As a maker of advertisements this is of interest to me. I have been in the television and radio advertising business creating video and audio spots and have created print ads for newspaper and magazines. I now make signage and vehicle graphics and I do my part to make sure business owners know about bitcoin. I also accept it in my store.
It is not prohibitively expensive to place ads in these mediums and a kickstarter like fund to accomplish this task I think is a fantastic idea.
It would be hard to organize, I but it might pay off.
Things to look at:
Which country to start advertising in (which one will have the most impact compared to the costs of advertising)
What is our target audience (the time you send a message, and the channel you transmit on matter with price and target audience)
What is the expected price needed
What will we say in the advertisements to draw attention to people
Will we draw attention to a specific website, and if so, will we build that website from the ground up?
Etc.