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In this jam-packed episode of Sidecar Sync, co-hosts Amith Nagarajan and Mallory Mejias tackle five cutting-edge AI developments, all (mostly) fitting into three big buckets. From the powerhouse that is Claude 4.5 Sonnet to OpenAI's stunning new Sora 2 video model, this episode dives into real-world use cases, experiments, and emerging tools that are reshaping how associations can work smarter. They also break down the promise of computer use models, the future of AI-native browsers, and what "boring AI" really means for legacy software. Amith shares highlights from the Blue Cypress Leadership Summit and explains why early adopters might just lap the competition. Packed with demos, practical takeaways, and some existential questions for creatives, this is one you don’t want to miss.

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🛠 AI Tools and Resources Mentioned in This Episode
Claude 4.5 Sonnet ➔ https://www.anthropic.com
Claude Code ➔ https://www.anthropic.com
Otter.ai ➔ https://otter.ai
MemberJunction ➔ https://www.memberjunction.ai
ElevenLabs AI Voice Agents ➔ https://www.elevenlabs.io
Perplexity AI ➔ https://www.perplexity.ai
Sora 2 Demo ➔ https://www.youtube.com/watch?v=1PaoWKvcJP
Neon AI Browser Demo ➔ https://www.youtube.com/watch?v=MKQ98413RCI
Learning Content Agent Episode ➔ https://shorturl.at/nxEry

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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

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In this special interview edition of Sidecar Sync, Mallory Mejias sits down with Shekar Sivasubramanian, Head of the Wadhwani Institute for Artificial Intelligence, to explore how AI can be deployed at scale for social good. Shekar shares powerful stories of AI in action—from an oral reading fluency assistant helping millions of Indian children, to smartphone-powered pest detection for rural farmers. This episode dives into designing for deployment (not just innovation), building trust with limited data, and why humility and human-centered thinking are vital for transformative impact. It’s a conversation full of heart, hope, and hard-earned wisdom.

Shekar Sivasubramanian brings nearly four decades of experience in technology and business leadership, having scaled multiple startups to billion-dollar valuations. Now Head of the Wadhwani Institute for Artificial Intelligence, he leads a team delivering AI solutions in agriculture, healthcare, and education to underserved populations across India. An alum of IIT Bombay and the University of Missouri–Kansas City, Shekar also maintains deep technical expertise and a research affiliation with Carnegie Mellon University.

🤖 Join the AI Mastermind: https://sidecar.ai/association-ai-mastermind

📕 Download ‘Ascend 2nd Edition: Unlocking the Power of AI for Associations’ for FREE
https://sidecar.ai/ai

🛠 AI Tools and Resources Mentioned in This Episode:

Wadhwani AI ➡ https://www.wadhwaniai.org

🔎 Check out Sidecar's AI Learning Hub for Teams:
https://sidecar.ai/lh4t

📅 Find out more digitalNow 2025 and register now:
https://digitalnow.sidecar.ai/

👍 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

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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 loyal listeners and one golden use case every association should adopt today.

🤖 Join the AI Mastermind: https://sidecar.ai/association-ai-mastermind

📕 Download ‘Ascend 2nd Edition: Unlocking the Power of AI for Associations’ for FREE
https://sidecar.ai/ai

🛠 AI Tools and Resources Mentioned in This Episode:

Claude ➡ https://claude.ai
Google Colab ➡ https://colab.research.google.com
Zapier ➡ https://zapier.com
Groq ➡ https://groq.com
Sidecar AI Learning Hub ➡ https://learn.sidecar.ai

🔎 Check out Sidecar's AI Learning Hub for Teams:
https://sidecar.ai/lh4t

📅 Find out more digitalNow 2025 and register now:
https://digitalnow.sidecar.ai/

👍 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