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Keith Brown

Business + Tech + Investing

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Reflections on 2025

Reflections on 2025

by Keith BrownDecember 30, 2025December 30, 2025

It is good to be back sharing my thoughts more. I have mostly stayed off social media since the world got loud

Private Equity Spreadsheets

Private Equity Spreadsheets

by Keith BrownDecember 2, 2025December 30, 2025

Private equity likes to call itself the rational antidote to sentimental founders, bloated corporate structures, and quarterly-obsessed public markets. The narrative is

Early Stage Startup DNA

Early Stage Startup DNA

by Keith BrownOctober 1, 2025October 1, 2025

I’ve thought a lot lately about my past time in startups earlier in my career. Looking back on it, I had no

Power Dynamics

Power Dynamics

by Keith BrownSeptember 30, 2025October 1, 2025

I was once in a meeting a Superpages.com early on in my career. An executive told his senior team, “We’re all in

The End of Entry Level

The End of Entry Level

by Keith BrownAugust 3, 2025August 3, 2025

The best teams are now elite hires and a fleet of AI agents. Here’s what that means for hiring, org structure, and

Headless CRMs

Headless CRMs

by Keith BrownJune 17, 2025June 17, 2025

I’ve been in SaaS for over two decades. I’ve seen it all—from duct-taped onboarding flows that accidentally convert, to UI tweaks that

Abundance and Displacement

Abundance and Displacement

by Keith BrownMay 31, 2025June 1, 2025

I’ve had some intense conversations lately—friends who run VC firms, founders building on the frontier of AI, and business owners seeing the

The Mirage Age

The Mirage Age

by Keith BrownNovember 14, 2023November 14, 2023

In the swiftly evolving landscape of artificial intelligence (AI), we find ourselves living in what I call “The Mirage Age.” This era

Toxic Assets

Toxic Assets

by Keith BrownJune 27, 2023July 10, 2023

In 2008, the world witnessed a financial crisis of unprecedented scale, largely precipitated by the collapse of the housing market. A significant

The Great Reset

The Great Reset

by Keith BrownSeptember 26, 2022September 29, 2022

I was having lunch with a friend last week who leads HR at a Fortune 500 company. They just finished a large

Healthy in a Hybrid World

Healthy in a Hybrid World

by Keith BrownAugust 28, 2022December 21, 2025

The Covid pandemic forced the majority of the global workforce to abandon their traditional office space. It challenged them to create a

Leading in Difficult Times

Leading in Difficult Times

by Keith BrownJune 20, 2022June 20, 2022

The last few years has been one of the most challenging events of our time. And while some of have pushed forward,

The Illusion of Output

The Illusion of Output

by Keith BrownSeptember 2, 2021September 3, 2021

We are in the midst of the one of the most fascinating shifts in modern labor. Businesses are desperately trying to get

Not Everyone Can Be a CEO

Not Everyone Can Be a CEO

by Keith BrownFebruary 21, 2021June 28, 2022

“My goal is to be the CEO one day.” I have heard this line a thousand times when I ask people what

Kevin Maye

Kevin Maye

by Keith BrownAugust 27, 2020December 21, 2025

100 days on the job. Most new employees are barely out of formalized onboarding in 90 days, let alone quitting their job.

Why I Quit LinkedIn

Why I Quit LinkedIn

by Keith BrownJuly 30, 2020December 21, 2025

After 10 years of the hustle and grind, you can say I had “made it.” Fortune 500 companies. Mergers and acquisitions. Running

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