AI After Hours

PODCAST · technology

AI After Hours

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.

  1. 22

    How an AI Side Hustle Reached Revenue in 60 Days (Without Overbuilding)

    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 with modern AI toolsThe mindset shift that turns ideas into revenueThis conversation is for builders, solopreneurs, and operators who want proof before polish — and results before complexity.Irreverent. Insightful. Slightly buzzed. It’s AI After Hours.LINKS:Polly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/ Blog: https://aicareerboost.com/interestedAI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: ⁠https://www.linkedin.com/in/yuyingchenwynn/Blog: https://yuying.substack.com/Wittingly Ventures: https://wittinglyventures.com/

  2. 21

    The Fastest Way to Win With AI: Solve Real Problems People Will Pay For

    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 single week, to a broader discussion on why the so-called “AI bubble popping” is actually a healthy filter for the ecosystem, this conversation is about what actually works.This isn’t about chasing trends or quick cash grabs. It’s about having strong instincts for real problems, moving fast, and letting the market validate your ideas.Irreverent. Insightful. Slightly buzzed. It’s AI After Hours.LINKSPolly AllenLinkedIn: https://www.linkedin.com/in/pollymallen/Blog: https://aicareerboost.com/interestedAI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: https://www.linkedin.com/in/yuyingchenwynn/Blog: https://yuying.substack.com/Wittingly Ventures: https://wittinglyventures.com/

  3. 20

    How I Built an AI Product Without Coding (And Got Paying Customers Fast)

    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 breakdown will show you how to turn an idea into revenue—fast.In this video, you’ll learn:How to validate an AI idea using real conversationsHow to “sell before building.”What vibe coding is and why it worksHow to build an AI prototype without codingHow the prototype turned into a paying customerWhy small businesses are an ideal early market for AI tools

  4. 19

    AI Secrets You Never Knew!

    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 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.LINKSPolly AllenLinkedIn: https://www.linkedin.com/in/pollymallen/Blog: https://aicareerboost.com/interestedAI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: https://www.linkedin.com/in/yuyingchenwynn/Blog: https://yuying.substack.com/Wittingly Ventures: https://wittinglyventures.com/

  5. 18

    AI After Hour Summer Edition: Anthropic’s Legal Win, Apple’s Reasoning Drama, and HR’s AI Crisis

    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 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.

  6. 17

    17: May 2025

    A quick glimpse into what happened in the world of AI in May 2025!THE SHOWAI After Hours with Polly Allen and Yuying Chen-Wynn is an irreverent attempt to 'edutain' about the latest AI headlines & tools!THE LINKSRecommendationsFor more on building AI products and careers, along with early course announcement and special pricing, subscribe to the AI Career Boost mailing list at https://aicareerboost.com/interested Polly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/⁠AI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: ⁠https://www.linkedin.com/in/yuyingchenwynn/⁠Blog: https://yuying.substack.com/

  7. 16

    16: April 2025

    A quick glimpse into what happened in the world of AI in April 2025!THE SHOWAI After Hours with Polly Allen and Yuying Chen-Wynn is an irreverent attempt to 'edutain' about the latest AI headlines & tools!THE LINKSRecommendationsFor more on building AI products and careers, along with early course announcement and special pricing, subscribe to the AI Career Boost mailing list at https://aicareerboost.com/interested Polly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/⁠AI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: ⁠https://www.linkedin.com/in/yuyingchenwynn/⁠Blog: https://yuying.substack.com/

  8. 15

    15: March 2025

    A quick glimpse into what happened in the world of AI in March 2025!THE SHOWAI After Hours with Polly Allen and Yuying Chen-Wynn is an irreverent attempt to 'edutain' about the latest AI headlines & tools!THE LINKSRecommendationsFor more on building AI products and careers, along with early course announcement and special pricing, subscribe to the AI Career Boost mailing list at https://aicareerboost.com/interested Polly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/⁠AI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: ⁠https://www.linkedin.com/in/yuyingchenwynn/⁠Blog: https://yuying.substack.com/

  9. 14

    14: February 2025

    A quick glimpse into what happened in the world of AI in February 2025!THE SHOWAI After Hours with Polly Allen and Yuying Chen-Wynn is an irreverent attempt to 'edutain' about the latest AI headlines & tools!THE LINKSRecommendationsFor more on building AI products and careers, along with early course announcement and special pricing, subscribe to the AI Career Boost mailing list at https://aicareerboost.com/interested Polly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/⁠AI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: ⁠https://www.linkedin.com/in/yuyingchenwynn/⁠Blog: https://yuying.substack.com/

  10. 13

    13: January 2025

    A quick glimpse into what happened in the world of AI in January 2025!THE SHOWAI After Hours with Polly Allen and Yuying Chen-Wynn is an irreverent attempt to 'edutain' about the latest AI headlines & tools!THE LINKSRecommendationsFor more on building AI products and careers, along with early course announcement and special pricing, subscribe to the AI Career Boost mailing list at https://aicareerboost.com/interested Polly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/⁠AI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: ⁠https://www.linkedin.com/in/yuyingchenwynn/⁠Blog: https://yuying.substack.com/

  11. 12

    12: December 2024

    A quick glimpse into what happened in the world of AI in December 2024!THE SHOWAI After Hours with Polly Allen and Yuying Chen-Wynn is an irreverent attempt to 'edutain' about the latest AI headlines & tools!THE LINKSRecommendationsFor more on building AI products and careers, along with early course announcement and special pricing, subscribe to the AI Career Boost mailing list at https://aicareerboost.com/interested Polly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/⁠AI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: ⁠https://www.linkedin.com/in/yuyingchenwynn/⁠Blog: https://yuying.substack.com/

  12. 11

    11: November 2024

    A quick glimpse into what happened in the world of AI in November 2024!THE SHOWAI After Hours with Polly Allen and Yuying Chen-Wynn is an irreverent attempt to 'edutain' about the latest AI headlines & tools!THE LINKSRecommendationsFor more on building AI products and careers, along with early course announcement and special pricing, subscribe to the AI Career Boost mailing list at https://aicareerboost.com/interested Polly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/⁠AI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: ⁠https://www.linkedin.com/in/yuyingchenwynn/⁠Blog: https://yuying.substack.com/

  13. 10

    10: October 2024

    A quick glimpse into what happened in the world of AI in October 2024!THE SHOWAI After Hours with Polly Allen and Yuying Chen-Wynn is an irreverent attempt to 'edutain' about the latest AI headlines & tools!THE LINKSRecommendationsFor more on building AI products and careers, along with early course announcement and special pricing, subscribe to the AI Career Boost mailing list at https://aicareerboost.com/interested Polly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/⁠AI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: ⁠https://www.linkedin.com/in/yuyingchenwynn/⁠Blog: https://yuying.substack.com/

  14. 9

    9: September 2024

    A quick glimpse into what happened in the world of AI in September 2024!THE SHOWAI After Hours with Polly Allen and Yuying Chen-Wynn is an irreverent attempt to 'edutain' about the latest AI headlines & tools!THE LINKSRecommendationsFor more on building AI products and careers, along with early course announcement and special pricing, subscribe to the AI Career Boost mailing list at https://aicareerboost.com/interested Polly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/⁠AI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: ⁠https://www.linkedin.com/in/yuyingchenwynn/⁠Blog: https://yuying.substack.com/

  15. 8

    8: August 2024

    A quick glimpse into what happened in the world of AI in August 2024!THE SHOWAI After Hours with Polly Allen and Yuying Chen-Wynn is an irreverent attempt to 'edutain' about the latest AI headlines & tools!THE LINKSRecommendationsFor more on building AI products and careers, along with early course announcement and special pricing, subscribe to the AI Career Boost mailing list at https://aicareerboost.com/interested Polly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/⁠AI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: ⁠https://www.linkedin.com/in/yuyingchenwynn/⁠Blog: https://yuying.substack.com/

  16. 7

    7: July 2024

    A quick glimpse into what happened in the world of AI in July 2024!THE SHOWAI After Hours with Polly Allen and Yuying Chen-Wynn is an irreverent attempt to 'edutain' about the latest AI headlines & tools!THE LINKSRecommendationsCheck out Polly’s ‘Path to AI Product Leader’ masterclass on August 6th: https://www.aicareerboost.com/master-ai-leadership Polly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/⁠AI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: ⁠https://www.linkedin.com/in/yuyingchenwynn/⁠Blog: https://yuying.substack.com/TAKEAWAYSLAMA 3.1, with 405 billion parameters, is the largest language model to date and outperforms other benchmark models.Export blocks on AI compute GPUs raise questions about the access of Chinese companies to US-based cloud providers.Smaller language models are gaining popularity due to their ability to be deployed on devices, lower cost, and specialized use cases.Prompt chaining is an engineering pattern that involves using multiple prompts to improve the performance and accuracy of language models.Developers are exploring prompt chaining and agentic AI to enhance the capabilities of language models. Prompt chaining involves feeding the output of one language model into the next prompt, while agentic AI refers to AI that figures out the steps itself.Prompt chaining has potential for impact in content generation and writing, while agentic AI is still in early stages of development.The AI bubble is not bursting, and AI is still in its early stages with a lot of potential for growth and innovation.Investors should be more sensible in their evaluation of AI companies, and patience is needed for AI to reach its full potential.

  17. 6

    6: June 2024

    A quick glimpse into what happened in the world of AI in June 2024!THE SHOWAI After Hours with Polly Allen and Yuying Chen-Wynn is an irreverent attempt to 'edutain' about the latest AI headlines & tools!THE LINKSFor more on building AI products and careers, along with early course announcement and special pricing, subscribe to the AI Career Boost mailing list at https://aicareerboost.com/interested Polly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/⁠AI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: ⁠https://www.linkedin.com/in/yuyingchenwynn/⁠Blog: https://yuying.substack.com/TAKEAWAYSApple's focus on on-device AI and privacy is a smart move that sets them apart from other companies.The partnership between Universal Music Group and Sound Labs highlights the potential of AI-generated music and the need to compensate artists for their work.Perplexity's new feature, perplexity pages, showcases the use of AI in content creation and the importance of human curation and customization. Competition among AI platforms is heating up, and differentiation through features is becoming crucial.Recent research in the financial sector shows the potential of AI in areas like earnings prediction and advanced math capabilities.The role of AI product managers is evolving, with a focus on user experience and a shift away from technical skills.Smaller businesses have opportunities to niche down and bring AI to specific use cases, despite misconceptions about the dominance of big tech companies.

  18. 5

    5: May 2024

    A quick glimpse into what happened in the world of AI in May 2024!THE SHOWAI Afterhours with Polly Allen and Yuying Chen-Wynn is an irreverent attempt to 'edutain' about the latest AI headlines & tools!THE LINKSRecommendationsPolly’s next free Masterclass - The Path to AI Product Manager: https://www.aicareerboost.com/master-ai-leadershipPolly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/⁠AI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: ⁠https://www.linkedin.com/in/yuyingchenwynn/⁠Blog: https://yuying.substack.com/

  19. 4

    4: April 2024

    A quick glimpse into what happened in the world of AI in April 2024!TAKEAWAYSLAMA3, an open-source language model, was released by Meta and is the fastest open-source model available.Adobe is buying video clips for $3 per minute to train its AI model, highlighting the importance of using fully licensed data.The FDA approved the first AI diagnostic tool for sepsis, a deadly condition that can be detected early with AI assistance.Enterprise wins in AI are primarily seen in internal process automation, such as onboarding, data analysis, and developer productivity.Independent verification of AI benchmarks is necessary to ensure credibility.THE SHOWAI Afterhours with Polly Allen and Yuying Chen-Wynn is an irreverent attempt to 'edutain' about the latest AI headlines & tools!THE LINKSRecommendationsPolly’s next free Masterclass - The Path to AI Product Manager: https://www.aicareerboost.com/master-ai-leadershipPolly’s next 4-week course - Build your own chatbot or copilot: https://www.reforge.com/courses/design-and-build-conversational-ai/details?utm_source=polly_allen&utm_medium=social&utm_campaign=courses_pilot&utm_term=&utm_content=conversational_aiPolly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/⁠AI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: ⁠https://www.linkedin.com/in/yuyingchenwynn/⁠Blog: https://yuying.substack.com/

  20. 3

    3: March 2024

    A quick glimpse into what happened in the world of AI in March 2024!THE SHOWAI Afterhours with Polly Allen and Yuying Chen-Wynn is an irreverent attempt to 'edutain' about the latest AI headlines & tools!THE LINKSRecommendationsPolly’s next free Masterclass - The Path to AI Product Manager: https://www.aicareerboost.com/master-ai-leadershipPolly’s next 4-week course - Build your own chatbot or copilot: https://www.reforge.com/courses/design-and-build-conversational-ai/details?utm_source=polly_allen&utm_medium=social&utm_campaign=courses_pilot&utm_term=&utm_content=conversational_aiPolly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/⁠AI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: ⁠https://www.linkedin.com/in/yuyingchenwynn/⁠Blog: https://yuying.substack.com/

  21. 2

    2: February 2024

    A quick glimpse into what happened in the world of AI in February 2024!THE SHOWAI Afterhours with Polly Allen and Yuying Chen-Wynn is an irreverent attempt to 'edutain' about the latest AI headlines & tools!THE LINKSRecommendationsPolly’s next free Masterclass - The Path to AI Product Manager: https://www.aicareerboost.com/master-ai-leadershipPolly’s next 4-week course - Build your own chatbot or copilot: https://www.reforge.com/courses/design-and-build-conversational-ai/details?utm_source=polly_allen&utm_medium=social&utm_campaign=courses_pilot&utm_term=&utm_content=conversational_aiPolly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/⁠AI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: ⁠https://www.linkedin.com/in/yuyingchenwynn/⁠Blog: https://yuying.substack.com/

  22. 1

    1: January 2024

    A quick glimpse into what happened in the world of AI in January 2024!THE SHOWAI After Hours with Polly Allen and Yuying Chen-Wynn is an irreverent attempt to 'edutain' about the latest AI headlines & tools!THE LINKSRecommendationsA great paper on an overview of where we are with Hallucinations: https://arxiv.org/abs/2311.05232Polly’s free Masterclass on Feb 8th - The Path to AI Product Manager: https://www.aicareerboost.com/master-ai-leadershipPolly’s 4-week course on Feb 19th - Build your own chatbot or copilot: https://www.reforge.com/courses/design-and-build-conversational-ai/details?utm_source=polly_allen&utm_medium=social&utm_campaign=courses_pilot&utm_term=&utm_content=conversational_aiPolly AllenLinkedIn: ⁠https://www.linkedin.com/in/pollymallen/⁠AI Career Boost: ⁠https://www.aicareerboost.com/⁠Yuying Chen-WynnLinkedIn: https://www.linkedin.com/in/yuyingchenwynn/⁠https://www.linkedin.com/in/yuyingchenwynn/⁠

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ABOUT THIS SHOW

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.

HOSTED BY

Polly Allen & Yuying Chen-Wynn

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