In The Red
Meaning
To be losing money.
Example
Putting kids through college is sure to put you in the red.
Origin
Standard practice for accounting is to record positive numbers in black ink and negative numbers in red ink. Operating in the red is to record negative numbers, that is to say, losses.
No doubt red ink was chosen because it is a clear contrast for black and is not easily mistaken. However there is a bit more history to the red ink.
In medieval times the church, being the only center of literacy and learning in the west, maintained meticulous accounting records. Ink was rare and expensive. When monasteries and far-flung churches had little money and they could not afford ink, domesticated animals were bled to provide a substitute in the dipping wells. As a result, poor financial records were usually written in the red.