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Going Scale Up


Are you a CTO considering joining a scale-up? Wondering what challenges and opportunities lie ahead? This chapter examines the fascinating world of scale-ups and what it takes for a CTO to be successful in this dynamic setting.

From building solid relationships with your team to navigating the complexities of hyper-scaling, it provides insights and actionable strategies to help you thrive in your new role. Whether you're a seasoned CTO or just starting, this section will provide the information and guidance you need to succeed in the high-energy scale-up world.

Joining a Scale Up

Joining a scale-up as a CTO is an exciting opportunity that brings both challenges and rewards. As a CTO in a scale-up, you get to be part of the company's growth journey, directly impact its success, and experience the thrill of working in a fast-paced, innovative environment. The upside of joining a scale-up is substantial. You have the chance to shape the company's technological direction at a critical point in its growth trajectory.

However, the downside should be noticed. The pace of work in a scale-up can be intense, and the pressure to deliver results quickly can be high. There may be less structure and more ambiguity compared to a larger, more established organization.

Joining a scale-up also requires a shift in mindset. In contrast to a startup or a large corporation, a scale-up operates in a space where the initial product-market fit has been established but the processes and systems to sustain growth are still being developed. As a CTO, you will need to be comfortable with change, thrive in uncertainty, and be able to make decisions with incomplete information.

Joining a scale-up as a CTO offers a unique blend of opportunities and challenges. While it may not be the right fit for everyone, for those who thrive in dynamic, fast-paced environments and are ready to embrace both the risks and rewards, it can be an incredibly fulfilling career move and an adventurous, high-energy journey.

Outgoing CTO

If you're lucky enough to have the opportunity to talk with the outgoing CTO, embrace it with open arms. This is a huge opportunity to ask insightful questions to make the role easier for you going forward.

Remember that you don't want to ask questions that make them defensive. Why? You likely won't get any helpful insight—you'll just be satisfying a morbid, intellectually superior curiosity. Focus on actionable questions that will make your life less complicated.

  1. What kept you up at night? This question gives you insight into the ongoing things they were concerned about but didn't have an immediate solution to—usually stuff you would never have thought of. The sooner you know about these issues, the better.

  2. What pressure did the business place on you? Listen for examples of seasonal changes you might need to be made aware of, strong voices in the mix directing your output, or responsibilities that overlap with other departments.

  3. Who is the most important client? Every company has one particular client they will bend over backward for, internally or externally. Getting a line of sight on who this is will ensure you don't accidentally step over any legacy goodwill.

  4. Which client placed the most overhead on your department? Conversely, which client gave them the most trouble, either in the time they took or the complexity of their systems? For example, a particular feature developed for just them was a good idea at the time but has created many headaches.

  5. Who in your team did you rely the most on? This is one of the most important questions because it gives insight into who they counted on to keep the lights on. So, when evaluating the team, you should consider this person (or persons) more carefully.

Most importantly, giving the outgoing CTO all the respect and credit they deserve is essential, even if they left a horrendous mess that you must resolve. You want them to know that you will honor their legacy, and should you ever need to reach out, they will feel good enough to take your call.

This is precisely why you should never disparage them, no matter how safe you think the circle is. You never want them to hear, from any avenue, that you are saying one thing to their face and another to the team. They don't owe you their time, so keeping them on your good side is in your best interest. Engineers are generally quite sensitive.

Taking Over

Taking over from another CTO can be challenging, but you can make it a seamless transition with the right mindset and approach.

Even if you don't agree with all of the previous CTO's decisions, acknowledge the progress they made. Remember that they successfully navigated the technology dynamics under their tenure, and the company is profitable enough to offer you a salary to continue growth. That's a significant achievement!

Resist the urge to blame the former CTO and point fingers at the past administration's mistakes. Instead, focus on moving forward and finding solutions to any problems. You may even find yourself learning from your predecessor.

As you get acclimated, keep things the same because you don't necessarily understand or prefer how they work. Only fix what is broken. As you learn more about current affairs, you'll have a clearer sense of what needs to change and what doesn't.

First 100 Days

As you become a Chief Technology Officer, you must recognize that the first few months in this new role can be overwhelming. To help you navigate this transition successfully, here are additional steps to consider beyond the initial week.

After the first week, it is recommended that you spend some time getting to know your company from your employees' perspective. This includes getting to know the various teams and departments, understanding their roles and responsibilities, and learning about their current projects and initiatives.

  1. Relations: During the first month, building relationships with your team members and key organizational stakeholders is essential. This includes scheduling one-on-one meetings with team members, attending team meetings, and actively participating in company-wide initiatives.

  2. Assessment: In the second month, it is recommended that you assess the current state of technology within the organization, including existing systems and processes. This will help you identify areas for improvement and potential areas where technology can be leveraged to drive greater efficiency and innovation.

  3. Strategy: During the third month, developing a longer-term technology strategy for the organization is essential. This should include identifying key technology trends and innovations relevant to your industry and outlining specific goals and objectives for the organization's technology roadmap.

  4. Improve: By the time the 100th day rolls around, you should have a good feel for the state of the department. You'll likely have made minor incremental improvements or changes and have a clearer sense of where the company is headed. From that day forward, you can shift gears to run the department and actively create value.

  5. Discover: Over the following months, it is recommended that you delve deeper into the areas that you have learned about. Doing so will give you a more comprehensive understanding of their current state and capabilities. This discovery phase will provide insights into the team's strengths and weaknesses.

You must identify the critical components of the company that are necessary to keep it operational, as well as the areas that require improvement. This foundation must be solidified to ensure that your significant initiatives do not impede the company's fundamental operations. This in-depth analysis will give you a clear picture of the company's overall health and prospects, which will be helpful when making strategic decisions in the long term.

Open Mindset

As you continue to learn about your company, it's important not to let your emotions get the best of you. While it's tempting to form an opinion and make hasty decisions immediately, it's crucial to step back and gather as much information as possible before committing to any particular course of action. This will allow you to make a more informed decision, considering all the relevant factors that may affect the outcome.

Keeping an open mind will enable you to consider different perspectives and approaches, which can lead to a more creative and effective solution. Approaching situations with a level head will help you remain calm and focused, even in the face of unexpected challenges or setbacks, allowing you to navigate the complex landscape of your company with confidence and clarity.

One effective way to do this is to focus on observing and listening. By taking the time to understand the problems facing the company and the department, you'll be better equipped to make informed decisions that can have a positive impact.

Establishing trust and connections is another crucial aspect of building a solid team foundation. This can take time, but it's worth the effort. By getting to know your team members personally, you'll gain insight into their backgrounds, contributions, frustrations, and goals. This understanding will help you work more effectively and create a positive work environment.


Hyper-scaling is based on the principles of Reid Hoffman and Chris Yeh, as introduced in their book Blitzscaling. This is a radical growth strategy that prioritizes speed over efficiency in an environment of uncertainty.

Hyper-scaling provides valuable insights for any scale-up CTO looking to grow and scale up their organization rapidly and effectively. While the strategy involves significant risks and challenges, it can lead to unprecedented success and market dominance when executed correctly.

  1. First Mover: Hyper-scaling is rapidly building out a company to serve a large and usually global market to become the first mover at scale. This approach is especially relevant in the technology sector, where being the first to reach a critical scale can provide a lasting competitive advantage. This is also known as the "the winner takes it all" principle, which is dominating the online industry.

  2. Intuition: Hyper-scaling is an approach that involves making fast decisions even in situations where you don't have all the necessary information. You need intuition as well. This might seem risky, but it allows you to move quickly and capitalize on opportunities that might not be available later. This strategy is only suitable for some companies. It requires a certain level of risk tolerance and a willingness to fail fast and learn from mistakes.

  3. Capital: Scaling up a business can be complicated and complex, as it involves expanding operations and developing new products or services to meet growing demand. It is also essential to ensure that the increased production can be sustained over time, which often requires significant investment in resources and capital.

  4. Geographic: Scaling up may also involve expanding into new markets or regions, requiring a deep understanding of local laws and regulations, cultural differences, and consumer preferences. These factors must be carefully considered and planned to successfully scale up a business while maintaining its core values and mission.

  5. Adhocracy: Hyper-scaling can sometimes lead to internal issues within the company. For instance, the focus on growth may result in operational inefficiencies that hinder the company's ability to scale effectively.

  6. Culture: Culture problems may arise as the company rapidly expands and hires new employees. It is essential for companies to be aware of these risks and to take steps to mitigate them as they engage in the process. This could involve implementing effective operational procedures, fostering a strong company culture, and being prepared to pivot if market conditions change.

  7. Leadership: It is crucial to have a solid managerial foundation in place. This means ensuring that you have a strong and capable team that can handle the challenges of rapid growth. It also involves having a clear and well-defined vision for your business and a solid understanding of your target market and the competitive landscape.

Hyper-scaling can effectively achieve rapid growth, but it is not a one-size-fits-all approach. It requires careful planning and execution and a willingness to take calculated risks. It's important to remember that the strategy has drawbacks: rapid growth can lead to significant challenges, such as managing cash flow and maintaining quality standards.

Hyper-scaling can be a game-changer for your business. It can help you rapidly increase your market share, outpace your competitors, and establish yourself as a leader in your industry. Approach it cautiously and have a well-thought-out plan.

Despite the potential risks involved, it is essential to note that the rewards of hyper-scaling can be immeasurable. When done successfully, it has the potential to lead to the emergence of some of the world's most dominant tech giants, causing a seismic shift in the status quo.

These tech giants have revolutionized our lives and have brought about significant changes in various industries. They have not only created new jobs but have also driven innovation and economic growth.



Joining a scale-up as a CTO is not just an opportunity but a unique chance to be part of a company's growth journey and directly impact its success. It allows you to shape the technological direction of the organization during a critical phase of expansion. However, embracing change, thriving in uncertainty, and making decisions with incomplete information is essential. Building solid relationships with your team and stakeholders is crucial in this dynamic, fast-paced environment.

To make the transition easier, it is crucial for a CTO to acknowledge the accomplishments of the departing CTO and to pose insightful questions. Keeping an open mind and gathering information before making decisions will lead to more informed and practical solutions. Establishing trust and connections with your team members fosters a positive work environment and enhances collaboration.

To successfully scale up, having a solid foundation, including a clear vision and a well-defined technology strategy, is essential. Balancing speed and agility with risks and challenges requires careful planning and execution. Equipping your team to handle complexities and fostering a culture of innovation and experimentation is vital for scaling up. Maintaining quality standards, ensuring operational efficiency, and being prepared to pivot if necessary are essential for sustainable growth.

Joining a scale-up as a CTO is not for the faint of heart, but it offers an adventurous journey filled with opportunities for personal and professional growth. Embrace the challenges, learn from the past, and lead with courage. As a CTO in a scale-up, you have the power to shape the future and make a lasting impact on the company and the industry at large.


As a CTO ask yourself the following:

  1. How can you navigate the complexities of hyper-scaling and drive rapid growth while maintaining operational efficiency and quality standards?

  2. What strategies can you implement to build strong relationships with your team and foster a culture of trust and collaboration in a fast-paced, dynamic environment?

  3. How can you effectively embrace change, make decisions with incomplete information, and thrive in uncertainty as a CTO in a scale-up?


Your takeaways from this chapter:

  1. The importance of joining a scale-up as a CTO is a unique opportunity to be part of a company's growth journey and directly impact its success.

  2. Embracing change, thriving in uncertainty, and making decisions with incomplete information are essential skills for a CTO in a scale-up.

  3. Building solid relationships with your team and other organizational stakeholders is crucial for success in a dynamic, fast-paced environment.

  4. To make the transition easier, acknowledge the progress the departing CTO has made and pose thoughtful questions.

  5. Keeping an open mind and gathering information before making decisions can lead to more informed and practical solutions.

  6. Establishing trust and connections with your team members fosters a positive work environment and enhances collaboration.

  7. Building a solid foundation, including a clear vision and a technology strategy, is crucial for successful scaling.

  8. Balancing speed and agility with risks and challenges in hyper-scaling requires careful planning and execution.

  9. Equipping your team to handle complexities and fostering a culture of innovation and experimentation is vital for scaling up.

  10. Maintaining quality standards, ensuring operational efficiency, and being prepared to pivot if necessary are essential for sustainable growth.


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