Top 5 Deadliest and Most Brutal Hitmen in the WorldIn books and movies, hitmen are portrayed as expert killers, tagged with an aura of "coolness" because of their chosen profession. But in real life these contract killers are often far more brutal and even more perplexing then any fictional character could ever be. These are the top 5 deadliest and most brutal hitmen in the world. 5. Glennon EnglemanDentist by day and hitman by night, Glennon Engleman led a double life. For over 30 years, he carried out multiple murders for profit. These killings were often commissioned by loved ones, friends or co-workers. Born in St. Louis in 1927, Engleman was the son of a railroad clerk. Even though he was a mediocre student, he managed to earn a degree in dentistry and set up his own practice in the neighborhood he grew up in. Engleman married twice, the first was to Edna Ruth which lasted three years, and his second marriage was to Ruth Jolley with whom he had one son named David. 4. Christopher Dale FlanneryKnown as "Mr. Rent-A-Kill," Christopher Dale Flannery has been called Australia's worst hitman. Born in 1948, even as a young boy he was constantly in and out of trouble with police. After moving around to several jobs, he ended up working as a bouncer. He quickly grew bored there and that’s when he decided to move into contract killing for an occupation. 3. Giuseppe "Pino" GrecoComing from a long line of Mafiosi, it was no surprise Giuseppe Greco would turn into one of the most prolific mafia criminals to ever live. During his lifetime, it's estimated he killed somewhere between 80 to 300 people. Even though he rarely killed alone, he took part in each of the killings – making sure he was present when his victims died. 2. Alexander SolonikNicknamed, "the Superkiller," Alexander Solonik was a primary killing tool for the highest mob bosses in Russia. What makes him unique is that he was ambidextrous and could shoot a gun using either hand. Despite being imprisoned twice, he managed to escape both times. By his second escape, he decided to join a local syndicate and become a hitman. His first kill was the leader of a rival gang in 1990. After six months, he travelled to Moscow and killed another important Russian mob boss. He also eliminated one of the most powerful mobsters in Russia, Otari Kvantrishvili, after Alexander failed to extort money from him. 1. Richard KuklinskiNicknamed the "Iceman," Kuklinski admits to getting excited about the hunt more so then the actual killing. During his reign, it's estimated he killed between 100-250 people. However, he proclaims it is his rule to never kill women and children so all the people he killed were men. Born in New Jersey in 1935, Kuklinski grew up in a rough family and had to constantly put up with abuse from his parents. The daily beatings he and his siblings got took a toll on all of them. One of his brothers died at the age of 10, his older brother turned out to be a killer and rapist while Richard also turned to killing for a profession. So far, only his sister managed to live a "normal" life. So those were the Top 5 Deadliest and Most Brutal Hitmen in the World. Contract killings happen all the time. Perhaps the scariest part about it isn’t the murder itself, but the idea that if the price is right, then there’s someone sick enough who’s happy to get the job done.Support the show Learn more about your ad choices. Visit megaphone.fm/adchoices