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Success stories are everywhere. Failure stories—the real ones with actual numbers, emotions, and consequences—are rare. This archive exists because the expensive lessons I learned shouldn't stay locked in my head. If sharing my failures saves you from making the same mistakes, every dollar lost was worth it.
Not hypotheticals or sanitized case studies. Actual deals that blew up, partnerships that imploded, and decisions that cost millions.
Interactive frameworks to help you spot red flags before they become disasters. Learn to recognize the patterns that lead to failure.
Not just "what went wrong" but "what I'd do differently." Specific, actionable frameworks you can apply to your own decisions.
Led a $45M investment at the height of the dot-com bubble despite partner opposition. Lost everything when the market crashed 6 months later.
Partnership with college roommate imploded over relocation decision. No formal agreement. Lost major client, company value, and a 20-year friendship.
Ignored warnings and deployed $23M in real estate just before 2008 crisis. Lost everything trying to meet deployment deadlines.