Tony's always full of advice for his kid brother. He's forever telling him how important it is for him to get his head down at school and work hard. Trouble is, Tony's not exactly best placed to give such advice being as how he's a high school dropout and hardened criminal. And not just any criminal, either, but a drug dealer.
This is why Wes finds it so difficult to take Tony's advice: he doesn't practice what he preaches. Wes looks up to Tony, but not in a good way. He wants to be a successful drug dealer just like his brother, to have all the trappings of wealth that this dangerous but lucrative occupation can bring in the rough neighborhoods of Baltimore.
Initially, he starts working for his brother as a look-out, which makes it even harder for him to take Tony's advice seriously. After all, if Tony wants him to stay in school and get an education, then why is he allowing his kid brother to get mixed up in the drugs trade, even if it doesn't yet involve selling drugs?
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