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Oliver Buchannon
Kelly Vaughn

Kelly Vaughn is an engineering leader, entrepreneur, and leadership coach, supporting the growth of ICs and early-stage EMs.

I'm hosting a workshop on having tough conversations

I'm hosting a workshop on having tough conversations

I'd love for you to be there!

Apr 21, 2026

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1 min read

Resetting on engineering expectations in the age of AI

Resetting on engineering expectations in the age of AI

Like it or not, AI is an integral part of an engineer's work, and with that comes new expectations

Apr 14, 2026

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9 min read

Gaining the confidence to speak up when cross-team work isn’t working

Gaining the confidence to speak up when cross-team work isn’t working

When another team’s habits create drag on yours, staying quiet feels polite but slows down progress

Apr 7, 2026

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6 min read

If you can’t name the tradeoff, it’s not a real decision yet

If you can’t name the tradeoff, it’s not a real decision yet

If you can't name what you're giving up, you're probably still avoiding the decision

Mar 31, 2026

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5 min read

Knowing when not to answer

Knowing when not to answer

Most leaders default to jumping in. Here's a three-question framework for deciding whether you should

Mar 24, 2026

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7 min read

When code stops being the bottleneck

When code stops being the bottleneck

AI is accelerating how fast we write code, and it's exposing where the real bottlenecks have been all along

Mar 17, 2026

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9 min read

How to prepare for a skip-level meeting

How to prepare for a skip-level meeting

They can feel weird and unproductive if you don't know what to talk about. Here's what actually makes them useful

Mar 10, 2026

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6 min read

Why peer relationships are the hardest to manage

Why peer relationships are the hardest to manage

The context gap that makes working with peer EMs so hard

Mar 3, 2026

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6 min read

[All Access] Mastering tough conversations

[All Access] Mastering tough conversations

All Access subscribers get free access to my Mastering Tough Conversations course this month

Mar 1, 2026

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2 min read

When "I'm just being direct" becomes an excuse

When "I'm just being direct" becomes an excuse

The invisible gun gets dangerous when you refuse to holster it on principle

Feb 24, 2026

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5 min read

Not every opportunity is yours

Not every opportunity is yours

The hardest limit is stepping back from good ones and seeing the ones you've already said yes to through

Feb 17, 2026

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7 min read

Saying no to good ideas

Saying no to good ideas

The hardest no isn't to a bad idea. It's to a good one, and it's one of the most important choices you make

Feb 10, 2026

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9 min read

How I'm learning to delegate to AI as an engineering leader

How I'm learning to delegate to AI as an engineering leader

We may know how to delegate to our team, but choosing when and how to delegate to AI takes some adjusting

Feb 3, 2026

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7 min read

[All Access] Managing performance

[All Access] Managing performance

How to identify and support the 5 types of performers on your team

Feb 1, 2026

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2 min read

What happens when AI replaces the parts of work people love?

What happens when AI replaces the parts of work people love?

We’re using AI to move faster. I’m not yet convinced we’re using it to work better.

Jan 27, 2026

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8 min read

Digging up the skeletons at a new company

Digging up the skeletons at a new company

Every company has tradeoffs. Six months in is when you start deciding which skeletons matter the most

Jan 20, 2026

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5 min read

What your absence reveals about delegation

What your absence reveals about delegation

Time away is a stress test for your leadership system

Jan 13, 2026

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5 min read

The skills that make good leaders actually stand out

The skills that make good leaders actually stand out

Most leadership advice stops at communication. This is about what actually creates momentum and trust

Jan 6, 2026

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8 min read

[All Access] Signal over noise

[All Access] Signal over noise

How to tell what actually matters when everything is loud

Jan 1, 2026

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2 min read

Before we head into the new year

Before we head into the new year

A quick thank you before signing off for 2025

Dec 23, 2025

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4 min read

Why “culture fit” quietly breaks over time

Why “culture fit” quietly breaks over time

Growth changes companies and people. Treating fit as static has real leadership costs.

Dec 16, 2025

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5 min read

Should engineering managers be writing code at work?

Should engineering managers be writing code at work?

The debate is exhausting for a reason.

Dec 9, 2025

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10 min read

Curiosity is the bridge between "something feels off" and real feedback

Curiosity is the bridge between "something feels off" and real feedback

Not having the full context doesn't have to keep you from speaking up

Dec 4, 2025

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5 min read

The question great managers ask instead of giving answers

The question great managers ask instead of giving answers

A simple shift that turns you from problem-solver to leader

Dec 2, 2025

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6 min read

[All Access] A weekly reset ritual for clearer, calmer leadership

[All Access] A weekly reset ritual for clearer, calmer leadership

A simple system to help you start each week grounded instead of overwhelmed.

Dec 1, 2025

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4 min read

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