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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 Tools and Resources Mentioned in This Episode:
GPT-4o ➡ https://openai.com
Gemini 2.5 Pro ➡ https://deepmind.google/technologies/gemini
DeepSeek-V3 ➡ https://huggingface.co/deepseek-ai
Midjourney ➡ https://www.midjourney.com
HeyGen ➡ https://www.heygen.com
Amith’s Comic Strip ➡ https://shorturl.at/2Khn5
Chapters:
00:00​ - Introduction
02:02​ - Catching Up: Innovation Hub in Washington DC
07:58​ - Gemini 2.5 Pro
15:58​ - Google’s Position and Counter-Positioning Strategy
20:57​ - Visual Breakthroughs in GPT-4o’s Image Generator
24:00​ - Small vs. Large Models
28:36​ - DeepSeek-V3 Release: What’s New and Different
33:29​ - Why Open Source Models Matter for Associations
38:04​ - The Impact of Lower AI Costs on Strategy
41:23​ - Dream Bigger: Breaking Constraints and Thinking Abundantly
44:48​ - Final Thoughts

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Amith Nagarajan is the Chairman of Blue Cypress https://BlueCypress.io, 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.
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Mallory Mejias is the Manager at Sidecar, and she's 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.
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