To make a man bleed is to make him pay dearly for something; to victimise him. Money is the life-blood of commerce.
It makes my heart bleed. It makes me very sorrowful.
She found them indeed, But it made her heart bleed.
Bleeding of a Dead Body (The). It was at one time believed that, at the approach of a murderer, the blood of the murdered body gushed out. If in a dead body the slightest change was observable in the eyes, mouth, feet, or hands, the murderer was supposed to be present. The notion still survives in some places.
Source: Dictionary of Phrase and Fable, E. Cobham Brewer, 1894