Sidecar Team

An architect adjusting a glowing building block on a large translucent city blueprint.

4 min read

The Digital Twin: Simulating the Future of Your Association's Membership

Imagine taking nine years of flat, two-dimensional medical reports and turning them into a living, interactive model of a human body. A DEXA scan typically measures body composition, looking at bone density and where fat and muscle sit. The output...

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7 min read

digitalNow 2026 Day 2 Recap: Outcomes First, AI Second

If Day 1 of digitalNow 2026 asked who should hold the keys to an association's AI, Day 2 answered a more practical question: once you hold them,...

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Illustration of a rusted padlock being opened by a modern tension wrench on a wooden workbench.

5 min read

How AI is Finally Breaking Associations Free from Legacy Tech Debt

Imagine a piece of software running quietly in the background of your organization. It handles event registrations, manages member records, or...

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A bookbinder carefully stitching a large leather manuscript on a wooden workbench.

5 min read

Why Gemini 4 Argon's Reasoning State is a Breakthrough for Complex Tasks

Anyone who has spent time working with artificial intelligence on complex projects knows the exact moment the system loses its grip on the task. You...

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7 min read

digitalNow 2026 Day  1  Recap: Who Holds the Keys to Your AI?

Day 1 of digitalNow 2026, Sidecar's annual conference on AI and associations, opened on Monday, October 26, at the Hilton Arlington Rosslyn at The...

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An isolated shipping container surrounded by a safety perimeter in a large shipping yard

5 min read

The Semi-Truck Problem: Evaluating the Economic Incentives of AI Vendors

Associations have spent decades building some of the most valuable data repositories in their industries. From peer-reviewed journal archives and...

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A wooden workbench displaying a variety of specialized carpentry tools resting on an architectural blueprint.

5 min read

The End of 'Model Monogamy': What Microsoft's Copilot Fix Means for You

A master carpenter does not build custom cabinetry with a Swiss Army knife. While a multi-tool offers the convenience of having everything in one...

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Illustration of a person sorting valuable documents into secure boxes while leaving other books on an open table.

6 min read

Why The Law Won't Protect Your Association's Data (And What Will)

A recent federal appeals court ruling sounds like the exact shield content creators have been waiting for. For the first time, a United States...

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An illustration of a workshop contrasting a rigid conveyor belt with a creative workbench full of tools and blueprints.

5 min read

Recipes vs. Judgment: The Real Difference Between Automation and AI Agents

When association professionals hear about new artificial intelligence capabilities, they often map the concept directly onto the tools they already...

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