliances shift and the pressure builds, one thing becomes clear: this isn’t just about the product—it’s about the people. 🚨 Will Angela’s coaching be enough? Find out in Shift: From Product to People—the gripping story of high-stakes innovation and corporate intrigue. Buy Now on Amazon [The Scrum Master Toolbox Podcast Recommends] About Ellen Grove Ellen is a skilled business agility coach, trainer, and facilitator, helping teams and leaders foster collaboration, productivity, and meaningful change. With expertise in Agile, Scrum, Lean, and systems coaching, she partners with diverse organizations—from startups to global enterprises—to navigate complex challenges, build resilience, and drive impactful organizational transformations across all departments. You can link with Ellen Grove on LinkedIn.

7 Tammi 14min

Managing Change in Complex Organizational Cultures | Ellen Grove

Managing Change in Complex Organizational Cultures | Ellen Grove

Ellen Grove: Managing Change in Complex Organizational Cultures Read the full Show Notes and search through the world’s largest audio library on Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. Ellen reflects on her early experiences as a Scrum Master, facing challenges in an environment that resisted the introduction of Scrum. She shares valuable lessons about handling external resistance, managing personal expectations, and avoiding emotional burnout when navigating organizational change. Ellen emphasizes the importance of focusing on what can be influenced and detaching from outcomes beyond one’s control. Self-reflection Question: How do you maintain focus and resilience when dealing with resistance to Scrum in your organization? [The Scrum Master Toolbox Podcast Recommends] 🔥In the ruthless world of fintech, success isn’t just about innovation—it’s about coaching!🔥 Angela thought she was just there to coach a team. But now, she’s caught in the middle of a corporate espionage drama that could make or break the future of digital banking. Can she help the team regain their mojo and outwit their rivals, or will the competition crush their ambitions? As alliances shift and the pressure builds, one thing becomes clear: this isn’t just about the product—it’s about the people. 🚨 Will Angela’s coaching be enough? Find out in Shift: From Product to People—the gripping story of high-stakes innovation and corporate intrigue. Buy Now on Amazon [The Scrum Master Toolbox Podcast Recommends] About Ellen Grove Ellen is a skilled business agility coach, trainer, and facilitator, helping teams and leaders foster collaboration, productivity, and meaningful change. With expertise in Agile, Scrum, Lean, and systems coaching, she partners with diverse organizations—from startups to global enterprises—to navigate complex challenges, build resilience, and drive impactful organizational transformations across all departments. You can link with Ellen Grove on LinkedIn.

6 Tammi 14min

Throwing Features Over the Fence, The Disconnected PO | Robert Finan

Throwing Features Over the Fence, The Disconnected PO | Robert Finan

Robert Finan: Throwing Features Over the Fence, The Disconnected PO Read the full Show Notes and search through the world’s largest audio library on Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. The Great Product Owner: Fostering Quick Feedback Loops With Story Mapping Robert describes a great Product Owner as someone who immerses themselves in the team, fostering collaboration and ensuring quick market feedback.  By using tools like Story Mapping, these POs help teams focus on value while staying engaged and open to learning. The Bad Product Owner: Throwing Features Over the Fence, The Disconnected PO Bad Product Owners remain distant, throwing requirements “over the fence” without participating in the team’s efforts. This disconnect often leads to misalignment and poor outcomes.  For Scrum Masters and Agile Coaches, Robert suggests investigating the root cause of this distance and addressing it collaboratively. [The Scrum Master Toolbox Podcast Recommends] 🔥In the ruthless world of fintech, success isn’t just about innovation—it’s about coaching!🔥 Angela thought she was just there to coach a team. But now, she’s caught in the middle of a corporate espionage drama that could make or break the future of digital banking. Can she help the team regain their mojo and outwit their rivals, or will the competition crush their ambitions? As alliances shift and the pressure builds, one thing becomes clear: this isn’t just about the product—it’s about the people. 🚨 Will Angela’s coaching be enough? Find out in Shift: From Product to People—the gripping story of high-stakes innovation and corporate intrigue. Buy Now on Amazon [The Scrum Master Toolbox Podcast Recommends] About Robert Finan Robert has been working in IT for over 25 years, with the last decade spent deeply engaged in “messy” real-world Agile transformations. He documents his experiences in the Agile Drill Sergeant webcomic. You can link with Robert Finan on LinkedIn.

3 Tammi 14min

Promoting Agile Team Growth Through Experiments And Small Focused Changes | Robert Finan

Promoting Agile Team Growth Through Experiments And Small Focused Changes | Robert Finan

Robert Finan: Promoting Agile Team Growth Through Experiments And Small Focused Changes Read the full Show Notes and search through the world’s largest audio library on Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. Robert defines Scrum Master success as driving impactful team improvements through small, focused changes.  By maintaining a backlog of improvement ideas and encouraging teams to experiment, Robert highlights the importance of measurable progress in both behavior and collaboration. Featured Retrospective Format for the Week: Sailboat Retrospective Robert recommends the Sailboat format, especially when working with new teams. By exploring current realities, future goals, and risks, this format provides rich insights and fosters alignment. The focus on improvement ensures actionable outcomes that resonate with team members. [The Scrum Master Toolbox Podcast Recommends] 🔥In the ruthless world of fintech, success isn’t just about innovation—it’s about coaching!🔥 Angela thought she was just there to coach a team. But now, she’s caught in the middle of a corporate espionage drama that could make or break the future of digital banking. Can she help the team regain their mojo and outwit their rivals, or will the competition crush their ambitions? As alliances shift and the pressure builds, one thing becomes clear: this isn’t just about the product—it’s about the people. 🚨 Will Angela’s coaching be enough? Find out in Shift: From Product to People—the gripping story of high-stakes innovation and corporate intrigue. Buy Now on Amazon [The Scrum Master Toolbox Podcast Recommends] About Robert Finan Robert has been working in IT for over 25 years, with the last decade spent deeply engaged in “messy” real-world Agile transformations. He documents his experiences in the Agile Drill Sergeant webcomic. You can link with Robert Finan on LinkedIn.

2 Tammi 14min

Flexible Change Processes, How To Adopt Agile With An Agile Approach | Robert Finan

Flexible Change Processes, How To Adopt Agile With An Agile Approach | Robert Finan

Robert Finan: Flexible Change Processes, How To Adopt Agile With An Agile Approach Read the full Show Notes and search through the world’s largest audio library on Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. Robert discusses how top-down, project managed Agile transformations often fail to account for the complexity of change. By focusing on flexibility, inspect/adapt cycles, and bringing comfort to the change process, Scrum Masters can guide organizations away from one-size-fits-all solutions and toward the sustainable improvement that is the hallmark of Agile. Self-reflection Question: How can you bring comfort to the change process in your organization? [The Scrum Master Toolbox Podcast Recommends] 🔥In the ruthless world of fintech, success isn’t just about innovation—it’s about coaching!🔥 Angela thought she was just there to coach a team. But now, she’s caught in the middle of a corporate espionage drama that could make or break the future of digital banking. Can she help the team regain their mojo and outwit their rivals, or will the competition crush their ambitions? As alliances shift and the pressure builds, one thing becomes clear: this isn’t just about the product—it’s about the people. 🚨 Will Angela’s coaching be enough? Find out in Shift: From Product to People—the gripping story of high-stakes innovation and corporate intrigue. Buy Now on Amazon [The Scrum Master Toolbox Podcast Recommends] About Robert Finan Robert has been working in IT for over 25 years, with the last decade spent deeply engaged in “messy” real-world Agile transformations. He documents his experiences in the Agile Drill Sergeant webcomic. You can link with Robert Finan on LinkedIn.

1 Tammi 12min

Why Agile Teams Need the Right Support, And How We Can Help Them | Robert Finan

Why Agile Teams Need the Right Support, And How We Can Help Them | Robert Finan

Robert Finan: Why Agile Teams Need the Right Support, And How We Can Help Them Read the full Show Notes and search through the world’s largest audio library on Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. Robert shares a story about what happens when teams lack management support and the right environment to succeed. He emphasizes the importance of 1-on-1 conversations, addressing individual resistance, and focusing on what can be changed. Slowly building the right environment for our teams - Robert explains how - is how we help them succeed! Featured Book of the Week: Crucial Conversations by Joseph Grenny et al. Robert recommends Crucial Conversations, which offers practical tools for handling high-stakes conversations in both personal and professional contexts. As facilitators, Scrum Masters can use this book to address situations where team members feel threatened, fostering better communication and collaboration. [The Scrum Master Toolbox Podcast Recommends] 🔥In the ruthless world of fintech, success isn’t just about innovation—it’s about coaching!🔥 Angela thought she was just there to coach a team. But now, she’s caught in the middle of a corporate espionage drama that could make or break the future of digital banking. Can she help the team regain their mojo and outwit their rivals, or will the competition crush their ambitions? As alliances shift and the pressure builds, one thing becomes clear: this isn’t just about the product—it’s about the people. 🚨 Will Angela’s coaching be enough? Find out in Shift: From Product to People—the gripping story of high-stakes innovation and corporate intrigue. Buy Now on Amazon [The Scrum Master Toolbox Podcast Recommends] About Robert Finan Robert has been working in IT for over 25 years, with the last decade spent deeply engaged in “messy” real-world Agile transformations. He documents his experiences in the Agile Drill Sergeant webcomic. You can link with Robert Finan on LinkedIn.

31 Joulu 202413min

The Challenges of Trying Too Hard in an Agile Transformation | Robert Finan

The Challenges of Trying Too Hard in an Agile Transformation | Robert Finan

Robert Finan: The Challenges of Trying Too Hard in an Agile Transformation Read the full Show Notes and search through the world’s largest audio library on Scrum directly on the Scrum Master Toolbox Podcast website: http://bit.ly/SMTP_ShowNotes. Robert shares his experience of burning out after just four months in a challenging Agile transformation. He reflects on the mistake of trying to push his vision without meeting the organization where it was. By facing embedded structures and resistance, Robert learned the value of pragmatism, experimentation, and nudging change instead of forcing it. Self-reflection Question: Have you ever faced resistance when introducing change? How can you adjust your approach to meet people where they are? [The Scrum Master Toolbox Podcast Recommends] 🔥In the ruthless world of fintech, success isn’t just about innovation—it’s about coaching!🔥 Angela thought she was just there to coach a team. But now, she’s caught in the middle of a corporate espionage drama that could make or break the future of digital banking. Can she help the team regain their mojo and outwit their rivals, or will the competition crush their ambitions? As alliances shift and the pressure builds, one thing becomes clear: this isn’t just about the product—it’s about the people. 🚨 Will Angela’s coaching be enough? Find out in Shift: From Product to People—the gripping story of high-stakes innovation and corporate intrigue. Buy Now on Amazon [The Scrum Master Toolbox Podcast Recommends] About Robert Finan Robert has been working in IT for over 25 years, with the last decade spent deeply engaged in “messy” real-world Agile transformations. He documents his experiences in the Agile Drill Sergeant webcomic. You can link with Robert Finan on LinkedIn.

30 Joulu 202416min

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