Generate Deeply Reflective Founder Journal Prompts

Generate 20 unique journaling prompts designed for founders to foster deep self-reflection and strategic thinking.  Each prompt should be concise (under 50 words), thought-provoking, and actionable, encouraging introspection on key aspects of their entrepreneurial journey.  The prompts should cover a range of topics including: challenges faced, lessons learned, emotional responses to setbacks and successes, strategic pivots, team dynamics, and future vision.  The output should be formatted as a numbered list, with each prompt followed by a brief (1-2 sentence) explanation of its intended purpose.  Ensure the prompts avoid generic advice and instead encourage specific reflection related to the founder’s unique experiences and context.  For example, a prompt should not say “What are your goals?” but rather “Describe a recent strategic decision that felt risky, and analyze your reasoning and its outcome.”  The overall tone should be supportive, encouraging self-compassion and honest self-assessment.