Sidecar Blog

Ready to take the first step toward AI education?

Strategy

Episode 149 of the Sidecar Sync Podcast cover art featuring Amith Nagarajan and Mallory Mejias

38 min read

Spirit Airlines' Data Sale, the Model Too Powerful to Ship, & the Landlords of AI | [Sidecar Sync Episode 149]

Mallory Mejias: Aug 31, 2026, 4:25:43 PM

Summary: When Spirit Airlines went bankrupt, its planes and gates weren't the only assets on the auction block — Google paid $10 million for its...

Three colorful engine blocks connect by dotted lines to the same vehicle chassis slot.

4 min read

You Can't Predict Who Leads AI in Three Months. Build Accordingly.

Sidecar Team: Aug 25, 2026, 2:58:46 PM

Consider where things stood in the middle of 2024. If your association was trying to do something serious with AI, the decision was close to...

Strategy AI Architecture open-weight models

Two smooth curves cross on a cream background: a coral curve rises quickly and levels off, while a teal curve climbs steadily and finishes higher.

4 min read

AI Is Overhyped and Underhyped. The Difference Is Timing.

Sidecar Team: Aug 24, 2026, 8:55:54 PM

Ask ten association leaders what they make of AI right now and you'll get two answers that seem impossible to reconcile.

Leadership Strategy AI Adoption

Sidecar Sync Episode episode 139 cover featuring Jon Cheney and Mallory Mejias

49 min read

The $400 AI Startup with Jon Cheney | [Sidecar Sync Episode 139]

Mallory Mejias: Jun 18, 2026, 11:45:32 AM

Summary: What if building a million-dollar business no longer required a team, funding rounds, or even technical expertise? In this episode of the...

Leadership Strategy Vibe Coding AI Adoption

A minimalist vector illustration of a person in a full grey wetsuit, seen from behind, sitting cross-legged on a yellow and orange striped surfboard. The surfer is looking out over a calm, geometric-style, teal and grey ocean at a gentle, rolling wave on the horizon. The sky above is a soft cream and peach gradient, conveying a sense of serene anticipation.

5 min read

The 17-Year Overnight Success: A Framework for Spotting What's Next

Mallory Mejias: Apr 28, 2026, 9:15:00 AM

Here's a story you may have heard a version of: a small team launches a free app in the App Store. Two weeks later, Apple calls — unannounced,...

Strategy Innovation Trend Spotting

Tightrope walker in charcoal and sage balances between a deep mine shaft on the left and a branching open landscape on the right, set against a warm cream background with soft gold accents.

5 min read

The Exploration-Exploitation Trade-Off: The Best Mental Model for Your AI Strategy

Mallory Mejias: Feb 18, 2026, 6:30:00 AM

If you've been paying attention to AI news over the past year, you already know the feeling. A new model drops and the benchmarks are unprecedented....

Artificial Intelligence Strategy

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

Whimsical pop-art illustration of a smiling retro copy machine spitting out bright yellow certificates like confetti, papers flying and stacking in messy piles against a coral-and-teal geometric background with risograph texture.

5 min read

AI Can Now Forge Your Credentials (Here's What to Do About It)

Mallory Mejias: Dec 10, 2025, 6:30:01 AM

A post has been circulating on LinkedIn that should make every association leader uncomfortable. It shows what's now possible with AI image...

Leadership Strategy Technology AI Image Generation

1 2 3 4 5 Next