I work in finance and I am not a criminal lawyer (thus I don’t have a big professional experience on the subject) but I once stumbled in a case with not just one but two hit men.
A Milanese, extremely wealthy, investment banker in his 50s, with the typical “perfect” family (a beautiful wife, his only son studying in London, an awesome mansion, etc.) had a South American “lover”.
She was very beautiful, albeit jobless: she was a sort of former prostitute / former model, even if the line between her two jobs was really blurred.
Everything went fine between the two until she (unexpectedly) got pregnant.
She did not ask him for money, but asked the Milanese Banker to marry her.
This was simply not an option for the Milanese Banker so he had the very “smart” idea to hire two Venezuelan drug dealers to kidnap the girl and eventually kill her.
The two drug dealers were paid a 50% deposit upon taking the instructions, with the promise of receiving the other half once their job was completed.
The two Venezuelans swiftly kidnapped the girl while she was jogging one morning and took her to an abandoned building at the outskirts of Milan.
They kept her there a few days while they were discussing vigorously how to kill her (apparently even for a professional hitman it is not so easy to shoot and kill a pregnant woman).
Eventually they realized that they did not have the heart to kill her (and the baby) and they set her free.
They also kept the 50% deposit they already got and went back to their normal drug dealing business.
In case you are interested in how the story ended up: she went back to normal life and started getting a small “salary” from the Milanese Banker (she gave up on the idea of marrying him anyway).
A few weeks after giving birth to a beautiful baby boy, she confided the kidnapping to a friend during a walk in the park.
This friend went to the police and, after some checking, they arrested the Milanese Banker a few days later…