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A flat-lay illustration of a jeweler's workbench features an uncut gray gemstone on the left, an intricate teal and gold ring setting with filigree details in the center, and a charcoal gray jeweler's loupe on the right, all on a peach surface against a cream background.

5 min read

The AI Harness: Why What's Built Around the Model Matters More Than the Model Itself

A lot of associations spent the past year or two making what felt like a big decision: ChatGPT, Claude, Gemini, Copilot. Teams were assembled....

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An overhead editorial illustration in a flat graphic style shows a wooden sandbox on green grass. Inside the sandbox, digital file folders, browser windows, and calendars are neatly organized. Outside the sandbox, the same digital elements are scattered chaotically and disorganized on the grass.

6 min read

Everyone's Talking About OpenClaw. Here's What Actually Matters for Your Association.

If you've been anywhere near AI news in the past few weeks, you've probably seen the name OpenClaw. NVIDIA's CEO compared it to the arrival of Linux....

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Sidecar Sync episode 127 cover featuring Amith Nagarajan and Mallory Mejias

38 min read

A New Era of AI Education with the ‘AI Learning Hub’ & The Rise of OpenClaw | [Sidecar Sync Episode 127]

Summary: In this episode of Sidecar Sync, co-hosts Amith Nagarajan and Mallory Mejias dive into the explosive rise of OpenClaw—an open-source AI...

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A table-top comparison of two conceptual sketches for an AI audio agent. On the left, a crumpled napkin shows a rough hand-drawn flowchart. On the right, a neat engineering blueprint transforms the sketch into a technical, labeled architectural diagram of deep neural networks and NLP engines.

6 min read

From Hackathon to Live Product in 60 Days: A Playbook for Association AI Experiments

In late January, a group of 14 people gathered at a beach house in Florida for six days. They worked 16 to 18 hour days, mostly self-directed, with...

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A stylized, vector-style illustration depicting a signal path traveling between two tin cans. On the left, a horizontal tin can has orange sound waves emanating from it, representing speaking. A wavy wire connects this can to a sequence of components along the path: a cluster of gray gears, a green rectangular circuit board, and a gray funnel. The wire finally connects to a vertical tin can on the right, which is slightly tilted as if for listening. The image is on a solid light background with subtle gray shadows beneath the cans.

6 min read

How We Built Grace: The Tech Stack Behind Sidecar's Voice AI Agent

Sidecar recently launched Grace, a voice AI agent that lives on our website. You can talk to her about Sidecar's offerings, ask questions about the...

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Sidecar Sync episode 126 cover featuring Amith Nagarajan and Mallory Mejias

30 min read

Meet Grace: Sidecar’s New AI Agent Takes the Stage | [Sidecar Sync Episode 126]

Summary: In this episode of Sidecar Sync, Amith Nagarajan and Mallory Mejias pull back the curtain on one of Sidecar’s most ambitious experiments...

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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.

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...

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1 min read

Meet Grace, Our New AI Voice Agent

We built something we're excited about and wanted to share it. If you visit sidecar.ai now, you'll notice something new: a research preview of our AI...

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Sidecar Sync episode 125 cover featuring Amith Nagarajan and Mallory Mejias

38 min read

AI Agents Shake Up the Software Market, Cybersecurity's Arms Race, & Future-Proofing Your Stack | [Sidecar Sync Episode 125]

Summary: In this episode of Sidecar Sync, Amith Nagarajan and Mallory Mejias unpack three major developments shaping the AI landscape for...

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