Sidecar Sync

40 Episodes
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By: Amith Nagarajan and Mallory Mejias

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...

100 Episodes Later: A Look Back at What We’ve Learned—and What’s Coming | 100
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In this special 100th episode of Sidecar Sync, co-hosts Amith Nagarajan and Mallory Mejias take a celebratory stroll down memory lane, unpacking the journey from the show’s inception in 2023 to today. They reflect on five distinct podcast eras, distill the top 10 AI insights echoed across episodes, and get candid about the surprising speed of tech transformation in the association space. You’ll hear how Mallory used Claude and Google Colab to distill hundreds of transcripts, which past guests left a mark, and what the future holds for episode 200. Plus, an exclusive giveaway for...


When Influencers Disrupt Institutions with Jackson Boyar | 99
09/11/2025

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Is the future of associations being rewritten by influencers? In this episode, Mallory Mejias is joined by Jackson Boyar, co-founder and CEO of Rallyboard, for a sharp and forward-thinking conversation about how digital creators are reshaping professional learning. They explore the competitive rise of “influencer-led” communities like Josh Bersin Academy, how associations can leverage trust and networks in the AI era, and why curated cohorts could be the key to long-term engagement. If you're an association leader wondering how to remain essential in a rapidly shifting landscape, this one's for you.
 
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Inside the AI Audio Revolution: Translating, Conversing, & Composing | 98
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09/04/2025

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In this audio-focused episode of Sidecar Sync, Mallory Mejias and Amith Nagarajan explore three groundbreaking advancements in AI audio technology—starting with Google’s real-time voice translation for seamless cross-language communication. They then unpack Microsoft’s open-source Vibe Voice, capable of generating full-length, multi-speaker podcasts, before diving into ElevenLabs Music, an AI tool creating fully-licensed, studio-quality tracks from simple prompts. Tune in for laughs, live demos, and serious implications for associations, from global content reach to AI-driven personalization. Plus, hear the hilarious tale of Amith’s early-morning car debacle and Mallory’s AI-generated bounce ant...


Exploring Interactive AI Simulations and World Models with Thomas Altman | 97
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08/28/2025

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Thomas Altman, co-founder of Tasio and Betty, joins Mallory Mejias for an electrifying deep dive into the future of AI through the lens of world models—AI systems that don’t just respond but simulate environments and predict outcomes. From Genie 3’s physics-aware interactive worlds to the transformative potential for associations in training, events, and strategy, this episode unpacks the profound shift from reactive AI to systems that “understand” the world. Thomas also shares insights from his new book The Association Knowledge Cycle, and offers practical advice for staying ahead in a rapidly evolving t...


Rapid Fire AI Updates & The Coming Energy Reckoning | 96
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08/21/2025

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In this episode of Sidecar Sync, Amith Nagarajan and Mallory Mejias tackle the latest developments in AI with a fast-paced series of updates—from Claude overtaking ChatGPT in the voice mode battle, to Google's shockingly tiny Gemma 3 model, to the rocky rollout of GPT-5 and what it teaches us about innovation at scale. Then, the duo zooms out for a big-picture look at AI’s massive and growing energy demands. Can AI keep advancing without breaking the grid? Enter neuromorphic computing—a brain-inspired breakthrough that could power the next era of AI more effici...


GPT-5 Has Landed & OpenAI Opens Up | 95
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08/14/2025

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In this episode of Sidecar Sync, Amith Nagarajan and Mallory Mejias dive into two groundbreaking releases from OpenAI: the long-awaited GPT-5 and the surprising return to open source with GPT-OSS. They unpack the shift toward simplified AI interaction, the implications of automatic model selection, and what GPT-5’s real-world performance means for power users. Then they explore how the new OSS models may radically reshape how associations build and deploy custom AI solutions. Plus: updates from ASAE Annual, thoughts on AI hallucinations, and why association leaders should start thinking more like engineers.


Semantic Health & the Future of Medical Coding with Dr. Nicola Sahar | 94
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08/07/2025

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In this episode of Sidecar Sync, co-hosts Mallory Mejias sits down with Dr. Nicola Sahar to explore how a University of Toronto med student dove head-first into clinical AI research and went on to found Semantic Health, an AI-powered medical coding platform later acquired by the American Academy of Professional Coders in 2023. They unpack the art and science of medical coding, discuss why AI will augment rather than replace coders, dive into the critical role of data privacy and private-cloud deployments in healthcare AI, and share why associations are uniquely positioned to guide...


Mission-Driven Models, AGI on the Horizon, & the AI Infrastructure Crunch | 93
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07/31/2025

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In this episode of Sidecar Sync, Mallory Mejias and Amith Nagarajan cover a trio of urgent topics shaping the AI landscape. They kick off with Anthropic’s surprising rise to enterprise dominance—fueled not despite, but because of its safety-first approach. From there, the conversation heats up around accelerating predictions for artificial general intelligence (AGI), with some forecasting human-level AI by 2027. Finally, the hosts zoom out to tackle the hidden but massive infrastructure demands powering this AI surge—and why nuclear energy might be the unsung hero. Plus, Mallory introduces us to her rambun...


Physical AI: The Robot Takeover We Actually Want | 92
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07/24/2025

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Are we ready for a world where AI agents write our blogs and robots clean our homes? In this episode, Amith Nagarajan and Mallory Mejias dive deep into the rise of agentic AI and the future of robotics. They explore how digital workforces powered by open-source platforms like MemberJunction are already transforming productivity, especially in marketing. Then, they pivot to the physical world, breaking down NVIDIA’s fascinating vision of the “Physical Turing Test” and simulation-based training for robots. You’ll hear about digital twins, robot chefs, and what it all means for associat...


Next-Gen Knowledge: AI Education with Conor and Finn Grennan | 91
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07/17/2025

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In this heartwarming and enlightening episode, co-hosts Amith Nagarajan and Mallory Mejias welcome the dynamic father-son duo, Conor and Finn Grennan, to discuss their journey teaching generative AI in Nepal. Connor, Chief AI Architect at NYU Stern, and his 16-year-old son Finn share stories of cultural resonance, the universal challenges of AI adoption in education, and how peer-to-peer learning can drive real change. From Kathmandu classrooms to critical thinking conundrums, this conversation explores why the messenger matters just as much as the message—and why students everywhere might be the future's best AI ev...


Cloudflare vs. the Crawlers & The Nonprofit Tech Divide | 90
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07/10/2025

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In this dog-dedicated episode of Sidecar Sync (Happy 12th to Ninja!), Mallory Mejias and Amith Nagarajan tackle two extremes of the nonprofit tech landscape. First, they dig into Cloudflare’s bold new default to block AI content scrapers—what it means for associations, the rise of pay-per-crawl, and whether blocking AI is smart strategy or short-sighted fear. Then, they shift gears to dissect a revealing Chronicle of Philanthropy survey on nonprofit tech adoption, where some orgs are experimenting with AI while others still won’t accept credit cards. The result? A growing digital divide...


Navigating AI Seas: Leadership, Lab, and Crowd | 89
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07/03/2025

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In this episode, Amith Nagarajan and Mallory Mejias dive into the world of AI agents, hackathons, and the secret cyborgs in your office. Fresh off a high-intensity AI agent-building retreat, Amith shares how association leaders—regardless of technical skill—can use open-source tools to build powerful, secure AI assistants. Then, the duo explores a framework by AI researcher Ethan Mollick to explain why organizations are lagging in AI gains despite skyrocketing individual productivity. They unpack the importance of visionary leadership, encouraging experimentation within your team (and your members), and building your own “lab” to proto...


Adapt or Fade: Embracing the Adaptability Quotient with John Spence | 88
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06/26/2025

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In this energizing interview, Mallory Mejias is joined by leadership legend John Spence to unpack the three essential quotients of leadership—IQ, EQ, and AQ (Adaptability Quotient)—and why AQ might be the most critical of all in today’s AI-driven world. With decades of global experience, John shares how leaders can foster resilience, embrace change, and build cultures that thrive in uncertainty. From AI pilot projects to emotional pulse checks, this episode is packed with practical wisdom (and a few gut-check moments) for association leaders ready to adapt and grow.

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Emotions, Accents, and Avatars Galore & Why Apple Says It’s All Just an Illusion | 87
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06/19/2025

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In this episode of Sidecar Sync, co-hosts Amith Nagarajan and Mallory Mejias dive deep into the cutting edge of AI-generated audio and video. Mallory demos the stunning new ElevenLabs V3 voice engine and the lifelike hand gestures of HeyGen's Avatar 4, while Amith shares behind-the-scenes insights from a recent hackathon focused on building agentic software. The pair also unpack Apple’s eyebrow-raising research paper, “The Illusion of Thinking,” and debate whether AI models are truly reasoning—or just pattern-matching very well. Whether you're building AI learning hubs or just wondering when Siri will finally get it t...


Online Learning Course Creation at 26x Speed | 86
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06/12/2025

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In this episode of Sidecar Sync, Mallory Mejias sits down with Jason Marchese, Learning Content Specialist at Sidecar, to explore the exciting frontier of AI-generated interactive web apps. From solving everyday meal planning problems to analyzing U.S. migration trends, they demonstrate how anyone—even non-technical folks—can build useful tools using Claude and ChatGPT. The conversation then shifts to a groundbreaking internal project: the Learning Content Agent (LCA), a dynamic AI-powered system that streamlines and customizes educational content at scale. Whether you're curious about AI's impact on personal productivity or ready to revo...


Generative Video Meets Deep Think at Google I/O & Claude 4 Finds Its Voice | 85
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06/05/2025

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In this electric episode of Sidecar Sync, Amith Nagarajan and Mallory Mejias unpack the latest AI announcements from Google I/O and the highly anticipated Claude 4 release from Anthropic. They explore what Google's Deep Think means for AI reasoning, debate the creative and ethical implications of video generation tools like Veo 3 and Flow, and rave about Claude's new voice mode. Plus, they reflect on the seismic shift AI is bringing to content, coding, and SEO—alongside some AC/DC-fueled Chicago memories and a preview of the upcoming digitalNow conference.

"If you di...


Breaking Math with Google’s AlphaEvolve | 84
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05/29/2025

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This week, Amith Nagarajan and Mallory Mejias dive deep into Google's groundbreaking AI breakthrough—AlphaEvolve. In their first-ever single-topic episode, the duo unpacks why this agent’s ability to autonomously invent and refine algorithms marks a pivotal moment in AI history. From shattering a 56-year-old math record to its potential to reshape how associations tackle "unsolvable" problems, Amith and Mallory explore what AlphaEvolve means for science, business, and the association world. Plus, they discuss how associations can remain relevant in the face of rapid AI advancement—even when the tech seems impossibly complex.


Snooze to Win: Why Digital Naptime Is AI’s Most Productive Hour | 83
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05/22/2025

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This week on Sidecar Sync, Amith Nagarajan and Mallory Mejias dive deep into two cutting-edge developments in the AI world. First up is the mind-bending concept of "sleep time compute"—how LLMs might learn and improve during their downtime, transforming into smarter, faster assistants overnight. Then, the duo breaks down OpenAI's $3 billion acquisition of Windsurf, the booming arena of AI coding tools, and what it means for developers and associations alike. From persistent memory to prototype-ready AI partners, this episode is packed with insights for both techies and the tech-curious.

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Getting Your Board on Board with AI | 82
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05/15/2025

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In this episode of Sidecar Sync, Amith Nagarajan and Mallory Mejias take on one of the most pivotal—and often overlooked—challenges in association innovation: getting your board on board with AI. Drawing from Amith's personal boardroom experience and Mallory’s deep dive into board psychology, they break down how to navigate internal politics, craft compelling AI use cases, and turn skeptical board members into innovation allies. From emotional storytelling to small pilot wins, this episode is your roadmap to aligning AI ambition with boardroom approval.

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Fargo vs. Klarna & The Rise of Reasoning Models | 81
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05/08/2025

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This week on Sidecar Sync, Amith Nagarajan and Mallory Mejias explore Wells Fargo’s virtual assistant “Fargo” and how it stacks up against Klarna’s AI tool from a year ago. With 250 million fully automated interactions and measurable impact on customer engagement and bias reduction, Fargo offers a powerful case study in applied AI. Amith reflects on what’s now possible for associations, why a narrow pilot project is a smart first move, and how “human in the loop” isn’t just a safety net—it’s strategic. The duo also breaks down Microsoft’s new Phi...


Getting Hands-On with MCP & Anthropic’s AI Economic Index | 80
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05/01/2025

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In this episode of Sidecar Sync, hosts Mallory Mejias and Amith Nagarajan take a deep dive into Model Context Protocol (MCP), a revolutionary standard making it dramatically easier for AI to interact with data, tools, and systems—no code required. Mallory shares her personal setup experience with Claude for desktop, walking through a live example of using MCP to automate file organization. Amith expands on why MCP is a game-changer for association leaders, how it enables business users to go from idea to execution quickly, and why data liberation is the missing piece fo...


Ian Andrews Talks Groq’s Fast, Smart AI Inference Tech | 79
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04/24/2025

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In this special episode of Sidecar Sync, we dive into the future of AI infrastructure with Ian Andrews, Chief Revenue Officer at Groq (that’s Groq with a Q!). Ian shares the story behind Groq’s rise, how their LPU chip challenges Nvidia’s dominance, and why fast, low-cost, high-quality inference is about to unlock entirely new categories of AI-powered applications. We talk about the human side of prompting, the evolving skillset needed to work with large language models, and what agents and reasoning models mean for the future of knowledge work. Plus, Ian sh...


Cartoon Avatars, Talking Robots, and AI That Draws | 78
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04/17/2025

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In this vibrant and forward-thinking episode of Sidecar Sync, Mallory and Amith dive into the fun side of AI—exploring OpenAI’s new GPT-4o image generation capabilities, Hedra’s cartoon animation tech, and the jaw-dropping robotics work between Nvidia, Google DeepMind, and Disney. You’ll hear about Mallory’s creation of cartoon avatars of herself and Amith, animated with lifelike voices using Hedra and ElevenLabs, plus a lively discussion on how associations can use these tools for scalable content and member engagement. Plus, a look at how Disney’s droids and advanced physics engi...


Intel Bets Big on Chips Again as Meta Drops Llama 4 | 77
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04/10/2025

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In this thought-provoking episode of Sidecar Sync, Mallory and Amith dig into the fascinating world of semiconductors and how a historic joint venture between Intel and TSMC is reshaping the global tech landscape. They explore the underlying tensions between vertically integrated business models and specialization — a conversation that holds key lessons for association leaders navigating change in the age of AI. From reflections on the Innovation Hub Chicago event to an insightful breakdown of Llama 4’s powerful capabilities, this episode is a timely reminder that adaptability is everything — in both tech and associations.


AI Innovations from Gemini and DeepSeek to Break Your Brain | 76
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04/03/2025

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In this episode of Sidecar Sync, Amith and Mallory dive deep into two major AI model releases—Google’s Gemini 2.5 Pro and DeepSeek’s V3—and explore how they’re reshaping the landscape of artificial intelligence. They discuss the technical breakthroughs, from million-token context windows to open-source innovations, and what it all means for association leaders. This is a jam-packed episode with strategic insights for the forward-thinking association exec.

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AI-Enhanced Member Services: Turning Strategy Into Action | 75
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03/27/2025

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In this milestone 75th episode of Sidecar Sync, Amith and Mallory return for part two of their deep dive into AI-enhanced member services. This second installment of AI-Enhanced Member Services shifts from ideas to action. Amith and Mallory focus on the infrastructure, mindset, and change management strategies needed to implement AI solutions within your association. You’ll hear clear advice on system integration, data platforms, and the human side of transformation—including how to reframe staff roles and build a culture of innovation. It’s a must-listen for association leaders ready to take the ne...


Manus AI Tackles Complex Tasks While Sesame AI Sounds a Little More Human | 74
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03/20/2025

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In this episode of Sidecar Sync, Amith and Mallory discuss the Manus AI Agent, a groundbreaking system that autonomously handles complex tasks like resume screening and real estate searches. They also explore the evolution of conversational AI with Sesame AI, which enhances digital interactions through natural speech. Amith shares insights from his keynote at AGRIP, an association leading the way in AI adoption, while Mallory demos an interactive AI voice assistant. Plus, they dive into how Sidecar is leveraging AI for automated learning content and more.

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AI-Enhanced Member Services: What You Need to Know | 73
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03/13/2025

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In this first installment of a special two-part episode of Sidecar Sync, Amith and Mallory explore the future of AI-enhanced member services. Associations face growing pressure to provide seamless, 24/7 member support—competing with the personalized service of big brands. In Part 1, we break down key member service functions and how AI can revolutionize them, from automating inquiries and renewals to personalizing communication and recommendations. Plus, we introduce Izzy, a groundbreaking AI agent designed to transform association operations. Stay tuned for Part 2, where we’ll dive into real-world implementation strategies!

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AI Tacos & Amazon’s Return to Office Mandate | 72
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03/06/2025

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In this episode of Sidecar Sync, hosts Amith and Mallory explore AI’s surprising role in fast food, focusing on Byte by Yum, an AI-powered platform transforming operations at Taco Bell, KFC, and beyond. What can associations learn from Yum Brands’ AI strategy? Then, they tackle Amazon’s return-to-office policy and what it means for workplace culture, collaboration, and AI’s growing influence on job structures. Plus, a shocking revelation—Amith has never had a Crunchwrap Supreme?! Join us for a fun and insightful conversation at the crossroads of AI, associations, and tacos.

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The Next Generation Glow-Up of Claude and Grok & Microsoft Makes the Quantum Leap | 71
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02/27/2025

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AI is evolving at a breakneck pace, and in this episode of Sidecar Sync, hosts Amith Nagarajan and Mallory Mejias break down the latest advancements that are pushing the boundaries of what's possible. From the game-changing hybrid reasoning capabilities of Claude 3.7 and Grok 3 to the emerging field of quantum computing, they explore how these technologies are shaping the future. They also discuss Microsoft's Majorana One quantum chip and what it means for computing, AI, and beyond. Whether you're curious about scaling laws, the potential of digital twins, or the next steps in AI-driven...


Updates from the Paris AI Summit & Reuters’ Copyright Showdown | 70
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02/20/2025

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This week on Sidecar Sync, we take a deep dive into the Paris AI Action Summit, exploring global AI trends, governance challenges, and key takeaways from this high-profile event. With 60 nations signing the final declaration—but the U.S. and U.K. notably opting out—what does this mean for AI’s future? We also discuss the Reuters legal victory against Ross Intelligence, a major copyright case with potential implications for AI training and content use. Plus, we reflect on how associations can stay competitive in the rapidly evolving AI landscape. Don’t miss thi...


OpenAI’s Deep Research & the Dilemma of Jevons Paradox | 69
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02/13/2025

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In this episode of Sidecar Sync, Amith and Mallory dive into OpenAI’s latest innovation: Deep Research. They explore how this powerful AI agent is transforming research by synthesizing vast amounts of information at unprecedented speeds. They also discuss Jevons Paradox—why technological advancements don’t always reduce resource consumption and how this applies to AI’s rapid evolution. Plus, they unpack the implications of AI’s increasing accessibility, from competition among AI models to what this means for associations navigating an AI-driven future.

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Adapt or Get Left Behind: How AI is Reshaping Associations with John Huisman | 68
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02/06/2025

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In this special interview edition of Sidecar Sync, hosts Mallory  and Amith sit down with AI consultant, John Huisman, to explore how associations can effectively adopt generative AI. John shares insights from his extensive experience advising Fortune 50 companies on digital transformation and AI strategy. The conversation covers how associations can shift from adopting AI just for the sake of it to strategically leveraging it for real business outcomes. They also discuss employee productivity, AI training, and practical applications like knowledge management and customer service automation. If you're wondering how to make AI work f...


Did China’s DeepSeek Just Dethrone OpenAI? | 67
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01/30/2025

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In this jam-packed episode of Sidecar Sync, Amith and Mallory break down two of the biggest AI stories of the moment: DeepSeek’s R1 model and OpenAI’s new Operator agent. R1 has been making waves with its impressive reasoning abilities, low training costs, and major impact on AI stocks—leaving industry giants scrambling. Meanwhile, OpenAI’s Operator brings a new level of automation, allowing AI to browse the web and complete tasks like a human. What does this mean for associations and AI adoption? Tune in as we explore the implications, risks, and oppo...


Empowering Teams, Embracing AI: A Blueprint for Bold Leadership | 66
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01/23/2025

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In this episode of Sidecar Sync, hosts Amith and Mallory dive into the intersection of leadership and artificial intelligence, exploring why growing your team is the true measure of a leader. Amith shares his decades-long journey of building organizations, candidly discussing the lessons learned along the way. Together, they discuss the critical importance of AI training for teams, why failing to provide it is "leadership malpractice," and the distinct challenges of leading in a time of rapid technological change. From actionable tips to thought-provoking insights, this episode equips leaders to bridge the gap...


AI, Leadership, and Innovation: Keynote Highlights from digitalNow 2024 (Day 2) | 65
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01/16/2025

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Dive into the riveting highlights of digitalNow 2024, where leading experts shared transformative insights on AI and its impact on associations. In this episode, keynote speakers Robert Plotkin, Dr. Gio Altamirano Rayo, Dr. Param Dedhia, Neil Hoyne, and John Spence unravel strategies for leveraging AI, enhancing leadership, and fostering innovation. From safeguarding intellectual property with AI to ethical AI applications at the U.S. Department of State, and even the science behind high-yield health, this episode delivers actionable takeaways for forward-thinking leaders.

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Google’s Gemini Deep Research and Diamond Batteries That Last Forever | 64
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01/09/2025

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In the first episode of 2025, Amith and Mallory dive into groundbreaking innovations reshaping the association world. They explore Google’s Gemini Deep Research, a cutting-edge AI tool revolutionizing how associations can generate actionable insights. Then, they discuss the futuristic potential of carbon-14 diamond batteries—offering nearly unlimited power for thousands of years. From enhancing member engagement through AI to powering the tech of tomorrow, this episode blends scientific curiosity with practical association strategies. Tune in for insights, inspiration, and a glimpse of what’s ahead in AI and energy innovation.

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AI Agents and Association Strategies: Keynote Highlights from digitalNow 2024 (Day 1) | 63
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01/02/2025

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Welcome to a special edition of Sidecar Sync! In this episode, Mallory shares keynote highlights from Day One of digitalNow 2024, a premier event for association leaders. Dive into insights from Amith Nagarajan on AI agents and agentic systems, Thomas Altman on AI's role in knowledge creation, Sharon Gai on AI-driven e-commerce strategies, and Dr. Denise Turley on implementing generative AI solutions. From practical takeaways to future-forward ideas, this episode is packed with inspiration for associations navigating the AI revolution.

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Boosting Public Speaking Skills with AI: Varun Puri and Yoodli | 62
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12/26/2024

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In this special interview, Mallory chats with Varun Puri, co-founder of Yoodli, an AI-powered communication coach revolutionizing how people prepare for speeches, interviews, and conversations. Varun shares Yoodli’s journey, from its inspiration as a "smart mirror" for speech to its adoption by global organizations like Google and Toastmasters. Discover how associations, professionals, and even doctors are using Yoodli to enhance communication skills, and get insights into why keeping the "human in the loop" is key for authentic speaking. Varun’s candid anecdotes, including the quirky origin of Yoodli’s name, make this an epi...


How to NOT Commit ‘Leadership Malpractice’: 10 Predictions for AI in 2025 | 61
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12/19/2024

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In this special year-end episode of Sidecar Sync, Amith and Mallory reflect on 2024’s AI predictions and dive headfirst into the top 10 AI trends set to transform associations in 2025. From advancements in AI-powered video creation and humanoid robots to the rise of domain-specific tools and AI education, this episode unpacks what’s on the horizon. Amit also shares strong views on leadership and AI readiness, coining the term “leadership malpractice.” Tune in for expert insights, actionable advice, and a glimpse into the exciting future of AI in the association world.

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