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Legacy Systems

A mechanic carefully tightening a bolt on an older piece of machinery.

5 min read

The 'Computer Use' Breakthrough: Connecting AI Agents to Legacy Tech

Sidecar Team: Oct 12, 2026, 5:42:08 PM

Walk into any association board room and mention artificial intelligence, and you will likely hear the same heavy sigh. The consensus is usually that...

AI Agents Digital Transformation Legacy Systems Association Technology
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Meticulously sculpted topiary hedge beside an overgrown, neglected vegetable garden—lush vines, rotting tomatoes, and tangled squash—highlighting stark contrast under warm afternoon light.

5 min read

The AMS Replacement Can Wait. Here's Where Associations Should Actually Be Investing.

Picture of Mallory Mejias Mallory Mejias: Mar 20, 2026, 9:09:37 AM

Ask a room full of association leaders what's standing between them and meaningful AI adoption, and a version of the same answer comes up repeatedly:...

Artificial Intelligence AI Data Platform Member Services Legacy Systems
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Flat illustration of a vintage theater marquee on a cream-colored building reading “Business as Usual,” with a ladder leaning against the sign in bright midday light.

5 min read

Your Vendors Are Under Pressure. Here's What to Do About It.

Picture of Mallory Mejias Mallory Mejias: Mar 16, 2026, 11:23:43 AM

Earlier this year, a JP Morgan report flagged something that should get the attention of anyone running an association: the S&P 500 software index...

AI Agents Legacy Systems Vendor Relationships
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