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Speaking With Senior Leaders: A Practical Playbook

Speaking with senior leaders is its own skill. They have little time, high standards, and a low tolerance for rambling. Get it right and you build powerful allies; get it wrong and you disappear. Here's the playbook.

Digby R. Kerr
By Digby R. Kerr, Wharton-educated executive, author of 16 published books, founder of Kerr University™. About 35 years in global business.

Lead with the headline

Executives think top-down. Start with your conclusion or ask, then support it: 'I recommend X. Here's why.' Making them wait for the point is the fastest way to lose them.

Be concise and confident

Say it in half the words you'd use with a peer. Cut the throat-clearing, drop the hedges, and speak with quiet certainty. Senior leaders read concision as competence.

Bring a point of view

Executives don't want a data dump — they want your read. 'Here's what I think we should do and why' is far more valuable than 'here's everything I found.' Having a view, and defending it calmly, is what earns their respect.

Frequently asked questions

How do I speak with senior leaders effectively?

Lead with the headline, be concise and confident, and bring a clear point of view rather than a data dump.

Why does concision matter with executives?

They have little time and read concision as competence.

Should I share my opinion with senior leaders?

Yes — they want your read and recommendation, not just information.

Can coaching prepare me for this?

Yes — we rehearse real executive conversations. Book a free 30-minute class.

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