Sidecar Blog

Strategy

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5 min read

The Exploration-Exploitation Trade-Off: The Best Mental Model for Your AI Strategy

Mallory Mejias: Feb 18, 2026 6:30:00 AM

If you've been paying attention to AI news over the past year, you already know the feeling. A new model drops and the benchmarks are unprecedented....

Artificial Intelligence Strategy

Illustration of a person climbing a mountain made of technical books toward a bright summit.

5 min read

You Don't Need to Be a Tech Expert to Lead Through AI

Mallory Mejias: Feb 2, 2026 1:22:02 PM

There's a question lurking in the back of many association leaders' minds right now: Who am I to lead an AI initiative?

Artificial Intelligence Leadership Strategy

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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...

Artificial Intelligence Leadership Strategy

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5 min read

AI Can Now Forge Your Credentials (Here's What to Do About It)

Mallory Mejias: Dec 10, 2025 6:30:01 AM

A post has been circulating on LinkedIn that should make every association leader uncomfortable. It shows what's now possible with AI image...

Leadership Strategy Technology AI Image Generation

Minimalist, Google-style homepage parody on a white background: “Association of Really Awesome Nurses” in coral/teal gradient text centered above an empty rounded search bar with a blinking cursor, with two gray buttons

4 min read

Your Association Is a Software Company (Whether You Realize It or Not)

Mallory Mejias: Dec 9, 2025 10:28:32 AM

Microsoft. Google. Salesforce. Adobe.

Leadership Strategy Technology Software Development AI-Assisted Software Development

5 min read

Why Your Association Can't Afford to Marry One AI Vendor

Mallory Mejias: Dec 8, 2025 12:37:22 PM

The AI leader from January isn't the AI leader now. And the leader now probably won't hold that spot six months from now.

Leadership Strategy Technology

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5 min read

Bottom-Up Buy-In: Why Your Frontline Staff Should Write Your Strategy

Mallory Mejias: Nov 19, 2025 6:30:00 AM

Strategy typically flows in one direction. The board sets vision. Executive leadership interprets it. Senior management translates it. Staff execute...

digitalNow Leadership Strategy