Sidecar Blog

A brass magnifying glass focusing on a section of a complex architectural blueprint.

5 min read

Stop Fearing Your 'Dark Databases': A New Way to Map Your Data

Imagine you want to answer a seemingly simple question about your association's membership: Are there geographic trends in your year-over-year retention rates? You know the information exists somewhere in your association management system (AMS)....

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Sidecar Sync Episode episode 133 cover featuring Amith Nagarajan and Mallory Mejias

32 min read

Dark Databases & the State of AI Video | [Sidecar Sync Episode 133]

Summary: In this episode of the Sidecar Sync, Amith Nagarajan and Mallory Mejias dig into the hidden world of “dark databases”—messy, undocumented...

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Flat illustration of a tuning fork being struck near a wine glass, with visible vibrations rippling through the glass.

5 min read

Stop De-Weirding Your AI: Why Enterprise Logic Kills Innovation

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...

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Flat illustration of a design studio with drafting tables, a geometric sketch on paper, and drafting tools laid out in soft natural light.

5 min read

The End of the Design Bottleneck: What Claude Design Means for You

For many association professionals, the path from a great idea to a finished visual asset is often blocked by a significant bottleneck. You might...

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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...

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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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A clean, geometric flat editorial illustration of an empty charcoal and gold podium on a cream background, with floating stylized icons including a stage with chairs, microphone, clipboard, bar chart, wireframe sketch, geometric model, and flowing data visualization.

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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