@oristarA,
Insider has nothing to do with people in jail. It means someone who knows influential people, or wants people to believe that they know influential people; it means someone who knows how the power structure works, or wants people to believe they know how the power structure works.
Insider is a commonly used noun which means someone who knows how a group, an industry or an organization works, or who knows those in positionos of power. A health care insider would be someone who works in the health care industry and knows how things are done. A banking insuder would be someone who knows how things are done in the banking industry. It is often implied that the insider him- or herself wields power and has influence.
One might write:
"Stock prices of American auto manufacturers have been slipping on Wall Street and other stock exchanges for weeks now.
Industry insiders say this is both because of the lukewarm response to the new model year, and the resurgence of Toyota to the number one spot, world-wide."
The industry insiders are implying that they know things the general public doesn't understand. It's not always true.