Sidecar Blog

Leadership (3)

Abstract hourglass dissolving into glowing data-like particles, with coral and teal geometric fragments cascading downward against a dark charcoal background.

4 min read

The Billable Hour Is Dying. Is Your Membership Model Next?

In October 2025, two lawyers from a prominent UK firm launched Three Points Law, a legal practice built entirely on AI platforms from day one. No...

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Sidecar Sync Episode 113 cover featuring Amith Nagarajan and Mallory Mejias

27 min read

Domain-Specific AI : How Legal, Medical, and Engineering Are Being Reimagined | [Sidecar Sync Episode 113]

Summary: Domain-specific AI is having its ‘main character’ moment—and Amith Nagarajan and Mallory Mejias break down three sharp examples. They unpack...

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Illustrated cross-section showing a tiny business-casual figure struggling with a pickaxe at the surface, while far below a glowing document rests on a pedestal in a vast gold mine cavern, emphasizing the depth between effort and reward.

4 min read

Your Best Content Is Buried—Here's How to Unearth It

Ernie Svenson made an observation in our recent Sidecar Sync podcast conversation that should give association leaders pause. Ernie is a former New...

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Overhead minimalist illustration split in two: on the left, a dark charcoal maze with a glowing coral orb at its center; on the right, a straight simple path leading to the same glowing coral orb, set on a soft teal gradient background.

5 min read

When Daily Utility Beats Annual Membership

A lawyer recently made a claim that got people talking: most attorneys get more practical help from a $20/month ChatGPT subscription than from their...

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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)

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

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POV walking down a wedding aisle toward five formal figures standing side by side; each has an abstract AI-logo head (Google colors, Anthropic amber, OpenAI black-and-white, Mistral geometric, DeepSeek blue). Coral-and-teal florals line the aisle, giving a slightly surreal, editorial-illustration vibe.

5 min read

Why Your Association Can't Afford to Marry One AI Vendor

The AI leader from January isn't the AI leader now. And the leader now probably won't hold that spot six months from now.

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Close-up of a fossil embedded in sedimentary rock, but the fossil is made of layered paper and compressed documents with faint text. One section breaks free and becomes three-dimensional, glowing coral and teal as particles rise, while the rest remains flat, gray, and muted under strong overhead light.

4 min read

Transforming Institutional Knowledge into AI-Powered Products

Most associations have decades of content sitting in their archives. Journals, conference proceedings, research publications, technical standards,...

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A vintage 1970s-style illustration of a knight and rook chess piece sitting across a small round café table with two steaming cups of coffee, in warm cream and coral tones with subtle grain.

4 min read

The Board Buy-In Problem (And How One Association Solved It)

If you've been waiting for your board to greenlight an AI initiative, you're not alone. Board buy-in is a common blocker association professionals...

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