Archive - The Good Boss

Introducing Kyoshi - Your Systems-first Leadership Coach

The waitlist is open!

Oct 9 • Gaurav Jain

T-GROW: How to Turn Your 1:1s Into Real Coaching Conversations

Most 1:1s are status updates in disguise. Here's the five-step model I use to make them about growth instead.

Oct 5 • Gaurav Jain

The Most Toxic Leaders Don’t Yell... They Smile

7 subtle signs to watch out for

Oct 2 • Gaurav Jain

September 2026

Second-Order Thinking: How to See the Consequences Before You Create Them

Every decision solves one problem and teaches one lesson. Here's how to check the lesson before you teach it.

Sep 28 • Gaurav Jain

7 Signs You’re a Better Manager Than You Think

Even when it doesn't feel like it

Sep 25 • Gaurav Jain

The Feedback Sandwich: How to Give Feedback Without the Sugarcoating

Most managers use it to soften bad news. Here's how to use it to make sure the news actually lands.

Sep 21 • Gaurav Jain

6 Things Good Managers Do That Look Like Doing Nothing

Great leadership sometimes looks like doing nothing, on purpose.

Sep 18 • Gaurav Jain

The Karpman Drama Triangle: How to Stop Playing Victim in Your Own Team

Why the leaders who complain the most about "nobody helping" are often the ones blocking help from arriving.

Sep 14 • Gaurav Jain

7 Boring Habits That Will Take You From Good to Great

Simple, repeatable routines you can do every week as a leader

Sep 11 • Gaurav Jain

The Feynman Technique: How to Tell When You're Managing Something You Don't Actually Understand

A four-step test that tells you the difference between understanding something and just sounding confident about it.

Sep 7 • Gaurav Jain

Every promotion is a subtraction

And how to fix that

Sep 4 • Gaurav Jain

August 2026

Prisoner's Dilemma: The Game Every Cross-Team Project Is Secretly Playing

And what you can do about it as a leader

Aug 31 • Gaurav Jain

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