Caleb Winslow

Product strategist at Tectonic Labs in Denver, focused on early-stage B2B SaaS and go-to-market design. Previously spent five years at SendGrid (acquired by Twilio) running beta programs and listening to why enterprise customers churned. Writes about the gap between what founders assume and what customers actually say.

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1 article by Caleb Winslow.

• Startup Idea Validation
• AI for Entrepreneurs

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  Paper Trading: The Validation Sprint Most Traders Skip

  July 15, 2026

  Paper trading lets you test strategies with fake money on live market data, free through Schwab, Webull, and Interactive Brokers. Here's what it proves, and what it quietly can't.