Particularly at later stages of financing (when a company is mature, generating significant revenues, and maybe on a clear 1-2 year path to an IPO), the structure of a security can help you manage dilution from a share issuance. Complex structures can allow investors to pay a higher nominal price (i.e. own a small %) in order to trade for: (i) managing the risk of returning less than their invested capital (ii) more predictability in returning a minimum amount of cash. Some rights/preferences that can achieve these goals include: liquidation preferences, dividends & redemption rights.
Although Zippy's framework is helpful, it can be ineffecient, or worse, dangerous if you (mis)interpret his rational as calculating the minimum amount of capital to raise. Reasonably overcapitalizing a business can help you extend your lead in tough times when your competition is capital constrained, help you sleep better at night while you experiment (and fail) with your startup, and avoid being in a very weak negotiating position if/when you reach out for more funds.