The End of Cheating: How AI Is Redefining Success

Nov 23, 2025

Roy Lee, Founder and CEO of Cluely, dives into how AI is reshaping productivity and user interfaces. He redefines cheating as a productivity strategy, emphasizing that using AI to succeed will normalize. The discussion touches on Gen Z's algorithm-native mindset and the need for output-based education. Roy warns about the decline of legacy media and predicts the rise of hyper-personal assistants in just two years. He envisions a future where jobs are automated, leaving humans free to pursue creativity and social activities.

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ANECDOTE

Viral Beginnings That Sparked Cluely

Roy Lee built Interview Coder in college to feed answers during software interviews and recorded himself using it to get offers.
That viral stunt led to Columbia expelling him and Amazon blacklisting him, which then inspired Cluely: the "cheat on everything" app.

INSIGHT

Cheating Will Be Reframed By AI

Cluely surfaces context-aware facts instantly during meetings and across apps as an ambient glass overlay.
Roy argues that AI will normalize what we today call "cheating" by changing effort-to-output expectations.

ADVICE

Design Invisible, Contextual Interfaces

Design UI as a translucent, always-on overlay that surfaces exactly what users need, invisible until required.
Build ambient assistants that tailor a custom UI only when context demands it.

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👉 Full Show Notes
https://www.microsoftinnovationpodcast.com/763

Roy Lee shares how AI is reshaping productivity, education, and user interfaces. From redefining cheating to building ambient assistants, this episode explores the future of work, trust, and human creativity in an AI-driven world.

🎙️ What you’ll learn

Reframe “cheating” as a productivity strategy in the AI era
Apply ambient AI tools to meetings and workflows
Rethink UI design for invisible, context-aware assistants
Understand Gen Z’s algorithm-native mindset and its impact
Evaluate output-based education and hiring models

✅ Highlights

“Cluely is like a glass window that gives you exactly what you need.”
“We launched Cluely, the cheat-on-everything app.”
“Cheating will just be normal in tomorrow’s day.”
“We aim to be polarising and we are indeed pretty polarising.”
“Gen Z is algorithm-native, not just AI-native.”
“Legacy media probably has maybe 10 years max.”
“Human-guided thoughts, AI-generated output.”
“Tests based on rote memorisation will be obsolete.”
“Measure by output, not memorisation.”
“In two years, we’ll have hyper-personal assistants.”
“I’d rather be middle class now than a king in the 1600s.”
“Robots will automate 90% of blue-collar jobs.”

🧰 Mentioned

Cluely - https://cluely.com
Interview Coder - https://www.interviewcoder.co
Intercom Finn - https://fin.ai
Cursor - https://cursor.com
VO3 - https://vo3.art
Google Flow - https://labs.google/flow/about

✅Keywords
ai productivity, ambient assistant, gen z tech, algorithm-native, ai ui design, cluely, interview coder, ai in education, output-based learning, ai truth, ai video generation, future of work

Microsoft 365 Copilot Adoption is a Microsoft Press book for leaders and consultants. It shows how to identify high-value use cases, set guardrails, enable champions, and measure impact, so Copilot sticks. Practical frameworks, checklists, and metrics you can use this month. Get the book: https://bit.ly/CopilotAdoption

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Thanks for listening 🚀 - Mark Smith