Sidecar Blog

Leadership (4)

Stylized racetrack with a centered stop sign symbolizing a strategic pause that boosts momentum.

6 min read

The Pause That Propels: When Associations Hit Stop to Move Forward

Mallory Mejias: Nov 18, 2025 6:29:59 AM

Most associations operate under constant addition. New programs stack on top of existing ones. Member requests become new initiatives. Strategic...

digitalNow Leadership Strategy

Abstract 2×1 illustration with speech bubbles, a dinner-table silhouette, declining call-volume icon, and a glowing lightbulb, all in flowing coral, teal, and charcoal Sidecar colors.

6 min read

Stop Talking, Start Measuring: Real AI ROI from Associations

Mallory Mejias: Nov 17, 2025 9:44:00 AM

Return on investment doesn't always arrive in a spreadsheet. Sometimes it walks up to you at dinner. Sometimes it shows up as a percentage drop in...

digitalNow Leadership Strategy ROI

Sidecay Sync Podcast episode 108 cover featuring Amith Nagarajan and Mallory Mejias

21 min read

Live from digitalNow 2025: Inside the Association Evolution | [Sidecar Sync Episode 108]

Mallory Mejias: Nov 13, 2025 9:27:19 AM

Summary: Live from digitalNow 2025 in Chicago, this special edition of Sidecar Sync brings together voices from across the association world, sharing...

Artificial Intelligence digitalNow Sidecar Sync Podcast Leadership Strategy

Conceptual illustration showing two groups of professionals on separate cliffs—one in coral, one in teal—building a bridge between them with planks and a rope ladder. The teal group uses AI technology, symbolizing closing the education and technology divide.

7 min read

The AI Divide Isn't About Money (And Why That Makes It More Urgent)

Mallory Mejias: Oct 22, 2025 6:30:00 AM

Anthropic just released its third economic index report, and the findings are striking. The company analyzed millions of conversations across...

Leadership Anthropic AI Education

A bright aerial view of a forest trail splitting into two sunlit paths. A few solo hikers walk calmly on the “Optional” path, while a friendly group in coral and teal gear walks together on the other path under warm, golden sunlight filtering through tall trees.

9 min read

The End of Optional: Why Leading Organizations Are Mandating AI Training

Mallory Mejias: Oct 21, 2025 6:30:00 AM

Citibank just made headlines by requiring all 175,000 of its employees globally to complete AI training within 60 days. Every single employee, from...

Leadership AI Education

Split rode to efficiency and innovation.

1 min read

From Gutenberg to Generative: What the Printing Press Can Teach Us About AI

John Huisman: Oct 10, 2025 9:30:00 AM

I keep hearing the same question from association leaders: "Which AI tool should we use?"

Member Engagement AI Leadership

Retro 1960s-style illustration of a pit crew of men and women in business attire rapidly replacing “Manual Processes” with “AI Tools” on a sleek race car, under a stopwatch reading “6 Months,” while a rusty old car labeled “Traditional Tech Adoption” lags behind after “3 Years.”

4 min read

From Spectators to Participants: The Surprising Speed of Association AI Adoption

Mallory Mejias: Sep 25, 2025 7:00:01 AM

Looking back at the Sidecar Sync podcast journey from Episode 1 (October 2023) to Episode 100 (September 2025), what has surprised the Sidecar team...

Artificial Intelligence Leadership