The 4 Modes of Working with AI, The Transformation Paradox, & Building a Learning Organization | 137
Send us Fan Mail In this jam-packed “mini” episode, Amith Nagarajan and Mallory Mejias break down a whirlwind of recent AI model releases—from Anthropic, Alibaba, Microsoft, and beyond—and what they signal about the rapidly evolving AI landscape. Then, they dive into Microsoft’s 2026 Work Trend Index Report, unpacking the “agency equation” and what it really means for organizations navigating AI adoption. From the rise of agents and the four modes of working with AI to the growing gap between...
Jun 4
1 hr 2 min
Send us Fan Mail In this episode of Sidecar Sync, Mallory Mejias welcomes Dr. Jessica Miles, founder of The Informed Frontier, former VP of Strategy and Investments at Holtzbrinck, and advisory board member for Johns Hopkins University Press, for a fascinating look at how AI is transforming publishing, research, and trusted content ecosystems. Jessica explains what happens when AI becomes a “reader” instead of just a writer or assistant, why associations and scientific societies may already b...
May 28
42 min
Send us Fan Mail In this episode of Sidecar Sync, Amith Nagarajan and Mallory Mejias unpack Google I/O 2026 and what it signals for the future of AI-powered work, search, and member engagement. They explore Google’s push toward proactive, agentic AI across Gemini, Workspace, Search, and new infrastructure like Antigravity and TPU chips, while digging into what these changes mean for associations trying to protect their content, improve digital experiences, and stay relevant as members increas...
May 21
1 hr
Send us Fan Mail In this episode of Sidecar Sync, Amith Nagarajan and Mallory Mejias dig into two major shifts happening beneath the surface of AI: how enterprise software vendors are responding to the rise of AI agents, and why diffusion language models may be moving from research curiosity to real-world infrastructure faster than expected. They unpack Salesforce’s open, agent-friendly “Headless 360” strategy, SAP’s more restrictive API stance, and what these moves mean for associations tryi...
May 14
49 min
Send us Fan Mail 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 Altman that uses AI to map database structure, infer relationships, and generate documentation at scale. Amith & Mallory also unpack the state of AI video after OpenAI’s Sora shutdown, explaining why the category is not cooling off...
May 7
45 min
Send us Fan Mail 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, landing pages, and even animations from simple prompts. Mallory shares her first hands-on experiment with Claude Design, while Amith breaks down why stronger visual intelligence matters for computer use, design workflows, and real-time AI app...
Apr 30
47 min
Send us Fan Mail 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, founder of Silicon Valley Speakers and a close observer of how event planners and audiences are responding to AI, join Mallory Mejias for a father-son conversation on where this technology has been and where it’s headed next. The episode ...
Apr 23
59 min
Send us Fan Mail 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 like Gemma 4, they unpack the forces driving this shift, including distillation, mixture-of-experts architectures, quantization, and Google Research’s new TurboQuant breakthrough. Along the way, they explore what this means for association...
Apr 16
52 min
Send us Fan Mail 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 work, national security law, and advising organizations on how to defend themselves against modern cyber threats. Eric shares stories from the extraordinary operation that led to the capture of Robert Hanssen, the longtime FBI agent wh...
Apr 9
52 min
Send us Fan Mail 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 reality of Claude using your computer to complete real tasks on your behalf. They also dig into Mistral’s new open-weight text-to-speech model, the growing cybersecurity implications of more powerful frontier models, and what all of this mean...
Apr 2
49 min
Load more