Struggling to get good results from ChatGPT or other AI tools? You’re probably prompting it wrong, and you’re not alone.
Many founders assume AI just knows what you mean. Without the right prompt structure, though, even the most powerful LLMs will fail to deliver.
In this episode, Yaniv Bernstein is joined by Jonathan Mast—seasoned entrepreneur, AI educator, and creator of the Perfect Prompt Framework—to break down how anyone, from startup founders to side hustlers, can start using AI more effectively today.
They explore the psychology behind prompting, how to build confidence using AI tools, and why embedding structured prompting into your startup can multiply productivity.
In this episode, you will:
- Learn the 4-step Perfect Prompt Framework to get better responses from AI
- Understand why AI often fails, and how it's usually your prompt (not the model)
- Discover how to overcome "AI FOMO" and start using it without feeling overwhelmed
- Hear why giving AI permission to ask you questions dramatically improves accuracy
- Explore different LLMs like ChatGPT, Claude, and Gemini, and when to use each
- Apply AI best practices to real startup workflows, from automation to documentation
- Avoid common mistakes when building AI-based systems that lack guardrails or versioning
Whether you’re just starting with AI or want to unlock its full power for your business, this is the valuable conversation every modern founder needs.
The Pact
Honor the Startup Podcast Pact! If you have listened to TSP and gotten value from it, please:
- Follow, rate, and review us in your listening app
- Subscribe to the TSP Mailing List to gain access to exclusive newsletter-only content and early access to information on upcoming episodes: https://thestartuppodcast.beehiiv.com/subscribe
- Secure your official TSP merchandise at https://shop.tsp.show/
- Follow us here on YouTube for full-video episodes: https://www.youtube.com/channel/UCNjm1MTdjysRRV07fSf0yGg
- Give us a public shout-out on LinkedIn or anywhere you have a social media following
Key links
Get your question in for our next Q&A episode: https://forms.gle/NZzgNWVLiFmwvFA2A
The Startup Podcast website: https://www.tsp.show/episodes/
Learn more about Chris and Yaniv
Work 1:1 with Chris: http://chrissaad.com/advisory/
Follow Chris on Linkedin: https://www.linkedin.com/in/chrissaad/
Follow Yaniv on Linkedin: https://www.linkedin.com/in/ybernstein/
Producer: Justin McArthur https://www.linkedin.com/in/justin-mcarthur
Intro Voice: Jeremiah Owyang https://web-strategist.com/
Popular Podcasts
Stuff You Should Know
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
Dateline NBC
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com
Las Culturistas with Matt Rogers and Bowen Yang
Ding dong! Join your culture consultants, Matt Rogers and Bowen Yang, on an unforgettable journey into the beating heart of CULTURE. Alongside sizzling special guests, they GET INTO the hottest pop-culture moments of the day and the formative cultural experiences that turned them into Culturistas. Produced by the Big Money Players Network and iHeartRadio.