My First Million Talking to a billionaire about how he uses ChatGPT
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Jul 16, 2025 
Dharmesh Shah, Co-founder and CTO of HubSpot and an early AI adopter, shares his insights on using ChatGPT effectively. He explores innovative applications like using AI for personal coaching and decision-making. The discussion includes how to enhance ChatGPT's capabilities through data integration and automation, revolutionizing tasks like domain registration. Dharmesh also reflects on the transformative role of AI in business, emphasizing collaboration over replacement, and highlights the competitive landscape of tech talent in the wake of AI advancements.
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Daily ChatGPT Use Advice
- Use ChatGPT every day to improve regardless of your job role.
- Daily interaction with AI enhances your skills and productivity.
Early GPT API Experiment
- Dharmesh built a chat app with GPT API years before ChatGPT launched.
- Early uses included strategic questions about HubSpot, showing impressive capabilities.
Understanding Context Windows
- The context window limits how much info an LLM can process at once.
- Large texts like books often exceed this window, requiring special handling.