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From Lost to Leading

Most people get promoted into management and left to figure it out alone. This newsletter changes that.

Every week, Richard Hillier shares practical frameworks, honest insights, and the leadership systems nobody teaches you in the promotion conversation — so you can lead with confidence from day one.

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Richard Hillier

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Featured Posts

New Year

Jan 6, 2026

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5 min read

New Year

Time to check-in

Richard Hillier
Richard Hillier

Latest Posts

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Managing Up: Part 3

Jul 21, 2026

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5 min read

Managing Up: Part 3

The Harder Conversations — Pushing Back, Asking for Things, and Owning Mistakes

Richard Hillier
Richard Hillier
Part 2: Managing Up

Jul 14, 2026

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4 min read

Part 2: Managing Up

How to Build a Working Relationship With Your Boss

Richard Hillier
Richard Hillier
Part 1: Managing Up

Jul 7, 2026

•

3 min read

Part 1: Managing Up

Why Managing Up Isn’t Politics — It’s a Core Leadership Skill

Richard Hillier
Richard Hillier

Archive

Managing Up: Part 3

Jul 21, 2026

•

5 min read

Managing Up: Part 3

The Harder Conversations — Pushing Back, Asking for Things, and Owning Mistakes

Richard Hillier
Richard Hillier
Part 2: Managing Up

Jul 14, 2026

•

4 min read

Part 2: Managing Up

How to Build a Working Relationship With Your Boss

Richard Hillier
Richard Hillier
Part 1: Managing Up

Jul 7, 2026

•

3 min read

Part 1: Managing Up

Why Managing Up Isn’t Politics — It’s a Core Leadership Skill

Richard Hillier
Richard Hillier
Part 7: Managing Underperformance

Jun 30, 2026

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4 min read

Part 7: Managing Underperformance

How to Handle Underperformance Before It Becomes a Bigger Problem

Richard Hillier
Richard Hillier
Part 6: Development Plans

Jun 23, 2026

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3 min read

Part 6: Development Plans

Turning Reviews into Development Plans That Stick

Richard Hillier
Richard Hillier
Part 5: Performance Review Conversations

Jun 16, 2026

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3 min read

Part 5: Performance Review Conversations

How to Have a Performance Review Conversation That Builds Trust

Richard Hillier
Richard Hillier
One Two One

Jun 14, 2026

•

2 min read

One Two One

Edition 4: Delegation

Richard Hillier
Richard Hillier
Part 4: Calibrations

Jun 2, 2026

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3 min read

Part 4: Calibrations

The Part Most New Managers Don’t Know About

Richard Hillier
Richard Hillier
One Two One - Edition 3

May 31, 2026

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2 min read

One Two One - Edition 3

Giving Feedback

Richard Hillier
Richard Hillier
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