Chief Technology Officer (CTO) Interview - Toughest Questions and Answers
Published on: July 03, 2024
Last updated: July 03, 2024 Read in fullscreen view
Last updated: July 03, 2024 Read in fullscreen view
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CTO is a top senior role in technology, often available in larger companies or smaller startups. This executive function requires knowledge of all aspects of the company, including financials, to plan for technological needs.
I was recently asked to help a partner of our company to interview a prospective CTO. Here are some of the questions I used during the interview process, and I hope they help you in your CTO hiring process. I’ve ordered these by topic so that you can jump to the ones that best suit your startup’s needs.
Technical Questions
Describe a time you joined an existing code base that was in a bad shape? What did you do and how did you improve? |
1: Highlight your systematic approach to understanding the existing code base, such as reviewing documentation talking to team members, or tackling smaller issues first to get acclimated. |
2: Emphasize the specific actions that you took to improve the code base, like performing code reviews, refactoring retrospective, and constructing check sheets to help collect/analyze the real-time data for corrective and preventive actions. Explain the positive impact that these changes had on the team and the project. |
Example: When I joined my previous company, the existing code base was riddled with technical debt and lacked documentation. My first step was to understand the architecture and identify bottlenecks by talking to team members and reviewing the code. I then prioritized issues based on their impact on performance and maintainability. To get acclimated I started by fixing smaller bugs to familiarize myself with the code and the development environment. |
How do you describe the technical aspects of a project to stakeholders who don’t have a technical background? |
1: This question asks candidates to highlight their strongest soft skills, including communication, problem-solving, and critical thinking. Many stakeholders - including clients - may not have technical backgrounds, so technical managers need to be able to simplify difficult concepts. Let's leverage the power of Storytelling (i.e. User Story) to make the complex ideas more digestible. |
2: Ideal answers will highlight potential communication plans, including but not limited to relational communication based on a stakeholder’s professional background or visual assets to simplify process communication. |
Example: I try to give examples of the design and engineering elements in a software project in terms that are easy to relate to. For instance, if I'm speaking with a client who requests an e-commerce application, I try to describe the development process in terms of a sales funnel or a transaction to help them understand the complex aspects that go into a feature of the application. |
Explain an Agile development workflow that you've used in the past? |
1: Clearly outline the key components of the Agile framework that you've used such as Scrum or Kanban, and the specific roles you've played in the process to demonstrate your hands-on experience |
2: Highlight the benefits of the Agile workflow in your experience such as increased adaptability or improved team collaboration, to show your understanding of why Agile mythologies are effective. |
Example: In my previous role we used the Scrum framework as part of our Agile development workflow. We started with a Product Backlog which was a prioritized list of features, bug fixes and Technical tasks. Every two weeks, we held a Sprint Planning meeting where the team would select DoD items from the Product Backlog, move them into Sprint Backlog and then work on DoR items during the next Sprint.
Daily stand-up meetings helped us stay aligned. Each team member would share what they've worked on on the previous day, what they plan to work on that day and any blockers they faced. We use JIRA to track our progress and maintain transparency. |
Budget Management Questions
Explain your process of preparing an IT development budget where do you tend to cut costs and how do you review expense requests? |
1: Make sure you emphasize your strategic approach to budgeting such as aligning I.T objectives with business goals and consulting with various stakeholders to show that you consider both Technical and business perspectives. |
2: Highlight your criteria for reviewing expense requests and making cost-cutting decisions like focusing on return on investment (ROI) or automating repetitive tasks to demonstrate your ability to manage resources efficiently while supporting innovation. |
Example: Preparing an I.T Department budget is a comprehensive and strategic process. The first step is to align the IT objectives with the organization's overall strategic goals. I work closely with Business Leaders, Project Managers, and Technical Leads to identify key initiatives and their estimated costs for the upcoming physical year. This involves gathering data from past budgets, current expenditures and future projections to form a baseline.
Once we have a clear understanding of our objectives each team within the department submits their expense requests. These requests cover everything from hardware and software to personal and operational costs. I take the time to review these requests meticulously evaluating the necessity and potential return on investment (ROI). I also consult with team leads to validate assumptions and explore cost-effective alternatives. |
How do you deal with budgetary constraints in the face of technological requirements? |
This question evaluates problem-solving abilities within the executive suite, handling rejections and denying requests. It emphasizes the importance of choosing battles and implementing ideas that benefit the organization. It also asks about the ability to find alternative solutions with lower costs, whether through in-house or open-source technology. |
Example: I can explore cost-effective solutions like open-source tools or Software as a Service (SaaS) models. Incremental implementation can be a cost-effective approach. Strategic partnerships and collaborations can reduce costs, while optimizing existing technologies can free up resources for more critical investments. Effective cost management is crucial throughout the process. |
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