Real-world Situations

Where our Global Community of Technology Leaders unite to dissect and solve complex problems through scenarios.

  • Year in a Worklife of a Chief Technology Officer - CTO Shadowing Session summary with key takeaways

    Year In a Worklife of a Scale-up Chief Technology Officer

    Recently, we had Emily Castles, CTO at a scaling start-up, Boundless, joining us for her fourth CTO Shadowing session. She reflected on their journey over the past year and, by doing that, provided an exclusive look into the challenges of a scale-up Chief Technology Officer who has to recover from severe financial cuts and consequent…

  • Case study GlobalTech

    Enhancing Collaboration with a Principal Engineer at TechGlobal

    An Engineering Manager (EM) at TechGlobal Ltd seeks advice on improving the working relationship with a Principal Engineer (PE) who, despite having extensive experience and a strong principled approach, poses challenges in team interactions and project progress.

  • Case-Study-The-Metric-Mirage-at-AgileX-Solutions-post-featured-image

    The Metric Mirage at AgileX Solutions

    AgileX Solutions, a leading Software as a Service (SaaS) company encounters a significant challenge when its non-technical Chief Executive Officer (CEO) mandates the use of quantitative metrics to gauge the engineering team’s performance. This requirement starkly contrasts with the perspective of the Head of Engineering (HoE), who advocates for a more nuanced, holistic evaluation approach….

  • Case Study: CEO-CTO Chasm featured image

    CEO-CTO Chasm at InnovativeTech

    This case study spotlights the need for harmonising business drive and technical stability, managing technical debt, fostering team resilience and responding effectively to crises. It invites readers to contribute ideas for better CEO-CTO alignment and ends as a parable warning of the dangers of strategic misalignment in tech companies.

  • Case Study-Balancing Team Support and Executive Pressure-blog post featured image

    Balancing Team Support and Executive Pressure

    Mia, an Engineering Manager, has led her team through several successful product launches, earning praise for their creativity and dedication. However, a challenge from senior management casts a shadow over these achievements. The team’s hard work is starting to take its toll, not due to Mia’s leadership but from the VP of Engineering’s intense pressure…

  • Aligning Sense of Urgency in Different Teams - featured image

    Aligning the Sense of Urgency Among Diverse Tech Teams

    In a rapidly growing technology company, the engineering, product and platform teams exhibit significantly different senses of urgency regarding project delivery and innovation. This misalignment leads to delays, frustration, inefficient workflows and, ultimately, loss of a competitive edge. Our Global CTO Community offers actionable advice.