

404: The Brutal Math of Product-Market Fit with Gil Quadros Flores
Aug 28, 2025
Gil Quadros Flores, Founder and CEO of CoGrader, shares his entrepreneurial journey in the EdTech sector. He discusses the challenges of identifying teachers' pain points and how engaging directly with customers can shape a product. Gil underscores the importance of pre-sales strategies and effective pricing to build trust and traction. He emphasizes that achieving product-market fit is a continuous process, requiring an experimental mindset, especially with the rise of tools like AI in education. His insights are invaluable for early-stage founders.
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From Conference Chats To Pre-Sales
- Gil bought a last-minute flight to ISTE and interviewed teachers about their pain points in person.
- He spent $1,000 on Meta ads and pre-sold beta access to 10 of 18 teachers without a product.
Ask Why Until Pain Is Clear
- Use deep follow-up questions (the five whys) to uncover emotional pain behind surface complaints.
- Quantify time cost (e.g., grading hours) to estimate product value and design a co-pilot solution.
Price Low To Validate Demand
- Pre-sell at low price points to validate willingness to pay and gather early users.
- Iterate price upward gradually until you see resistance, then use that ceiling for future pricing.