Sidecar Blog

Leadership (2)

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6 min read

The Case for Saying No: Why Associations Need Zero-Based Strategic Thinking

Mallory Mejias: Jan 29, 2026 6:30:00 AM

Every association claims to have a focused strategic plan. The board retreat happened. The priorities were narrowed. The strategic pillars were...

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3 min read

The 95% Problem: Why Association AI Pilots Stall (And How to Break Through)

Mallory Mejias: Jan 14, 2026 6:30:00 AM

A study from MIT's Sloan School of Management found that 95% of enterprise AI initiatives fail to reach production with measurable impact....

Artificial Intelligence Leadership Enterprise Value

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3 min read

When Your $10K AI Add-On Can't Beat Free ChatGPT

Mallory Mejias: Jan 13, 2026 6:30:00 AM

Your AMS vendor just announced an AI assistant module. It's an additional $10,000 per year. Your LMS now offers AI-powered content generation for a...

Artificial Intelligence Leadership Enterprise Value

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3 min read

Why Workflow Thinking Beats Chatbot Thinking in Association AI

Mallory Mejias: Jan 12, 2026 4:51:26 PM

When association leaders decide to "do something with AI," the default instinct is predictable: build a chatbot. It makes sense on the surface....

Artificial Intelligence Leadership Experimentation Enterprise Value

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5 min read

Why Encouraging AI Learning Isn't Enough Anymore

Mallory Mejias: Jan 9, 2026 12:42:32 PM

The conversation around AI skills has shifted. What was a "nice to have" a few years ago has become a baseline expectation. According to Microsoft...

Leadership AI Education

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6 min read

Why 2026 Is the Year AI Agents Finally Go Live

Mallory Mejias: Jan 6, 2026 1:57:14 PM

AI agents have been "coming soon" for a while now. Every year brings new announcements, new frameworks, new promises about autonomous systems that...

AI Agents Leadership Member Services AI Education

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6 min read

7 AI Predictions That Will Shape Associations in 2026

Mallory Mejias: Jan 5, 2026 10:30:51 AM

We're officially in the second half of the decade. And if 2025 felt like the year AI went from interesting to unavoidable, 2026 is shaping up to be...

AI Agents Artificial Intelligence Leadership Member Services Open Source AI Education

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4 min read

If You're Not Leading the AI Conversation in Your Industry, You're Out of It

Mallory Mejias: Dec 24, 2025 6:30:00 AM

Somebody is going to train the lawyers of the world on how to use AI in legal practice.

Artificial Intelligence Leadership Domain Specific AI

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4 min read

Your Narrow Expertise Might Be Your Greatest AI Advantage

Mallory Mejias: Dec 23, 2025 6:30:00 AM

One in four US doctors now uses OpenEvidence, an AI platform trained exclusively on peer-reviewed medical journals. That's 15 million consultations...

Artificial Intelligence Leadership Domain Specific AI

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