Sidecar Sync

Amith Nagarajan and Mallory Mejias
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  • UPDATED WEEKLY

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. 

  1. Kimi K2.5’s Swarm of Agents, Claude Goes Vertical, and AI Data Centers in Space | 120

    1 DAY AGO

    Kimi K2.5’s Swarm of Agents, Claude Goes Vertical, and AI Data Centers in Space | 120

    Send us a text 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 rival GPT-5.2 at a fraction of the cost. Then, they explore Claude’s new domain-specific plugins for Cowork and what it means for associations when Big AI moves into vertical markets like legal and finance. Finally, they unpack Elon Musk’s latest megamerger: SpaceX and xAI joining forces to launch AI data centers into orbit. Whether it’s AI agents that run teams of themselves or compute infrastructure leaving Earth altogether, this episode challenges assumptions and encourages leaders to rethink what’s possible.    🤖 Join the AI Mastermind: https://sidecar.ai/association-ai-mastermind 📕 Download the New 3rd Edition of ‘Ascend’: https://sidecar.ai/ai 📅 Register for digitalNow2026: https://digitalnow.sidecar.ai 📧 Test out our customer service agent Izzy by emailing help@sidecar.ai 🛠 AI Tools and Resources Mentioned in This Episode: Kimi K2.5 ➔ https://moonshot-ai.com Claude Cowork ➔ https://www.anthropic.com OpenRouter ➔ https://openrouter.ai Open Source AI Data Platform ➔ https://memberjunction.org 🎀 Use code AIPOD50 for $50 off your Association AI Professional (AAiP) certification at https://sidecar.ai/aaip 🚀 Help Us Grow Our Reach - Share With a Friend or Colleague! 👍 Like & Subscribe! https://x.com/sidecarglobal https://www.youtube.com/@SidecarSync https://sidecar.ai/ https://www.linkedin.com/company/sidecar-global/ Amith Nagarajan is the Chairman of Blue Cypress, a family of purpose-driven companies and proud practitioners of Conscious Capitalism. The Blue Cypress companies focus on helping associations, non-profits, and other purpose-driven organizations achieve long-term success. Amith is also an active early-stage investor in B2B SaaS companies. He’s had the good fortune of nearly three decades of success as an entrepreneur and enjoys helping others in their journey. https://linkedin.com/amithnagarajan Mallory Mejias is passionate about creating opportunities for association professionals to learn, grow, and better serve their members using artificial intelligence. She enjoys blending creativity and innovation to produce fresh, meaningful content for the association space. Mallory co-hosts and produces the Sidecar Sync podcast, where she delves into the latest trends in AI and technology, translating them into actionable insights. https://linkedin.com/mallorymejias

    51 min
  2. From White House Strategy to Youth Safety Tools: Navigating AI’s Risks and Rewards with Bruce Reed | 119

    29 JAN

    From White House Strategy to Youth Safety Tools: Navigating AI’s Risks and Rewards with Bruce Reed | 119

    Send us a text 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-Harris White House. Bruce shares an insider’s view on how the U.S. government reacted to the launch of ChatGPT, the urgent need for AI guardrails for youth, and why you don’t need to be a tech expert to lead responsibly.   Bruce Reed is Head of AI at Common Sense Media and a senior White House policy adviser across three administrations. He served as President Clinton’s chief domestic policy adviser, chief of staff to Vice President Biden, and Deputy Chief of Staff for Policy in the Biden-Harris administration, helping shape 17 State of the Union addresses. Dubbed President Biden’s “AI Whisperer,” Reed led landmark government efforts on AI safety, securing voluntary commitments from major tech companies and advancing a sweeping executive order on responsible AI.   Common Sense Media - https://www.commonsensemedia.org/ Time AI 100 - https://shorturl.at/2NeQZ 🤖 Join the AI Mastermind: https://sidecar.ai/association-ai-mastermind 📕 Download the New 3rd Edition of ‘Ascend’: https://sidecar.ai/ai 📅 Register for digitalNow2026: https://digitalnow.sidecar.ai 📧 Test out our customer service agent Izzy by emailing help@sidecar.ai   🛠 AI Tools and Resources Mentioned in This Episode: ChatGPT ➔ https://openai.com/chatgpt Sora ➔ https://openai.com/sora 🎀 Use code AIPOD50 for $50 off your Association AI Professional (AAiP) certification at https://sidecar.ai/aaip 🚀 Help Us Grow Our Reach - Share With a Friend or Colleague! 👍 Like & Subscribe! https://x.com/sidecarglobal https://www.youtube.com/@SidecarSync https://sidecar.ai/ https://www.linkedin.com/company/sidecar-global/ Amith Nagarajan is the Chairman of Blue Cypress, a family of purpose-driven companies and proud practitioners of Conscious Capitalism. The Blue Cypress companies focus on helping associations, non-profits, and other purpose-driven organizations achieve long-term success. Amith is also an active early-stage investor in B2B SaaS companies. He’s had the good fortune of nearly three decades of success as an entrepreneur and enjoys helping others in their journey. https://linkedin.com/amithnagarajan Mallory Mejias is passionate about creating opportunities for association professionals to learn, grow, and better serve their members using artificial intelligence. She enjoys blending creativity and innovation to produce fresh, meaningful content for the association space. Mallory co-hosts and produces the Sidecar Sync podcast, where she delves into the latest trends in AI and technology, translating them into actionable insights. https://linkedin.com/mallorymejias

    45 min
  3. Global Gaps in AI Use & What Happens When Capital Doesn’t Need Labor? | 118

    22 JAN

    Global Gaps in AI Use & What Happens When Capital Doesn’t Need Labor? | 118

    Send us a text 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. From Mallory’s firsthand experience using Claude to navigate the stress of first-time home buying to Microsoft’s latest diffusion report revealing where AI is truly taking hold (spoiler: it’s not the U.S.), this episode blends the personal, practical, and political. The hosts also explore an essay predicting a world where capital outpaces labor permanently, and what associations must do to stay relevant. Tune in for insights on strategic planning, global digital divides, and how your association can lead—not lag—on the AI curve.   🤖 Join the AI Mastermind: https://sidecar.ai/association-ai-mastermind 📕 Download the New 3rd Edition of ‘Ascend’: https://sidecar.ai/ai 📅 Register for digitalNow2026: https://digitalnow.sidecar.ai 📧 Test out our customer service agent Izzy by emailing help@sidecar.ai 🤝 Sidecar/ASAE Partnership - https://learn.sidecar.ai/asae 🛠 AI Tools and Resources Mentioned in This Episode: Claude ➔ https://claude.ai ChatGPT ➔ https://chat.openai.com Gemini 3 ➔ https://gemini.google.com DeepSeek ➔ https://www.deepseek.com Microsoft AI Diffusion Report ➔ https://shorturl.at/3klKL Capital in the 22nd Century Essay ➔ https://shorturl.at/WI3Tk 🎀 Use code AIPOD50 for $50 off your Association AI Professional (AAiP) certification at https://sidecar.ai/aaip 🚀 Help Us Grow Our Reach - Share With a Friend or Colleague! 👍 Like & Subscribe! https://x.com/sidecarglobal https://www.youtube.com/@SidecarSync https://sidecar.ai/ https://www.linkedin.com/company/sidecar-global/ Amith Nagarajan is the Chairman of Blue Cypress, a family of purpose-driven companies and proud practitioners of Conscious Capitalism. The Blue Cypress companies focus on helping associations, non-profits, and other purpose-driven organizations achieve long-term success. Amith is also an active early-stage investor in B2B SaaS companies. He’s had the good fortune of nearly three decades of success as an entrepreneur and enjoys helping others in their journey. https://linkedin.com/amithnagarajan Mallory Mejias is passionate about creating opportunities for association professionals to learn, grow, and better serve their members using artificial intelligence. She enjoys blending creativity and innovation to produce fresh, meaningful content for the association space. Mallory co-hosts and produces the Sidecar Sync podcast, where she delves into the latest trends in AI and technology, translating them into actionable insights. https://linkedin.com/mallorymejias

    49 min
  4. The Physical AI Moment: Dispatches from CES 2026 | 117

    15 JAN

    The Physical AI Moment: Dispatches from CES 2026 | 117

    Send us a text 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 Manus, Groq’s $20B licensing deal with Nvidia, and how LPUs are set to revolutionize inference computing. From humanoid robots dancing across stages to Nvidia’s open-source models reshaping robotics and autonomous vehicles, this episode offers a rapid-fire tour of the tech shaping our future. Plus, Amith shares why AI pilots are more about learning than proof—and yes, we dream about robots doing the dishes.   🤖 Join the AI Mastermind: https://sidecar.ai/association-ai-mastermind 📕 Download the New 3rd Edition of ‘Ascend’: https://sidecar.ai/ai 📅 Register for digitalNow2026: https://digitalnow.sidecar.ai 📧 Test out our customer service agent Izzy by emailing help@sidecar.ai 🛠 AI Tools and Resources Mentioned in This Episode: CES 2026 ➔ https://www.ces.tech Atlas Humanoid Robot ➔ https://www.youtube.com/watch?v=e73kf_iLAP0 Groq ➔ https://groq.com Cerebras ➔ https://cerebras.net Gemini by Google DeepMind ➔ https://deepmind.google HeyGen ➔ https://www.heygen.com 🎀 Use code AIPOD50 for $50 off your Association AI Professional (AAiP) certification at https://sidecar.ai/aaip 🚀 Help Us Grow Our Reach - Share With a Friend or Colleague! 👍 Like & Subscribe! https://x.com/sidecarglobal https://www.youtube.com/@SidecarSync https://sidecar.ai/ https://www.linkedin.com/company/sidecar-global/ Amith Nagarajan is the Chairman of Blue Cypress, a family of purpose-driven companies and proud practitioners of Conscious Capitalism. The Blue Cypress companies focus on helping associations, non-profits, and other purpose-driven organizations achieve long-term success. Amith is also an active early-stage investor in B2B SaaS companies. He’s had the good fortune of nearly three decades of success as an entrepreneur and enjoys helping others in their journey. https://linkedin.com/amithnagarajan Mallory Mejias is passionate about creating opportunities for association professionals to learn, grow, and better serve their members using artificial intelligence. She enjoys blending creativity and innovation to produce fresh, meaningful content for the association space. Mallory co-hosts and produces the Sidecar Sync podcast, where she delves into the latest trends in AI and technology, translating them into actionable insights. https://linkedin.com/mallorymejias

    47 min
  5. The 95% Problem: Fixing What’s Broken in Enterprise AI | 116

    8 JAN

    The 95% Problem: Fixing What’s Broken in Enterprise AI | 116

    Send us a text 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 only to watch their efforts fizzle? Mallory and Amith unpack 10 core reasons for these failures—ranging from building chat-first features instead of end-to-end workflows, to skipping the unglamorous data cleanup that powers real results. Drawing from Vishwas Lele’s insightful LinkedIn post and their own experiences in the association world, the duo shares practical guidance for leaders ready to move beyond flashy demos and into lasting value. Plus, they explore why your staff still prefer ChatGPT over that expensive new AMS add-on, and what associations can do to shift from AI experiments to real transformation. 🤖 Join the AI Mastermind: https://sidecar.ai/association-ai-mastermind 📕 Download the New 3rd Edition of ‘Ascend’: https://sidecar.ai/ai 📅 Join the pre-registration list for digitalNow 2026: https://digitalnow.sidecar.ai/digitalnow2026 📧 Test out our customer service agent Izzy by emailing help@sidecar.ai 🛠 AI Tools and Resources Mentioned in This Episode: ChatGPT ➔ https://chat.openai.com Claude ➔ https://claude.ai pWin.ai ➔ https://www.pwin.ai 🎀 Use code AIPOD50 for $50 off your Association AI Professional (AAiP) certification at https://sidecar.ai/aaip 🚀 Help Us Grow Our Reach - Share With a Friend or Colleague! 👍 Like & Subscribe! https://x.com/sidecarglobal https://www.youtube.com/@SidecarSync https://sidecar.ai/ https://www.linkedin.com/company/sidecar-global/ Amith Nagarajan is the Chairman of Blue Cypress, a family of purpose-driven companies and proud practitioners of Conscious Capitalism. The Blue Cypress companies focus on helping associations, non-profits, and other purpose-driven organizations achieve long-term success. Amith is also an active early-stage investor in B2B SaaS companies. He’s had the good fortune of nearly three decades of success as an entrepreneur and enjoys helping others in their journey. https://linkedin.com/amithnagarajan Mallory Mejias is passionate about creating opportunities for association professionals to learn, grow, and better serve their members using artificial intelligence. She enjoys blending creativity and innovation to produce fresh, meaningful content for the association space. Mallory co-hosts and produces the Sidecar Sync podcast, where she delves into the latest trends in AI and technology, translating them into actionable insights. https://linkedin.com/mallorymejias

    39 min
  6. The New Year AI Checkup: What We Got Right in 2025 and What’s Coming in 2026 | 115

    1 JAN

    The New Year AI Checkup: What We Got Right in 2025 and What’s Coming in 2026 | 115

    Send us a text 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 intelligence, associations, and knowledge work. From real-world AI recruiting agents and voice-first interfaces to the rise of AI literacy as a job requirement, the shift from SEO to AEO, and the very real possibility of AI-native platforms disrupting traditional associations, this episode is packed with practical insight and big-picture thinking. Whether you’re an association leader or just trying to stay ahead of the curve, this conversation is both a wake-up call and a roadmap for making 2026 the year you move from experimenting with AI to truly leading with it.   🤖 Join the AI Mastermind: https://sidecar.ai/association-ai-mastermind 📕 Download the New 3rd Edition of ‘Ascend’: https://sidecar.ai/ai 📅 Join the pre-registration list for digitalNow 2026: https://digitalnow.sidecar.ai/digitalnow2026 📧 Test out our customer service agent Izzy by emailing help@sidecar.ai 🛠 AI Tools and Resources Mentioned in This Episode Gemini 3 Pro ➔ https://deepmind.google/technologies/gemini/ Claude Haiku 4.5 ➔ https://www.anthropic.com ElevenLabs  ➔ https://elevenlabs.io ChatGPT ➔ https://chat.openai.com Sora 2 ➔ https://openai.com/sora Veo 3 ➔ https://deepmind.google/technologies/veo/ NotebookLM ➔ https://notebooklm.google Gamma ➔ https://gamma.app 🎀 Use code AIPOD50 for $50 off your Association AI Professional (AAiP) certification at https://sidecar.ai/aaip 🚀 Help Us Grow Our Reach - Share With a Friend or Colleague! 👍 Like & Subscribe! https://x.com/sidecarglobal https://www.youtube.com/@SidecarSync https://sidecar.ai/ https://www.linkedin.com/company/sidecar-global/ Amith Nagarajan is the Chairman of Blue Cypress, a family of purpose-driven companies and proud practitioners of Conscious Capitalism. The Blue Cypress companies focus on helping associations, non-profits, and other purpose-driven organizations achieve long-term success. Amith is also an active early-stage investor in B2B SaaS companies. He’s had the good fortune of nearly three decades of success as an entrepreneur and enjoys helping others in their journey. https://linkedin.com/amithnagarajan Mallory Mejias is passionate about creating opportunities for association professionals to learn, grow, and better serve their members using artificial intelligence. She enjoys blending creativity and innovation to produce fresh, meaningful content for the association space. Mallory co-hosts and produces the Sidecar Sync podcast, where she delves into the latest trends in AI and technology, translating them into actionable insights. https://linkedin.com/mallorymejias

    52 min
  7. Supersonic Moments: The NFL’s Flight Problem & 100 Trillion Tokens | 114

    25/12/2025

    Supersonic Moments: The NFL’s Flight Problem & 100 Trillion Tokens | 114

    Send us a text 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 the NFL’s quiet fascination with supersonic flight and how faster-than-sound travel could reshape sports, conferences, and global strategy. Then they shift gears to AI, unpacking a massive new study analyzing 100 trillion tokens of real-world usage to reveal how people actually use AI—from role-play and storytelling to agentic workflows and open-source models. Together, these stories challenge associations to rethink what’s “unsolvable,” adopt an abundance mindset, and ask the most important question of all: what’s your supersonic moment? 🤖 Join the AI Mastermind: https://sidecar.ai/association-ai-mastermind 📕 Download the New 3rd Edition of ‘Ascend’: https://sidecar.ai/ai 📅 Join the pre-registration list for digitalNow 2026: https://digitalnow.sidecar.ai/digitalnow2026 🛠 AI Tools and Resources Mentioned in This Episode: NFL & Supersonic Flight ➔ https://shorturl.at/hnedE OpenRouter’s State of AI ➔ https://openrouter.ai/state-of-ai OpenRouter ➔ https://openrouter.ai DeepSeek ➔ https://www.deepseek.com Qwen ➔ https://qwen.ai Claude (Anthropic) ➔ https://www.anthropic.com 🎀 Use code AIPOD50 for $50 off your Association AI Professional (AAiP) certification at https://sidecar.ai/aaip 🚀 Help Us Grow Our Reach - Share With a Friend or Colleague! 👍 Like & Subscribe! https://x.com/sidecarglobal https://www.youtube.com/@SidecarSync https://sidecar.ai/ https://www.linkedin.com/company/sidecar-global/ Amith Nagarajan is the Chairman of Blue Cypress, a family of purpose-driven companies and proud practitioners of Conscious Capitalism. The Blue Cypress companies focus on helping associations, non-profits, and other purpose-driven organizations achieve long-term success. Amith is also an active early-stage investor in B2B SaaS companies. He’s had the good fortune of nearly three decades of success as an entrepreneur and enjoys helping others in their journey. https://linkedin.com/amithnagarajan Mallory Mejias is passionate about creating opportunities for association professionals to learn, grow, and better serve their members using artificial intelligence. She enjoys blending creativity and innovation to produce fresh, meaningful content for the association space. Mallory co-hosts and produces the Sidecar Sync podcast, where she delves into the latest trends in AI and technology, translating them into actionable insights. https://linkedin.com/mallorymejias

    37 min
  8. Domain-Specific AI : How Legal, Medical, and Engineering Are Being Reimagined | 113

    18/12/2025

    Domain-Specific AI : How Legal, Medical, and Engineering Are Being Reimagined | 113

    Send us a text 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 into value-based pricing; dive into Project Prometheus, Jeff Bezos’ big bet on ‘physical AI’ that learns from real-world experiments; and explore OpenEvidence as evidence-grounded clinical copilots surge in adoption alongside the American Hospital Association’s push for practical implementation. The throughline for associations: your domain expertise can become your biggest AI advantage—if you pick the right path between partnering, aggregating, or building.    🤖 Join the AI Mastermind: https://sidecar.ai/association-ai-mastermind 📕 Download the New 3rd Edition of ‘Ascend’: https://sidecar.ai/ai 📅 Join the pre-registration list for digitalNow 2026: https://digitalnow.sidecar.ai/digitalnow2026   🛠 AI Tools and Resources Mentioned in This Episode: Legora ➔ https://legora.com/ Qanooni ➔ https://qanooni.ai/ Project Prometheus ➔ https://shorturl.at/w9ZNZ OpenEvidence ➔ https://www.openevidence.com/ Gemini 3 Pro ➔ https://deepmind.google/models/gemini/pro/ AHA November Market Scan ➔ https://shorturl.at/ySt96 AI-First Law Firm ➔ https://threepointslaw.com/ 🎀 Use code AIPOD50 for $50 off your Association AI Professional (AAiP) certification at https://sidecar.ai/aaip 🚀 Help Us Grow Our Reach - Share With a Friend or Colleague! 👍 Like & Subscribe! https://x.com/sidecarglobal https://www.youtube.com/@SidecarSync https://sidecar.ai/ https://www.linkedin.com/company/sidecar-global/ Amith Nagarajan is the Chairman of Blue Cypress, a family of purpose-driven companies and proud practitioners of Conscious Capitalism. The Blue Cypress companies focus on helping associations, non-profits, and other purpose-driven organizations achieve long-term success. Amith is also an active early-stage investor in B2B SaaS companies. He’s had the good fortune of nearly three decades of success as an entrepreneur and enjoys helping others in their journey. https://linkedin.com/amithnagarajan Mallory Mejias is passionate about creating opportunities for association professionals to learn, grow, and better serve their members using artificial intelligence. She enjoys blending creativity and innovation to produce fresh, meaningful content for the association space. Mallory co-hosts and produces the Sidecar Sync podcast, where she delves into the latest trends in AI and technology, translating them into actionable insights. https://linkedin.com/mallorymejias

    38 min
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About

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. 

Information

  • Creator
    Amith Nagarajan and Mallory Mejias
  • Years Active
    2023 - 2026
  • Episodes
    120
  • Rating
    Clean
  • Copyright
    © 2026 Sidecar Sync
  • Show Website
    Sidecar Sync

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