Sidecar Blog

Innovation

Stylized illustration of a dark wooden workbench featuring a rolled blueprint, potted plant, notebook, pencil, pliers, gears, and drafting compass.

5 min read

Beyond Chat: Why AI Needs a New Interface, Platform, and Business Model

To understand the current state of artificial intelligence, one must look back at the history of computing. We often feel as though we are living in...

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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

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,...

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Sidecar Sync Episode episode 131 cover featuring Adam Cheyer, Noah Cheyer, and Mallory Mejias

41 min read

How Siri’s Co-Creator Predicts the Next AI Wave with Adam & Noah Cheyer | [Sidecar Sync Episode 131]

Summary: What happens when you put a Siri co-creator and longtime AI pioneer together with a next-generation events strategist? Adam...

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A stylized, isometric vector illustration of an open charcoal gray filing cabinet drawer with a gold handle and label holder. Inside, a row of index cards with alphabetized tabs (A-G) in alternating sage green, peach, and teal recedes. One single, prominent coral-pink card stands out, raised significantly higher than the others in the center. The background is a clean, flat cream color.

5 min read

What's Coming for Association Knowledge Bases: Faster, Smarter, More Accurate

More associations are building AI-powered knowledge assistants every month. The pitch is compelling: members get instant answers drawn from your...

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A minimalist, flat design illustration showing five simplified, colorful human figures in a running sequence against a textured cream background. The first (orange) and last (yellow) figures are holding glowing torches, while the three middle figures (peach, light teal, dark green) run with empty hands.

4 min read

Why Smart Associations Don't Use One AI Model. They Use Five.

Most AI conversations in associations start with the same question: which model should we use? Claude or ChatGPT? Gemini or something open-source?...

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An illustrative vector drawing of a vintage steam train with an orange-red locomotive and a very long line of alternating colored (yellow, green, pink) freight cars. The train travels along a single, winding track that curves up and over large, rolling, sage-green hills, receding into the distance against a plain, light beige sky. Greenish-gray steam billows from the locomotive's stack.

4 min read

The Little Models That Could: How AI Got 200x Cheaper in Three Years

In early 2023, if you wanted access to the smartest AI available, you paid about $30 per million tokens to use GPT-4. It was expensive, it lived in...

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A minimalist illustration of an empty 24/7 hotel front desk at night, with brochures, a bell, a laptop, a lamp, and a star-filled window.

7 min read

Your Members' Expectations Are Being Set by Amazon, Not Your Peers

Your members don't compare your website to other association websites. They compare it to every other digital experience they have in a day —...

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A table-top comparison of two conceptual sketches for an AI audio agent. On the left, a crumpled napkin shows a rough hand-drawn flowchart. On the right, a neat engineering blueprint transforms the sketch into a technical, labeled architectural diagram of deep neural networks and NLP engines.

6 min read

From Hackathon to Live Product in 60 Days: A Playbook for Association AI Experiments

In late January, a group of 14 people gathered at a beach house in Florida for six days. They worked 16 to 18 hour days, mostly self-directed, with...

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Flat illustration of a small charcoal robot with sage accents sitting at a sage-green desk on its first day, reviewing documents labeled “How We Work” beside a key and notebook, with a simple org chart pinned on a cork board behind it.

5 min read

Your Next Team Member Might Not Be Human: What Associations Need to Know About AI Agents

For a long time, the conversation around AI in associations has been about tools — things you ask, things that respond, things that complete a task...

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