The Hollywood Sign is perhaps one of the most recognizable additions to a hillside in the entire world.

The Hollywood Sign was the brain child of Harry Chandler in 1923 for the cost of $21,000, and it was meant to be a 'billboard' for Chandler's real estate agency. The sign originally spelled out 'Hollywoodland.' Each of the massive letters was thirty feet long and fifty feet high and were elaborate collages of scaffolding, pipes, and telephone poles.

In the late 1970's, the sign was refurbished. The cost of the renovation was around a quarter of a million dollars. The money was raised by a collective of celebrities. Hugh Hefner of Playboy fame spearheaded the brigade by hosting a gala at the Playboy Mansion, where the rights to each individual letter were auctioned off for the price of $27,700 per letter.

In 2010 Hugh Hefner again came to the sign's rescue, presenting the Hollywood Sign trust with enough money to purchase the 132 acres that surrounded the sign to prevent them from being developed. He can be called the Hollywood Sign's number one fan.