Why Your AI Learning Projects Keep Fizzling Out

Why Your AI Learning Projects Keep Fizzling Out

January 14, 2026 55 min
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🤖 AI Summary

Overview

This episode explores the intersection of AI and education, focusing on how AI tools like Oboe can revolutionize learning by addressing the limitations of large language models (LLMs) like ChatGPT. Nir Zicherman, co-founder and CEO of Oboe, discusses the importance of creating dedicated learning platforms, the role of passive and active learning, and the challenges of maintaining motivation and context in self-directed learning.

Notable Quotes

- A real learning platform has to be built as a learning platform. LLMs are built to be a general tool, but they’re missing a lot.Nir Zicherman, on why ChatGPT isn’t enough for effective learning.

- Most of the learning that you've done in your life has been multimodal. It’s not just one format—it’s piecing together different formats online.Nir Zicherman, on the importance of diverse learning methods.

- How is not everybody talking about the double-slit experiment all the time? It’s probably as incredible a fact of the universe as can be imagined.Nir Zicherman, on the mind-blowing nature of quantum physics.

🎓 Why LLMs Aren’t Ideal for Learning

- Nir Zicherman argues that while LLMs like ChatGPT are powerful tools, they are not designed as learning platforms.

- LLMs are general-purpose tools that lack the structure, multimodal content, and pedagogical focus necessary for effective learning.

- They often require users to provide constant feedback and direction, which is not how most people naturally learn.

📚 The Role of Passive and Active Learning

- Contrary to popular belief, Nir Zicherman suggests that most learning is passive, such as consuming content through reading or listening.

- Active engagement, like quizzes or discussions, is important but serves as reinforcement rather than the primary mode of learning.

- Effective learning platforms should balance passive and active methods while maintaining a clear focus on the learner’s objectives.

🛠️ Oboe’s Approach to Personalized Learning

- Oboe generates on-demand, personalized courses tailored to specific learning objectives, such as understanding Wittgenstein’s philosophy or quantum physics.

- The platform emphasizes multimodal learning, offering text, visuals, and even AI-generated podcasts to cater to different learning preferences.

- Oboe’s design prioritizes accessibility and quick wins to keep learners motivated and reduce the intimidation of tackling complex topics.

🤖 The Limitations of AI Agents in Learning

- Current AI agents struggle with maintaining long-term context and adapting to a learner’s changing needs or motivation.

- Dan Shipper shares his experience of using ChatGPT for structured learning, noting its inability to reignite interest or adjust when motivation wanes.

- Nir Zicherman highlights the need for AI systems to act more like teachers, capable of reading the room and dynamically adjusting their approach.

🔬 Quantum Physics, Embedding Spaces, and Learning Philosophy

- Nir Zicherman shares how he uses Oboe to explore advanced topics like quantum physics, including the Stern-Gerlach experiment and its implications for probabilistic quantum states.

- Dan Shipper draws parallels between quantum mechanics and AI, likening embedding spaces to the probabilistic nature of quantum states.

- The discussion touches on how LLMs reveal patterns in human knowledge that we intuitively understand but cannot explicitly articulate, echoing Wittgenstein’s philosophy on language and meaning.

AI-generated content may not be accurate or complete and should not be relied upon as a sole source of truth.

📋 Episode Description

LLMs have made it absurdly easy to go deep on almost any topic. So why haven’t we all used ChatGPT to earn college degrees we wished we had majored in or pursued a niche interest, like learning how to name the trees in our neighborhood? I know I’m not the only one to feel guilty for well-intentioned attempts at autodidactism that inevitably peter out.


Entrepreneur Nir Zicherman has a reason for this disconnect: LLMs can answer most of your questions, but they won’t notice when you’re lost or pull you back in when your motivation starts to fade.


As the CEO and cofounder of Oboe, a platform that generates personalized courses about everything from the history of snowboarding to JavaScript fundamentals using AI, Zicherman has thought deeply about why the ability to access information does not automatically lead to understanding a concept. In this episode of AI & I, he talks to Dan Shipper about everything he’s learned about learning with LLMs.


They get into Zicherman’s counterintuitive belief that learning is a more passive process than you’d think, the biggest blocker for most people who want to learn something new, and where AI agents currently fall short in providing a meaningful learning experience.


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Timestamps:

00:00:00 - Start

00:00:36 - Introduction

00:01:49 - Why you need a dedicated AI learning app

00:04:32 - The process of learning is more passive than you might think

00:10:21 - Live demo of Oboe to create a course about philosopher Ludwig Wittgenstein

00:16:52 - Learning works best when it comes in many formats

00:28:21 - Where AI agents currently fall short in the learning experience

00:34:10 - The importance of making learning feel accessible

00:35:56 - How Zicherman uses Oboe to learn quantum physics

00:40:54 - How embeddings spaces remind Dan of quantum mechanics


Links to resources mentioned in the episode:

Nir Zicherman: @NirZicherman

Learn something new with Oboe: https://oboe.com/