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AI After Hours

Author: Polly Allen & Yuying Chen-Wynn

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Join Polly Allen (AI Career Boost, ex-Alexa AI Principal PM) and Yuying Chen-Wynn (Wittingly Ventures, formerly CPO and Barnes and Noble Education and Head of AI at Peak 6) as they serve up their no-BS takes on the month’s juiciest AI headlines. From wild research reactions to workplace adoption struggles, we call out what’s real, what’s hype, and what’s just plain ridiculous in AI.


Irreverent. Insightful. Slightly buzzed. It’s AI After Hours.

22 Episodes
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Most people think winning with AI means building better tech. In reality, it means building less — and validating faster. In this episode, we break down a real case study of an AI side hustle that reached revenue in under 60 days by staying laser-focused on one question: Would someone pay for this today? We cover: How early charging validated real demandWhy obsessing over conversion beats adding featuresThe role AI search now plays in discoveryHow non-technical founders can move fast wi...
There’s a lot of noise around AI right now. People love to talk about bubbles, hype cycles, and overnight success. But when you look at what’s actually happening on the ground, a very different story emerges. In this episode, we break down real AI product success stories from solopreneurs and founders who shipped fast, validated real demand, and focused relentlessly on conversion—not perfection. From a solo founder who built a mobile app using ChatGPT and Cursor and hit 20,000 downloads in a ...
Want to build an AI product but don’t know where to start? In this video, we break down the exact process we used to validate, design, and sell an AI product before writing a single line of code. You’ll see how we used “vibe coding” to build a simple AI prototype, test it with a real small business owner, and turn that prototype into a paid engagement. Whether you’re a non-technical founder, an entrepreneur exploring AI, or someone looking for an AI-powered side hustle, this step-by-step br...
Another month, another round of AI headlines! This time, we're diving into the latest from OpenAI and Sam Altman, plus the biggest tech news stories influencing artificial intelligence. We'll also explore the tech trends that are driving the development of large language models. Stay informed with all the AI news! Join Polly Allen (AI Career Boost, former Alexa AI Principal PM at Amazon) and Yuying Chen-Wynn (Wittingly Ventures, former CPO at Barnes and Noble Education and Head of AI at Peak...
AI After Hours – Summer Edition: Copyright showdowns, reasoning meltdowns, and HR mayhem! Anthropic scores a legal win that could reshape LLM training. Apple releases a reasoning paper that stirs up more drama than insight. And HR? They're drowning in AI-generated résumés while legally barred from using AI themselves. Oh, and did we mention robots folding laundry offline? Join Polly Allen (AI Career Boost) and Yuying Chen-Wynn (Wily Ventures) as they serve up their no-BS takes on the month’s ...
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