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Episode Summary Paul sits down with Leon to unpack what “roadblocks” really look like when they’re internal: self-judgment, imposter syndrome, and the pressure to be perfect before you start. Leon traces his path from early customer service lessons and tough relocations to mastering a new domain through obsessive learning; then making the jump into a role built for the “weird skills” life hands you. They talk timing, pivots, and why mistakes are data. The through-line: reflect honestly, use the right people to sense-check decisions, and turn doubt into a competitive advantage. Key Takeaways Internal Roadblocks: Identifying and overcoming self-judgment and imposter syndrome. Obsessive Learning: How to master a new domain by diving deep. Weird Skills: Leveraging the unique combination of skills life has given you. Mistakes as Data: Reframing failure as essential feedback for growth.