The Leadership Blind Spot: Why Experience Isn’t Enough

Even the most experienced leaders can make poor decisions — not due to skill, but due to limited visibility. Explore how to eliminate blind spots and build real-time decision clarity across programs.

EXECUTIVE DECISION-MAKINGPROGRAM GOVERNANCEDELIVERY INTELLIGENCEAGILE LEADERSHIPENTERPRISE RISK & OVERSIGHT

Written by: Matt Gregory - Principal Consultant Baltimore Advisory

7/14/20251 min read

Why do senior leaders struggle to make the right calls...despite having more experience than ever?

In Thomas Harris' post below (Esher Advisory partner), Thomas nails a truth I’ve seen again and again in large, complex environments: senior leaders operate with limited visibility into the real state of their organisation.

As someone who’s spent years parachuting into failing programs (via Baltimore Advisory) and coaching teams through agile product transformations (via Agile Product Mastery), I’ve witnessed firsthand the risks of:

- The Iceberg of Ignorance
- Positivity bias in reporting
- Lack of psychological safety
- Lagging, siloed, or skewed data

At Baltimore Advisory, we help leaders restore business confidence and delivery discipline by embedding transparent, real-time decision support mechanisms, especially in high-stakes initiatives.

At Agile Product Mastery, we coach teams to develop customer-informed roadmaps backed by leading indicators, not just output metrics.

- Better data = better decisions
- Safer cultures = clearer signals
- Cross-functional dashboards = real insight

If you’re a leader grappling with a foggy business pulse, it may be time to rethink how you engage with delivery teams and data flows. Let’s connect.

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