Olive & OakExecutive Coaching

Coaching Journal

Writing for people who have to decide something this week.

Notes from our coaching practice on leadership, developing people, organisational design, communication, strategy, and the culture that performance actually rests on. New pieces are added as the work turns them up. No frameworks for their own sake.

A modern office tower at dusk with a few windows lit warm against deep navy glass

36 articles

Strategy & Change · Latest

Strategy Is the List of Things You Are Not Doing

If your strategy contains no visible sacrifice, it is a budget with adjectives. Three tests for whether yours is real.

Read the article
A person considering a wall of hand-drawn diagrams and sticky notes

All articles

An open-plan office atrium seen from above, showing stairs, walkways and desk clusters
Organizational Management

How to Reorganize Without Losing a Year

Structure changes fail on sequencing and silence, not on the design. A calmer approach to the announcement and the ninety days after.

The head of an empty boardroom table beside tall windows at dusk
Leadership

The First 90 Days Are Not About Proving Yourself

New senior leaders lose credibility by moving too fast on the wrong things. A better sequence: learn the system, secure one early win, then commit publicly.

A person considering a wall of hand-drawn diagrams and sticky notes
Strategy & Change

Change Fatigue Is a Sequencing Failure

Organizations are not resistant to change. They are resistant to the eleventh simultaneous change with no visible completion.

Colleagues talking easily around a standing table in an office kitchen
Performance & Culture

Accountability Without Fear

High standards and psychological safety are not a tradeoff. Confusing the two produces either niceness or compliance.

An open-plan office atrium seen from above, showing stairs, walkways and desk clusters
Organizational Management

Your Meeting Problem Is an Ownership Problem

Meeting hygiene rules rarely survive a quarter. What works is removing the underlying causes: unclear ownership and missing information flow.

A person considering a wall of hand-drawn diagrams and sticky notes
Strategy & Change

The Deal Closed. Now the Hard Part.

Integration value is realized or lost in the first hundred days, mostly through decisions about people and authority.

An open-plan office atrium seen from above, showing stairs, walkways and desk clusters
Organizational Management

The Seam Is Where the Work Fails

Functions are usually competent on their own. The failures live in the handoffs nobody is measured on.

A person considering a wall of hand-drawn diagrams and sticky notes
Strategy & Change

Annual Planning That Survives February

Most plans are obsolete within a quarter and nobody says so. Build the revision mechanism into the plan itself.

The head of an empty boardroom table beside tall windows at dusk
Leadership

Why Your Feedback Isn't Landing

Most feedback fails for structural reasons, not delivery reasons. Timing, specificity, and stakes matter more than tone.

A leader standing to address a small seated group in a bright meeting room
Communication

Executive Presence on a Video Call

Video compresses everything that used to carry authority in a room. A few deliberate adjustments recover most of it.

The head of an empty boardroom table beside tall windows at dusk
Leadership

Quiet Authority: Influence Without Volume

The most influential person in the room is usually not the most talkative. Authority is built through precision, restraint, and follow-through.

An open-plan office atrium seen from above, showing stairs, walkways and desk clusters
Organizational Management

The Metric You Chose Is Now Managing You

Every measure creates behavior, including behavior you didn't want. How to design metrics that survive contact with incentives.

The head of an empty boardroom table beside tall windows at dusk
Leadership

The Calendar Is the Strategy

Ask an executive their priorities, then read their calendar. When the two disagree, the calendar is telling the truth.

A senior leader and a younger manager walking a glass-walled office corridor in conversation
Talent Development

Developing a Team You Didn't Choose

Inherited teams get judged against an imagined ideal. A fairer and more useful method: assess against the work, in three passes.

Colleagues talking easily around a standing table in an office kitchen
Performance & Culture

Keeping Good People When There Is No Next Rung

Flat organizations lose strong performers to title inflation elsewhere. Scope, mastery, and honesty retain better than vague promises.

Want this applied to your own situation?

Bring us the decision you are sitting on. Forty-five minutes, no proposal attached.

Book an introductory call