The young founder of an Indian start-up is faced with wide-ranging complexities, severe dilemmas and massive pressures of aspiration. Their vulnerabilities are exposed as they are placed atop a billion-dollar unicorn. They cannot be without checks and balances. While monitoring should never come in the path of agility or growth of the start-up, concentration of power in the hands of a few (founders or politicians) is as detrimental to nation building as it is to company building. Democracy is key to both, and, in a start-up, it can be brought about by an independent board. The role of investors is crucial in it. Every time a start-up implodes with evidence of financial irregularity, the buck cannot stop with the founder who cooked books. While founders are not innocent bystanders and should be punished, the action has to go beyond making examples of sacked entrepreneurs. Investors should insist on sounder rules and governance.