Plotonplanning2

Lost the Plot on Planning Part 2

This piece was originally featured in the October 15th, 2025 newsletter found here: INBOX INSIGHTS, October 15, 2025: Lost the Plot on Planning Part 2, AI for Frameworks We’ve Lost the Plot on Planning- Part 2 Remember the BIG question from Part 1? What problem are we actually trying to solve for our customers? That’s […]

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LOSTPLOTPLANNING

Lost the Plot on Planning

This post was originally featured in our October 8th, 2025 newsletter here: INBOX INSIGHTS, October 8, 2025: Lost the Plot on Planning, AI For Data Analysis, Part 1 We’ve Lost the Plot on Planning- Part 1 I’ve been in a lot of planning meetings lately. And I mean a lot. Here’s what I’m noticing: everyone’s talking […]

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DataBreaches

Small Data Breaches

This data was originally featured in the September 10th, 2025 newsletter found here: INBOX INSIGHTS, September 10, 2025: You Get What You Pay For, Small Data Breaches In this week’s Data Diaries, let’s talk about cheerleaders and data breaches. My wife and I often take our dog for a walk in the local parks and […]

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AIBEEFS

AI Beefs

This blog was originally featured in the July 16th, 2025 newsletter found here: INBOX INSIGHTS, July 16, 2025: AI Beefs, Which AI Models to Use AI Beefs: What’s Really Grinding Our Gears So there I was last week, sitting at my desk working on slides for our AI Kit course, and I thought, “You know […]

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AIfirst pt3

When AI-First Goes Wrong Part 3

This post was originally featured in the June 11th, 2025 newsletter found here: INBOX INSIGHTS, June 11, 2025: When AI-First Goes Wrong Part 3, Speakability and Text to Speech AI When AI-First Goes Spectacularly Wrong – Part 3 If you missed Part 2 on why smart companies keep making the same AI mistakes, you can find […]

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AIFIRSTPT2

When AI-First Goes Wrong Part 2

This post was originally featured in the June 4th, 2024 newsletter found here: INBOX INSIGHTS, June 4, 2025: When AI-First Goes Wrong Part 2, Changing Data Languages When AI-First Goes Spectacularly Wrong – Part 2 If you missed Part 1 on Duolingo’s communication disaster, you can find it here. This week: why this pattern keeps repeating […]

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Management failures

Fear-Based Management Failures

This post was originally featured in the May 21, 2025 newsletter found here: INBOX INSIGHTS: Fear-Based Management Failures, Economic Indicators Leading With Fear Is Not Leadership I posted about this on LinkedIn this week, but it is worth repeating and expanding upon. You can read the post here Leaders, Do Better. If your goal is […]

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AI Integration Strategy

AI Integration Strategy Part 3

This post was originally featured in the April 23rd, 2025 Newsletter found here: INBOX INSIGHTS, April 23, 2025: AI Integration Strategy Part 3, AI Data Privacy Approaching AI Integration Strategically – Part 3: Implementation I once sat through a painful meeting where an executive asked for a status update on a new tech implementation. When […]

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Failing up

Failing Up

This content was originally featured in the April 2nd, 2025 newsletter found here: INBOX INSIGHTS, April 2, 2025: Failing Up, AI Stability vs. Capability 👉 Check out our new course, Generative AI Use Cases for Marketers! Watch This Newsletter 📺 Click/tap to see the video on YouTube Why Failing Up is a Business Liability in […]

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The black and red trust insights logo with "Why you need a skills matrix" in white font

Why You Need a Skills Matrix

This post was originally featured in the February 12th, 2025 newsletter found here: INBOX INSIGHTS, February 12, 2025: Why You Need a Skills Matrix, Skills Inventories Why You Need a Skills Matrix Immediately Here’s what’s happening in companies right now, and I bet this sounds familiar: Teams are staring at their project plans, realizing that […]

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