Managing C-Suite Expectations

How do you set appropriate expectations at the executive level? How do you align those expectations with delivery of technology and product? …

Measuring Team Performance

What measures of performance do you use? Which metrics do you need to track? How do you present performance data to the broader …

Recap: Rethinking Roles in Technology and Product

The theme this week “Rethinking Roles in Technology and Product” didn’t mention anything about AI, but was hugely impacted …

Rethinking Roles in Technology and Product

With AI tool adoption blurring the lines between Technology and Product functions, how will roles change on your teams? Will hybrid roles …

Investing Without Market Signal

When the market doesn’t provide clear signal, where do you place your bets? Do you follow your intuition? Do you focus on process …

Technical Debt Use and Abuse

How do you balance technical debt with velocity? What is your strategy for managing technical debt? When is technical debt useful and when …

Technology in Business Context

How do you position technology in the broader business context? What builds trust in technology delivery with other groups? How do you …

Build Versus Buy

This question arises frequently in the life of a CTO. How do you reckon the trade-offs? What is your decision-making process? How do you …

Mergers and Acquisitions

They have many components: diligence, alignment, technology integration, team restructuring, client migrations, etc. How do you bring all of …

Developing Talent

How do your team members improve their skills? What systems do you have in place to help them? How do you encourage continuous learning? Do …