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 PodSqueeze
Introduction 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)
