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.
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🛠 AI Tools and Resources Mentioned in This Episode:
ChatGPT (GPT-5) ➡ https://chat.openai.com
Claude 4.1 Opus ➡ https://www.anthropic.com
Soundpost ➡ https://www.soundpost.ai
LM Studio ➡ https://lmstudio.ai
Hugging Face ➡ https://huggingface.co
Quen3 ➡ https://qwenlm.github.io/blog/qwen3/
Kimi K2 by Moonshot AI ➡ https://www.moonshot.cn
OpenRouter ➡ https://openrouter.ai
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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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