It slightly depends on the age of Brad. There are lots of little steps he could take, as he is a super-villain I guess he can be kind of amoral.
Step 1. learn how to con people and make money
Step 2. Use money for popularity and bribery, this could be money from drugs. A smart kid can learn how to make drugs pretty easy, even if it is only speed or acid.
Step 3. Learn how to blackmail people.
Step 4. Use blackmail and bribery to aquire influence in high and low places.
Step 4.5 Hire a good lawyer, a good accountant and a good PR firm.
Step 5.Start setting up businessses for more power and influence. A few options might be bail bondsman (contact with criminal class), financial advisory service or loan sharking(contact with financial class), security and alarm services (good for getting permission to carry firearms and access to exotic firearms), high-end accountancy firm (to make money disappear), junkyards (erratic income that is easily explained making it possible to get your illegal gains put through the books, propery investors (another great source of income), gun shop, Garage.
At some stage he would need some skills. Performance, diplomacy, intimidate(psychological), knowledge:behavioural sciences, Bluff, perform: oratory, and maybe computer science or knowledge: law and whatever else you feel is appropriate.
I picture a kid who is about as morally developed as a shark. He is happy to use dirty tricks to sleep with the cheerleading squad, and blackmail teachers to get good marks. He is class president, captain of the debating team and whatever would look good on a resume. He blackmails his opponents and any teachers who see through his mask. He has no problem with selling drugs to the other students (see step 1 and 3) but is way too smart to get caught, and he never uses the stuff himself apart from to be part of the 'in' crowd. Once out of school, he uses the information and evidence (hidden cameras) about fellow students drug habits to blackmail parents. If he is really smart he knows that he doesn't need to go to college, he can buy a fake degree on the internet. He might do a law degree to make himself look squeaky clean, then the world is his oyster.
He can either a) go the obvious route and be a public figure (public defendant, civil servant) in the public's eye, or b) the subtle route where he just quietly makes money and control in the background. Either way he will build up a reputation as an upright responsible young man who is friendly and charming. If the heroes do ever find out about him he will have so many cut-outs and go betweens that they can't touch him and if they do his PR company and lawyers will have a field day.
Steps 1 and 3 can be swapped in order.