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Sidecar Sync
Welcome to Sidecar Sync: Your Weekly Dose of Innovation for Associations. Hosted by Amith Nagarajan and Mallory Mejias, this podcast is your definitive source for the latest news, insights, and trends in the association world with a special emphasis on Artificial Intelligence (AI) and its pivotal role in shaping the future. Each week, we delve into the most pressing topics, spotlighting the transformative role of emerging technologies and their profound impact on associations. With a commitment to cutting through the noise, Sidecar Sync offers listeners clear, informed discussions, expert perspectives, and a deep dive into the challenges and opportunities facing associations today. Whether you're an association professional, tech enthusiast, or just keen on staying updated, Sidecar Sync ensures you're always ahead of the curve. Join us for enlightening conversations and a fresh take on the ever-evolving world of associations.
Episodes
133 episodes
Dark Databases & the State of AI Video | 133
In this episode of Sidecar Sync, Amith Nagarajan and Mallory Mejias dig into the hidden world of “dark databases”—messy, undocumented systems quietly powering many associations—and explore DBAutoDoc, a new open-source tool from Amith and Thomas...
Claude's Design Coup & The Curse of Work Slop | 132
In this episode of Sidecar Sync, Amith Nagarajan and Mallory Mejias dive into Anthropic’s latest moves with Claude Opus 4.7 and the new Claude Design, a conversational visual creation tool that can generate decks, prototypes, one-pagers, landin...
How Siri’s Co-Creator Predicts the Next AI Wave with Adam & Noah Cheyer | 131
What happens when you put a Siri co-creator and longtime AI pioneer together with a next-generation events strategist? Adam Cheyer—co-creator of Siri, founder of Viv Labs, and a builder behind several influential AI startups—and Noah Cheyer, fo...
The Little AI Models That Could | 130
This week on Sidecar Sync, Amith Nagarajan and Mallory Mejias trace one of the biggest stories in AI: how cutting-edge intelligence keeps getting compressed into smaller, faster, cheaper models. From GPT-4-era pricing to today’s open models lik...
An FBI Operative’s Guide to Cybersecurity, Deepfakes, and Modern Spycraft with Eric O’Neill | 129
In this interview edition of Sidecar Sync, Mallory sits down with Eric O’Neill—former FBI counterintelligence operative, attorney, cybersecurity expert, and founder of The Georgetown Group and NeXasure AI—whose career has spanned undercover FBI...
The Claude Mythos Leak & the Reality of Computer-Using Agents | 128
This week on Sidecar Sync, Amith Nagarajan and Mallory Mejias unpack a whirlwind of Claude news, from Anthropic’s accidental “Mythos” leak and what it could signal about the next major leap in AI capability, to the increasingly practical realit...
A New Era of AI Education with the ‘AI Learning Hub’ & The Rise of OpenClaw | 127
In this episode of Sidecar Sync, co-hosts Amith Nagarajan and Mallory Mejias dive into the explosive rise of OpenClaw—an open-source AI agent that’s taken the tech world by storm. From being dubbed “the next ChatGPT” at NVIDIA GTC to triggering...
Meet Grace: Sidecar’s New AI Agent Takes the Stage | 126
In this episode of Sidecar Sync, Amith Nagarajan and Mallory Mejias pull back the curtain on one of Sidecar’s most ambitious experiments yet: Grace, a real-time AI audio agent designed to transform how organizations engage with users. From a be...
AI Agents Shake Up the Software Market, Cybersecurity's Arms Race, & Future-Proofing Your Stack | 125
In this episode of Sidecar Sync, Amith Nagarajan and Mallory Mejias unpack three major developments shaping the AI landscape for associations and nonprofits. First, they explore the rapid evolution of AI models—including ultra-fast releases lik...
The State of AI Agents in 2026 | 124
In this special solo edition of Sidecar Sync, Mallory Mejias unpacks Anthropic’s 2026 State of AI Agents report and translates what it actually means for associations. Drawing from data across 500+ technical leaders, she explores how organizati...
Agent Tollgates & MCP Mayhem: Who Really Owns Your Data? | 123
In this episode of the Sidecar Sync, Mallory and Amith dive deep into two seismic shifts rocking the AI landscape for associations: the rise of “agent tollgates” in SaaS platforms and the growing security concerns around Model Context Protocol ...
The Maia 200 Breakthrough, Project Genie’s Living Worlds, & The New Rules of Work | 122
In this episode of Sidecar Sync, Amith Nagarajan and Mallory Mejias zoom out to explore the AI infrastructure quietly reshaping everything beneath the surface—from Microsoft’s new Maia 200 custom AI chip and the race to lower inference costs, t...
From Deep Learning Indaba to Algorithmic Sovereignty with Benjamin Rosman | 121
If you think the future of AI is being decided only in Silicon Valley or Beijing, this conversation will stretch your perspective. Amith Nagarajan and Mallory Mejias sit down with Benjamin “Benji” Rosman—Professor at the University of the Witwa...
Kimi K2.5’s Swarm of Agents, Claude Goes Vertical, and AI Data Centers in Space | 120
In this high-octane episode of Sidecar Sync, Amith and Mallory cover an ambitious trio of AI developments with massive implications for associations. They dive into Kimi K2.5, a Chinese open-source model built for multimodal agent swarms that r...
From White House Strategy to Youth Safety Tools: Navigating AI’s Risks and Rewards with Bruce Reed | 119
What do AI companions, deepfakes, and White House briefings have in common? Bruce Reed. In this episode, Mallory Mejias and Amith Nagarajan are joined by Bruce Reed, Head of AI at Common Sense Media and former Deputy Chief of Staff in the Biden...
Global Gaps in AI Use & What Happens When Capital Doesn’t Need Labor? | 118
In this episode of Sidecar Sync, Mallory Mejias and Amith Nagarajan unpack two powerful narratives shaping our AI future: the surprising global leaderboard of AI adoption and a provocative economic thought experiment on capital, labor, and AGI....
The Physical AI Moment: Dispatches from CES 2026 | 117
CES 2026 brought the heat—and the robots. In this episode, Amith Nagarajan and Mallory Mejias break down the biggest stories from the Consumer Electronics Show, where AI made its move from code to corporeal. They cover Meta’s $2B acquisition of...
The 95% Problem: Fixing What’s Broken in Enterprise AI | 116
In this episode of Sidecar Sync, Amith Nagarajan and Mallory Mejias dig into the startling findings of a recent MIT study: 95% of enterprise AI initiatives are failing to deliver measurable impact. Why are so many organizations investing in AI ...
The New Year AI Checkup: What We Got Right in 2025 and What’s Coming in 2026 | 115
In this annual predictions spectacular, Amith Nagarajan and Mallory Mejias kick off 2026 by looking back at how well their 2025 AI forecasts held up (spoiler: pretty darn well) and then boldly lay out what’s coming next for artificial intellige...
Supersonic Moments: The NFL’s Flight Problem & 100 Trillion Tokens | 114
In this special holiday edition of Sidecar Sync, Amith Nagarajan and Mallory Mejias unwrap two stories that feel wildly different—but point to the same big idea: technology breaks barriers we once assumed were permanent. First, they dive into t...
Domain-Specific AI : How Legal, Medical, and Engineering Are Being Reimagined | 113
Domain-specific AI is having its ‘main character’ moment—and Amith Nagarajan and Mallory Mejias break down three sharp examples. They unpack Three Points Law, an AI-first UK firm using tools like Legora and Qanooni to move beyond billable hours...
Culture Eats Strategy for Breakfast: AI & Legal Relevance with Ernie the Attorney | 112
In this eye-opening episode, Mallory Mejias sits down with Ernie Svenson—better known as Ernie the Attorney—to talk tech, tradition, and the tectonic shifts in how professionals learn and connect. A former litigator turned AI advocate, Ernie sh...
The November Model Wave: DeepSeek 3.2, Gemini 3, Claude 4.5, Mistral 3, and OpenAI's Code Red Moment | 111
This week on Sidecar Sync, Mallory Mejias and Amith Nagarajan unpack one of the most explosive weeks in AI so far—from the stunning debut of Google's Gemini 3 to the jaw-dropping image generation of Nano Banana Pro, and the best-in-class coding...
Claiming the Right to Win: How IFT Built CoDeveloper with Jay Gilbert | 110
When an association with 85 years of food science knowledge decides to launch an AI product, what happens? In this episode, Mallory Mejias sits down with Jay Gilbert, Director of Scientific Programs and Product Development at the Institute of F...
The Race for AI Speed, Efficiency, & Infrastructure: Haiku 4.5, Diffusion Models, & Project Suncatcher | 109
In this episode of Sidecar Sync, Mallory Mejias and Amith Nagarajan dive into three high-octane AI developments reshaping the landscape of innovation. They kick things off with Claude Haiku 4.5, Anthropic’s blazing-fast small model offering nea...
