Well, I'll go with a simple story. My grandfather (mom's side) was actually asked by Hugh Hefner if he'd be willing to help fund "Playboy Magazine".
This is because my grandfather was a self-made accountant with his own firm in Chicago. My grandfather turned down Hefner since he didn't think "Playboy Magazine" would be successful!
That's why we didn't get Playboy Magazine in existence until around 5 years later! My grandfather really missed a good money-making opportunity on that one.