Jared Peno | Think Like A CIO | Think Like A CIO | IT Strategy, AI & Technology Leadership for Business Leaders

Previous Insights

Leadership

Mar 17, 2026

•

5 min read

Meet Ally - my AI Chief of Staff

Jared Peno

IT Strategy

Mar 10, 2026

•

4 min read

This changes things...

Jared Peno

IT Strategy

BBS - The disease killing your business growth.

Mar 3, 2026

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5 min read

BBS - The disease killing your business growth.

Jared Peno

Cybersecurity

Feb 24, 2026

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4 min read

The Ex-Employee Problem

Jared Peno

IT Strategy

Weird Sharepoint issues? It's probably misconfigured.

Feb 17, 2026

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4 min read

Weird Sharepoint issues? It's probably misconfigured.

Jared Peno

AI & Automation

Feb 10, 2026

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5 min read

Cash-in $$$ on your existing data

Jared Peno

IT Strategy

Employee onboarding says a lot about your IT Maturity

Feb 3, 2026

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3 min read

Employee onboarding says a lot about your IT Maturity

Jared Peno

IT Strategy

What a professional IT assessment really reveals

Jan 27, 2026

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3 min read

What a professional IT assessment really reveals

Jared Peno

Leadership

Jan 20, 2026

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4 min read

AI-First will dominate AI-Adopted

Jared Peno

IT Strategy

It's not obvious Why or How you should Simplify your tech, so let me explain...

Jan 13, 2026

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6 min read

It's not obvious Why or How you should Simplify your tech, so let me explain...

Jared Peno

IT Strategy

Your employees' technology experience matters more than you think

Jan 6, 2026

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4 min read

Your employees' technology experience matters more than you think

Jared Peno

Cybersecurity

Your Cyber Insurance Policy Is Probably Worthless—Here's Why

Dec 30, 2025

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6 min read

Your Cyber Insurance Policy Is Probably Worthless—Here's Why

Jared Peno

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Previous Insights

Meet Ally - my AI Chief of Staff

This changes things...

BBS - The disease killing your business growth.

The Ex-Employee Problem

Weird Sharepoint issues? It's probably misconfigured.

Cash-in $$$ on your existing data

Employee onboarding says a lot about your IT Maturity

What a professional IT assessment really reveals

AI-First will dominate AI-Adopted

It's not obvious Why or How you should Simplify your tech, so let me explain...

Your employees' technology experience matters more than you think

Your Cyber Insurance Policy Is Probably Worthless—Here's Why

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