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Controversy, AI, and $5.3M: How Cluely Is Redefining the Rules of the Game

Plus: Why Your Fear of Failing is Holding You Back

What’s In This Email

  • Controversy, AI, and $5.3M: How Cluely Is Redefining the Rules of the Game

  • Your Fear of Failing is Holding You Back

  • Good Friends vs. Amazing Friends

  • Notable Spotlight: Clean Up Toronto Earth Day

  • Notable Plug 🔌

✍️ TAKE NOTE

Controversy, AI, and $5.3M: How Cluely Is Redefining the Rules of the Game

Chungin "Roy" Lee, a former Columbia University student who was suspended for creating an AI tool designed to help users "cheat" during job interviews, just raised $5.3 million in seed funding for his startup, Cluely.

The product, which started as "Interview Coder," offers users a concealed in-browser window that generates real-time answers during interviews, sales calls, and even exams. While the tool stirred major controversy for allegedly encouraging dishonesty, Cluely’s founders argue it is no different than using tools like calculators or Grammarly to enhance performance.

Despite the ethical debates, Cluely is gaining serious traction, boasting over $3 million in annual recurring revenue. Both Lee and co-founder Neel Shanmugam have left Columbia University to work on the company full-time.

Key Takeaways:

1. The Line Between "Cheating" and "Assistance" Is Blurring
Tools like Cluely challenge traditional ideas about merit, authenticity, and what it means to "earn" success, especially in a world increasingly assisted by AI.

2. Investors Are Betting on Controversial Innovation
Despite its rocky ethical optics, Cluely secured $5.3 million in funding, showing that market demand for performance-enhancing AI is strong, even if it sparks debate.

3. Real Revenue, Real Momentum
With $3M in recurring revenue already on the books, Cluely is proving that controversial tech products can scale quickly if they tap into user needs for speed, efficiency, and results.

Why It Matters:

As AI becomes more integrated into how we work, learn, and communicate, startups like Cluely are forcing society to rethink where the ethical lines should be drawn. Is using AI for assistance cheating—or simply adapting to a new digital reality?

For entrepreneurs and innovators, Cluely’s rise highlights a deeper shift: the next big tech disruptors may not always play by old rules, and the market may reward them anyway. How society responds could define the future of education, hiring, and trust in the AI era.

🌐 AROUND THE INTERWEBS

George Clooney said, you learn nothing from success but everything from failing because it helps build your character. Agree?

Watch the video below.

Are friendships only defined by being able to survive hardship or rather amazing moments too?

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🔦 NOTABLE SPOTLIGHT 🔦

Clean Toronto Together - Earth Day

Every April, community groups, families, individuals and businesses in Toronto are encouraged to spend 20 minutes cleaning up litter in a local park, beach, ravine or other natural spaces. 

🔌  NOTABLE PLUG

🎙️ Get Into It: The Zach Lowe Show. ESPN's Zach Lowe discusses the latest developments in the NBA, featuring interviews with players, coaches, and other basketball insiders. Listen on Apple Podcasts or Spotify.

📄 Notable Hires: Manager, Operations @ University of Toronto (Full-time, Canada)

🎓 Hope This Helps: Craiyon AI, is an art generator that creates unique images from text prompts. It uses machine learning to generate new images that don't exist in the training data.

🌍 Notable Destinations: Toronto to Barcelona ($629 878) Dates: Aug 30-September 7, 2025. Click here to see the link for this flight.

🧠 Today We Learned: Grant Imahara made a lifelike Baby Yoda robot to visit children in hospitals and cheer them up before he passed away.

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