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Leadership (2)

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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Sidecar Sync Episode episode 129 cover featuring Amith Nagarajan and Mallory Mejias

37 min read

An FBI Operative’s Guide to Cybersecurity, Deepfakes, and Modern Spycraft with Eric O’Neill | [Sidecar Sync Episode 129]

Summary: In this interview edition of Sidecar Sync, Mallory sits down with Eric O’Neill—former FBI counterintelligence operative, attorney,...

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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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Split illustration of a junk drawer: left side shows a cluttered, overflowing drawer with tangled cables, mismatched keys, batteries, and loose screws in muted tones; right side shows the same items neatly arranged on a clean surface in a warm cream, peach, sage, and charcoal palette, organized but still varied in shape and size.

5 min read

Data Warehouses, Data Lakes, AI Data Platforms — What's the Difference and Why Should You Care?

When association leaders hear the term "AI data platform," there's usually a familiar response: "Oh, so it's like a data warehouse?" Not quite.

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Sidecar Sync episode 122 cover featuring Amith Nagarajan and Mallory Mejias

31 min read

The Maia 200 Breakthrough, Project Genie’s Living Worlds, & The New Rules of Work | [Sidecar Sync Episode 122]

Summary: In this episode of Sidecar Sync, Amith Nagarajan and Mallory Mejias zoom out to explore the AI infrastructure quietly reshaping everything...

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Illustration of a person climbing a mountain made of technical books toward a bright summit.

5 min read

You Don't Need to Be a Tech Expert to Lead Through AI

There's a question lurking in the back of many association leaders' minds right now: Who am I to lead an AI initiative?

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Overhead view of a bright, minimalist desk as hands push dark charcoal items aside, revealing a softly glowing coral center with a teal notebook and pen, suggesting focus and intentional simplicity.

6 min read

The Case for Saying No: Why Associations Need Zero-Based Strategic Thinking

Every association claims to have a focused strategic plan. The board retreat happened. The priorities were narrowed. The strategic pillars were...

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Grid of 100 rounded squares on a white background, mostly teal with five coral squares scattered throughout.

3 min read

The 95% Problem: Why Association AI Pilots Stall (And How to Break Through)

A study from MIT's Sloan School of Management found that 95% of enterprise AI initiatives fail to reach production with measurable impact....

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Overhead image of a fine-dining table: an oversized, charcoal leather menu with gold embossing dominates the left side, while a small, sparse plate of food sits to the right on a teal tablecloth, with a coral napkin nearby—clean, slightly satirical composition.

3 min read

When Your $10K AI Add-On Can't Beat Free ChatGPT

Your AMS vendor just announced an AI assistant module. It's an additional $10,000 per year. Your LMS now offers AI-powered content generation for a...

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