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Clouded Judgement 7.26.24

Clouded Judgement

Subscribe now Big Week of AI! This week had a number of important AI announcements. The rate of innovation in the AI markets is staggering, and a reminder that it’s really hard for anyone (big companies especially) to “fully commit” to an AI strategy or vendor. Follow along to stay up to date!

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How to Ask ChatGPT a Technical Question (BoorishBears on Hacker News)

Crafty CTO

This was in the context of a link to someone training / fine-tuning an LLM for the full corpus of AWS documentation. Many pointed out that ChatGPT probably does it better; lots of whining about “but ChatGPT gives me wrong answers, boo hoo hoo,” and then this gem.

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Top LLMs in 2025: Best Large Language Models for AI, SaaS & Development

How To Buy Saas

In 2025, foundation models or generative AIs like GPT-4, Claude, Gemini, and open-source LLaMA are reshaping AI research, software development, and SaaS products. These transformer-based neural networks excel at tasks from creative writing to code completion and chat. The era of large language models (LLMs) is booming.

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The Top 10 SaaStr Learnings from Mary Meeker’s Latest Report on AI

SaaStr

The latest one is all AI with a big enterprise / B2B slant and is very good but dense. AI User Adoption Is Literally Unprecedented We know this, but still, the numbers do sort of blow your mind: ChatGPT: 0 to 800MM weekly users in 17 months (vs. Every B2B and SaaS company now competes in a global, AI-enabled market from Day 1.

AI Search 238
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24 Predictions for SaaS in 2024

Chart Mogul

Before 2023, the term “generative AI” was met with blank faces. But over the past 12 months, Open AI’s ChatGPT has gone mainstream, Twitter has become X, Silicon Valley Bank collapsed, as did FTX, and WeWork… How many of these did you see coming? What will 2024 bring? What will 2024 bring?

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The Latest SaaStr on 20VC: The State of SaaS 2025: IPOs, AI, and the Coming Shakeout

SaaStr

So we were back on 20VC this week in our Latest in Tech deep dive with Harry Stebbings and Rory O’Driscoll of Scale: “The State of SaaS 2025: IPOs, AI, and the Coming Shakeout” The IPO Window Is Cracking Open (Finally) Chime’s $1.67B revenue IPO is the canary in the coal mine. After 4+ years.

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GTM 146: The Future of Search, AI, and Digital Presence with Mike Walrath, CEO of Yext

Sales Hacker

How Yext evolved from managing listings to powering AI-ready data pipelines. Actionable steps SaaS companies can take to optimize for AI agents and search diversification. 14:30 The new battleground: how AI engines like ChatGPT shape discoverability. 22:00 Why structured data is the foundation of AI-first marketing.