Episode
EP 136 - Startups: Samepage.ai with Sahil Jain
- Published
- Aug 19, 2025
- Duration seconds
- 3670
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Summary
As we traditionally have done in previous years, we got to feature some exciting startups this year too. Featuring visionary founders who are building exciting tools for product people, we are starting Startups of 2025 with Sahil Jain, cofounder and CEO of Samepage.ai . On the show we explore with Sahil his journey—from gaming enthusiast and QA tester at Yahoo to serial entrepreneur building products that solve the toughest challenges for product teams. Sahil shares how experiences at AOL, Trigger.io, AdStage (which he ran for 8 years and sold to TapClicks), and weekly conversations with VCs and startups led him to an important insight: most product teams struggle to stay truly aligned. That challenge became the spark for Samepage.ai, where the mission is to solve information asymmetry and help product managers focus more on communicating what matters.Join Matt and Moshe as they explore with Sahil: The founding story of Samepage.ai and why alignment is the central challenge for product managers How product teams lose context and fall out of sync—with communication making up to 80% of a PM’s role The evolution of Samepage.ai from a “blank slate” approach beyond traditional tools like email and Slack Leveraging GenAI to surface relevant, daily insights from scattered sources (Slack, Linear, Github, and more) AI copilots for product managers: creating streams for weekly status updates, release notes, and trend analysis while keeping humans in the loop The real challenges of transmitting vs. interpreting information, and supporting teams with diverse learning styles and cultural backgrounds Early success stories from beta users Sahil’s process for validating and iterating Samepage, building in stages, and focusing on solving the right problems The future vision for Samepag…