Sidecar Blog

Flat illustration of a craftsperson carefully working on a violin at a workbench in a sunlit workshop.

6 min read

Why Your IT Department Shouldn't 'Own' Your AI Strategy

This post draws on Wharton professor Ethan Mollick's recent article, "The IT department: Where AI goes to die," which we analyzed on a recent episode of the Sidecar Sync. The core argument—that organizations are squandering AI's potential by handing...

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Sidecar Sync Episode episode 132 cover featuring Amith Nagarajan and Mallory Mejias

35 min read

Claude's Design Coup & The Curse of Work Slop | [Sidecar Sync Episode 132]

Summary: In this episode of the Sidecar Sync, Amith Nagarajan and Mallory Mejias dive into Anthropic’s latest moves with Claude Opus 4.7 and the new...

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Stylized illustration of a dark wooden workbench featuring a rolled blueprint, potted plant, notebook, pencil, pliers, gears, and drafting compass.

5 min read

Beyond Chat: Why AI Needs a New Interface, Platform, and Business Model

To understand the current state of artificial intelligence, one must look back at the history of computing. We often feel as though we are living in...

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5 min read

The Quiet Shift Reshaping Event Teams: From Planner to Builder

If you work on the events side of an association, the math probably looks familiar. Budgets have been flat for years. Costs — venues, catering, AV,...

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A minimalist vector illustration of a person in a full grey wetsuit, seen from behind, sitting cross-legged on a yellow and orange striped surfboard. The surfer is looking out over a calm, geometric-style, teal and grey ocean at a gentle, rolling wave on the horizon. The sky above is a soft cream and peach gradient, conveying a sense of serene anticipation.

5 min read

The 17-Year Overnight Success: A Framework for Spotting What's Next

Here's a story you may have heard a version of: a small team launches a free app in the App Store. Two weeks later, Apple calls — unannounced,...

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Sidecar Sync Episode episode 131 cover featuring Adam Cheyer, Noah Cheyer, and Mallory Mejias

41 min read

How Siri’s Co-Creator Predicts the Next AI Wave with Adam & Noah Cheyer | [Sidecar Sync Episode 131]

Summary: What happens when you put a Siri co-creator and longtime AI pioneer together with a next-generation events strategist? Adam...

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A stylized, isometric vector illustration of an open charcoal gray filing cabinet drawer with a gold handle and label holder. Inside, a row of index cards with alphabetized tabs (A-G) in alternating sage green, peach, and teal recedes. One single, prominent coral-pink card stands out, raised significantly higher than the others in the center. The background is a clean, flat cream color.

5 min read

What's Coming for Association Knowledge Bases: Faster, Smarter, More Accurate

More associations are building AI-powered knowledge assistants every month. The pitch is compelling: members get instant answers drawn from your...

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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?...

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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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