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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—and plenty of lessons for association leaders looking to future-proof.
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🛠 AI Tools and Resources Mentioned in This Episode:
Claude ➞ https://claude.ai
Gemini CLI ➞ https://cloud.google.com/gemini/docs/codeassist/gemini-cli
ChatGPT ➞ https://chat.openai.com
rasa.io ➞ https://rasa.io
Cloudflare Article ➞ https://shorturl.at/xY54H
Nonprofit Tech Survey ➞ https://shorturl.at/2U9jb
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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
Chapters
1. Introduction (00:00:00)
2. Cloudflare's Bold AI Block & Pay-Per-Crawl Plan (00:05:09)
3. Impacts for Association Content Strategy (00:10:13)
4. Bot Detection and the Cat-and-Mouse Game (00:17:11)
5. The Case for AI Engine Optimization (AIEO) (00:23:05)
6. Chronicle of Philanthropy Tech Survey Highlights (00:27:05)
7. Planning in an Era of Rapid AI Disruption (00:30:34)
8. 5-Year B.H.A.G.? (00:34:01)
9. Custom Software & Punching Above Your Weight (00:37:03)
90 episodes
