Sidecar Blog

Leadership (2)

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]

Mallory Mejias: Apr 13, 2026 1:06:01 PM

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

1 min read

Meet Grace, Our New AI Voice Agent

John Huisman: Mar 16, 2026 11:03:15 AM

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...

AI Agents Leadership AI Audio

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?

Mallory Mejias: Mar 4, 2026 6:30:00 AM

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.

Data Management Leadership AI Data Platform

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]

Mallory Mejias: Feb 24, 2026 9:59:44 AM

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

Sidecar Sync Podcast Leadership World Models AI Chips

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

Mallory Mejias: Feb 2, 2026 1:22:02 PM

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

Artificial Intelligence Leadership Strategy

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

Mallory Mejias: Jan 29, 2026 6:30:00 AM

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

Artificial Intelligence Leadership Strategy

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)

Mallory Mejias: Jan 14, 2026 6:30:00 AM

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

Artificial Intelligence Leadership Enterprise Value

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

Mallory Mejias: Jan 13, 2026 6:30:00 AM

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...

Artificial Intelligence Leadership Enterprise Value

Abstract diptych showing geometric pathways evolving from scattered shapes on the left into an interconnected, harmonious network on the right, rendered in coral, teal, and charcoal with a mid-century modern style.

3 min read

Why Workflow Thinking Beats Chatbot Thinking in Association AI

Mallory Mejias: Jan 12, 2026 4:51:26 PM

When association leaders decide to "do something with AI," the default instinct is predictable: build a chatbot. It makes sense on the surface....

Artificial Intelligence Leadership Experimentation Enterprise Value

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