Commercial: Priceline.com (2006)

As the king of product placement, Captain Kirk has hocked everything from automobiles to videogame consoles. Even though his film career had been stagnant since the 80s, Shatner has carved a niche by playing a mockery of himself on every TV program and commercial he appeared in. You can witness the actor at his finest playing an egotistical, fictionalized rendition of himself in the Priceline Negotiator commercials. Shatner became the official spokesperson and agreed to take company stock instead of cash, which he then sold in 2010, supposedly walking away with $600 million. After making a living on commercials for the past three decades, something had to give sooner or later.