Serial entrepreneurship is compared to a monkey's random walk on a cliff edge; each step represents an independent entrepreneur venture. If every move is genuinely random, the entrepreneur will eventually fall - go bankrupt. This situation offers a view of the non-ergodic nature of entrepreneurial systems, where averages across the whole system don't apply to an individual's series of endeavors over time. Effective strategies to prevent ruin include sticking to familiar industries, understanding irreversible decisions, and adopting the Kelly Criterion, which involves cautiously handling resources, grasping opportunities early, and often selling.



