How do you keep strategy relevant when the world moves faster than your plan?

I put that question to Dan Figueiredo, Director, Global Technology Strategy at Microsoft. Dan has spent more than twenty years at the intersection of business and technology, guiding partners and enterprises through AI-enabled transformation while keeping people, outcomes and capability at the centre.

We spoke about what it means to build strategy around outcomes, how to sustain direction without over-fixating on targets, and why true change depends on people, not platforms.

Key lessons from our discussion:

☑️ Treating technology as capability blocks and keeping outcomes in charge

☑️ Using a North Star and quick wins to build confidence and momentum

☑️ Converting AI hype into operating value through skills and process

☑️ Creating real partnership language and dealing with resistance constructively

For senior leaders driving transformation, scale or technology-enabled growth, this discussion brings strategy back to outcomes — and to the people who make them real.