Sidecar Blog

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A minimalist, flat design illustration showing five simplified, colorful human figures in a running sequence against a textured cream background. The first (orange) and last (yellow) figures are holding glowing torches, while the three middle figures (peach, light teal, dark green) run with empty hands.

4 min read

Why Smart Associations Don't Use One AI Model. They Use Five.

Most AI conversations in associations start with the same question: which model should we use? Claude or ChatGPT? Gemini or something open-source? The question feels reasonable, but maybe it's the wrong place to begin.

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An illustrative vector drawing of a vintage steam train with an orange-red locomotive and a very long line of alternating colored (yellow, green, pink) freight cars. The train travels along a single, winding track that curves up and over large, rolling, sage-green hills, receding into the distance against a plain, light beige sky. Greenish-gray steam billows from the locomotive's stack.

4 min read

The Little Models That Could: How AI Got 200x Cheaper in Three Years

In early 2023, if you wanted access to the smartest AI available, you paid about $30 per million tokens to use GPT-4. It was expensive, it lived in...

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Sidecar Sync Episode episode 130 cover featuring Amith Nagarajan and Mallory Mejias

38 min read

The Little AI Models That Could | [Sidecar Sync Episode 130]

Summary: This week on the Sidecar Sync, Amith Nagarajan and Mallory Mejias trace one of the biggest stories in AI: how cutting-edge intelligence...

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5 min read

Trust Is Becoming an Uncommon Commodity — And That's an Association Problem

Associations have always been in the trust business. Members come to them for credentialing, education, industry standards, and reliable information...

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6 min read

The Practical Cybersecurity Playbook for Associations With Small IT Teams

Many associations are operating with IT teams of one, two, or three people — and those teams are responsible for protecting sensitive member data,...

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5 min read

The AI Learning Hub Enters a New Era — And It Starts Where You Are

Many association professionals have moved past the "why AI" question. They've attended the webinars. They've read the articles. Many have...

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5 min read

Cybercrime Is Now the Third Largest Economy in the World — And Associations Are on the Target List

Twelve trillion dollars. That's the estimated annual volume of cybercrime flowing through the dark web — a figure that surpasses the GDPs of Germany...

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Sidecar Sync Episode episode 129 cover featuring Amith Nagarajan and Mallory Mejias

37 min read

An FBI Operative’s Guide to Cybersecurity, Deepfakes, and Modern Spycraft with Eric O’Neill | [Sidecar Sync Episode 129]

Summary: In this interview edition of Sidecar Sync, Mallory sits down with Eric O’Neill—former FBI counterintelligence operative, attorney,...

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A flat editorial illustration on a cream background, showing a coral-colored arrow cursor following a glowing dotted path through a dense arrangement of overlapping application windows (Asana, Gmail, Drive, Slack, Database, Google Docs). The path originates from a central window labeled

5 min read

Claude Can Use Your Computer Now — Here's How to Think About It

Computer use — the ability for AI to see your screen, click buttons, open apps, and navigate software on your behalf — has been technically possible...

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