Hiten Shah is a serial founder who has started several analytics and security companies, including Crazy Egg and KISSmetrics. The latest one, Nira, was acquired by Dropbox in 2024. In this episode, he shares how he turns ChatGPT from a simple chatbot into a personal workplace coach, sales strategist, and productivity multiplier.

What you’ll learn:

1. How to create AI versions of your boss by loading operating manuals and personality tests into ChatGPT projects

2. A simple approach for turning sales frameworks into customized discovery call scripts for any product

3. Why context is everything—and how to load ChatGPT with the right information before asking for outputs

4. The “show it what great looks like” technique that dramatically improves AI responses

5. How to build a personal AI coach using your own personality assessments and communication style

6. Why you should use temporary sessions for random queries to keep your main ChatGPT memory clean

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Brought to you by:

Paragon—Ship every SaaS integration your customers want: https://useparagon.com/HowIAI

Notion—The best AI tools for work: http://notion.com/howiai

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Where to find Hiten Shah:

Blog: https://hitenism.com/

X: https://twitter.com/hnshah

LinkedIn: https://www.linkedin.com/in/hnshah/

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Where to find Claire Vo:

ChatPRD: https://www.chatprd.ai/

Website: https://clairevo.com/

LinkedIn: https://www.linkedin.com/in/clairevo/

X: https://x.com/clairevo

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In this episode, we cover:

(00:00) Introduction to Hiten

(02:55) Why Hiten primarily uses ChatGPT

(04:12) The importance of context and memory management

(07:58) Demo: Creating “What Would Morgan Do” project

(13:30) Using personality types to improve AI coaching

(16:20) Building a personal operating system in ChatGPT

(20:55) Mixing structured frameworks and personal context

(23:20) Demo: Winning by Design sales framework implementation

(30:00) Creating discovery call scripts

(31:44) Using ChatGPT’s deep research feature to understand Claire’s leadership style

(36:30) Lightning round and final thoughts

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Tools referenced:

• ChatGPT: https://chat.openai.com/

• Claude: https://claude.ai/

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Other references:

• Hiten's Google Doc: https://docs.google.com/document/d/1j15hoR3qZLQMJuW-mtfYFyhXM0CpYHQkZJuUgqHBsZs/edit?tab=t.0

• Winning by Design: https://winningbydesign.com/

• Enneagram: https://www.enneagraminstitute.com/

• Human Design: https://humandesign.tools/

• Myers-Briggs: https://www.myersbriggs.org/

• DISC: https://www.discprofile.com/

• Lex: https://lex.page/

• The Lean Startup: https://theleanstartup.com/

• Sean Ellis score: https://pmfsurvey.com/

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Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email jordan@penname.co.

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Mastering ChatGPT: Advanced techniques for workplace communication and productivity | Hiten Shah

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