In this episode, Amir Bormand chats with Jake Moshenko about his journey from engineer to founder, the challenges of identifying the right startup ideas, and navigating both venture capital and bootstrapping. They also discuss decision-making, failure, and the growing role of AI in authorization systems.Key TakeawaysTurning an Idea into a Startup: Jake emphasizes the importance of picking the right problems to solve—ones that are painful, widely felt, and worth paying for.The "Muscle" of Evaluating Ideas: Recognizing which ideas are viable requires experience and learning from past failures.Bootstrapping vs. VC: Both approaches have trade-offs—bootstrapping requires patience and personal risk, while VC funding adds pressure but accelerates growth.Decision-Making as a Founder: Founders must make decisions without perfect information and delegate when possible.AI and Authorization: AI companies face similar security challenges as traditional applications, and AuthZed is helping businesses ensure secure, permission-based access.Timestamped Highlights[00:01:00] – Introduction: Jake’s journey from engineer to startup founder.[00:02:30] – The origins of AuthZed: Identifying a need based on past experience.[00:05:00] – How Jake evaluates startup ideas using his three criteria.[00:09:30] – Learning from startup failures and developing a critical decision-making "muscle."[00:14:00] – Decision-making as a founder: Confidence, risk tolerance, and analysis paralysis.[00:18:00] – Bootstrapping vs. venture capital: The key differences and challenges.[00:21:00] – AI and security: How AuthZed helps AI companies protect data.[00:24:00] – Where to connect with Jake and final thoughts.Quote from the Episode"You need to fail a lot. You can over-index on success stories, but real learning comes from understanding why things didn’t work." – Jake MoshenkoConnect with JakeWebsite: https://authzed.com/Discord: Join via the link on AuthZed's homepage