Sidecar Blog

Artificial Intelligence (7)

Blueprint-style orchestra of AI agents led by an association professional conductor, labeled like schematics.

7 min read

Episode 100 to 200: Why Agents Will Define the Next Era of Association AI

In Episode 100 of the Sidecar Sync, we made several predictions about what's coming. One stood out: by Episode 200, hundreds of associations will...

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Sidecar Sync Episode 101 featuring Mallory Mejias and Shekar Sivasubramanian

35 min read

Scaling AI for Social Good with Wadhwani AI | [Sidecar Sync Episode 101]

Summary: In this special interview edition of the Sidecar Sync, Mallory Mejias sits down with Shekar Sivasubramanian, Head of the Wadhwani Institute...

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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

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

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A person looks sadly at their reflection in a mirror. Their real name tag says “Hi I’m Not Technical,” while the reflection smiles confidently with a tag reading “Hi I’m More Capable Than I Think,” surrounded by floating code symbols and tool icons.

5 min read

The Death of "I'm Not Technical" - How AI is Demolishing Your Biggest Excuse

In honor of 100 episodes of the Sidecar Sync, I wanted to analyze all our episodes with Claude. Simple enough goal, except our transcripts were...

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Sidecar Sync Episode 99 featuring Amith Nagarajan and Mallory Mejias

37 min read

100 Episodes Later: A Look Back at What We’ve Learned—and What’s Coming | [Sidecar Sync Episode 100]

Summary: In this special 100th episode of Sidecar Sync, co-hosts Amith Nagarajan and Mallory Mejias take a celebratory stroll down memory lane,...

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Bird’s-eye view of a conference room split in half: left side shows rows of professionals seated in theater-style, isolated and focused on laptops or phones; right side shows small round tables with groups leaning in, talking, gesturing, and collaborating.

4 min read

The Cohort Solution: Why Small Groups Drive Big Engagement

After formal education ends, professionals lose their built-in peer groups. No more classmates, no more study partners, no more cohorts. Just...

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Retro Pac-Man style maze of a conference center with blue ghost association vs yellow Pac-Man influencer, member icons as dots, power-ups, and scores 300K vs 60K.

4 min read

When Influencers Become Your Competition

A 75-year-old association with 300,000 members. A six-year-old startup that's already reached one-fifth of that scale. One has decades of...

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Surrealist landscape of sheet music hills with red copyright symbols as landmines, musical notes in hardhats walking a vinyl record path labeled “LICENSED,” one triggering an explosion of papers, while a robot conductor leads an orchestra near a neoclassical building under melting clocks with notes.

5 min read

The Music Copyright Minefield: Why Smart Associations Choose Licensed AI for Music

Your association needs music constantly. Conference walk-in music, gala entertainment, educational video backgrounds, virtual event transitions,...

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Sidecar Sync Episode 99 featuring Mallory Mejias and Jackson Boyar

28 min read

When Influencers Disrupt Institutions with Jackson Boyar | [Sidecar Sync Episode 99]

Summary: Is the future of associations being rewritten by influencers? In this episode, Mallory Mejias is joined by Jackson Boyar, co-founder and CEO...

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