The treasury keeps changing the look of our money every few years to help prevent counterfeiting, but I have to wonder if it doesn't cause more potential problems just due to the fact that, now, no one blinks twice when provided another new note.
How many cashiers would fall for "Oh that? That is the new five dollar bill. Haven't you seen it? Yeah I thought Steve Jobs was an odd choice too."
That is assuming the cashier actually looks at the money in the first place