If I recall correctly, both smack pack and WL vials have enough healthy yeast to handle 5g of around 1.040 wort. A single package will also ferment a 1.060 beer. The starter is a mechanism to ensure your yeast are strong, healthy active yeast prepared for the conditions in your green wort. If you wort is lacking in some basic nutrients, adding some to the starter is OK but unlikely to reap great benefits. Under pitching can cause some off flavors and under attenuated beer. Given enough time and conditions though, the beers are usually OK. What Mr Malty focuses on is how to make award winning beers. One of the key elements is adequate yeast pitches and fermentation conditions that favor healthy, effective yeast production and ultimately creating great beers.
Many homebrewers underestimate the significance of the fermentation which is surprising since a vast majority of process of making beer is the fermentation. Pitching adequate amounts of healthy active yeast is vital to making good beer. Having the most desirable conditions for fermentation is key to making good beer. More than just converting sugar to alcohol, the yeast need to be strong and abundant to break down some of their own by products like acetaldehyde, diacetyl or a combination of underpitching effects like DMS (dimethyl sulfide) production from bacteria.