#354 - I Asked ChatGPT How To Get to $1M ARR!

03/08/2025 35 min

Listen "#354 - I Asked ChatGPT How To Get to $1M ARR!"

Episode Synopsis

I interview ChatGPT (calling it Alex) and challenge it to create a roadmap from zero skills to $1M ARR in five years. We break down the best skills to learn (coding, sales), how to choose a profitable niche, and why B2B SaaS for remote creative collaboration is a strong bet. I dive into practical steps: market research, MVP building, pricing, and B2B outreach. I reflect on sales cycles, pricing strategy, and the impact of AI tools on entrepreneurship. I question bootstrapping, validation, and staying ahead as the landscape rapidly evolves.Timestamps by PodSqueezeIntroduction and Episode Setup (00:00:00)  Naming ChatGPT and Framing the Challenge (00:02:09)  Defining “Rich” and Setting the Revenue Goal (00:03:10)  Defining the Starting Point and Essential Skills (00:04:03)  Learning to Code in the Age of AI (00:05:56)  Timeline for Learning Coding Skills (00:07:09)  Sales as an Alternative Path (00:08:02)  Combining Skills and Setting the Five-Year Plan (00:09:22)  Market Selection and Research (00:09:44)  Examples of Promising Markets (00:10:58)  Evaluating and Sizing a Market (00:12:01)  How to Research and Validate a Market (00:13:01)  Choosing the Best Market Right Now (00:14:06)  Existing Tools in the Remote Work Space (00:14:43)  Framework for Finding Opportunities in Remote Work (00:15:17)  Selecting a Specific Problem to Solve (00:16:20)  Zeroing in on a Concrete Product Idea (00:17:33)  Distribution and Go-to-Market Strategy (00:18:13)  Targeting and Reaching Decision Makers (00:19:19)  Preparation Timeline for Outreach (00:21:02)  Warming Up Specific Contacts (00:21:26)  Example Target Companies (00:22:06)  Pricing Strategy for B2B SaaS (00:22:48)  Justifying Tiered Pricing (00:24:14)  Timeline to Reach 1 Million IRR (00:25:09)  Step-by-Step Action Plan (00:26:33)  Closing and Reflections (00:28:03)  Final Thoughts and Outro (00:36:07)

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