He didn't. Any sensible person wouldn't have tried it. Had the media simply did the job they had previously done... the job they were EXPECTED to do... no greasy slime ball like Obama could have gotten through the primary, let alone the General.
What happened instead is something we've never seen before in the USA. The Media, totally controlled by Liberal Democrat extremists, stopped any pretense of objectivity, and used all the forces of their media empire to propagandize and campaign for their tin pot "lord."
Because they CONTROL all access to the American public, there was no means to get the ugly truth to the Electorate. The media intercepted every effort to expose Obama for what he was. Then they FABRICATED derogatory narratives about McCain/Palin, and used their Liberal Media echo chambers to amplify the false narrative.
Obama is still a fool. He couldn't have gotten elected with a normal media, and he had no way of knowing that the Media would turn into full fledged propaganda agents for him.
Today, I cite liberal control of the media as the greatest threat facing this nation. We need to either create rival media to compete with them, or destroy their ability to influence the electorate. Or both.
On this, I agree with you.