The Jackson's

The Jackson's descend from Gods, no puny vampire, witch or werewolf could ever hope to match them.

Samantha Zhang had known Lukas Jackson since they were kids, and with the intelligence of Athena and Mars, and the strength of Poseidon and Pluto, it was only natural that their son was powerful. Winfrey Jackson had power over water and earth, not to mention he inherited his grandmothers gift for magic, as well as all the genius of Athena and skill of Ares. All in all Winfrey was the most powerful demigod in generations. It was just too bad that he neglected to ever use his powers.
With the emergence of cellphones and technology, and Leo Valdez's genius, monsters were scarcely a problem anymore, so there was no situation where Winfrey had had to fight seriously, his parents having protected him from the worst of it. That wasn't to say, he had never fought for his life like the rest of the demigods, just that he was loved by his family too much for it to affect him much mentally.
All in all, the general consensus, was that he was a waste of potential. The only thing Winn was interested in was computers and inventing. Winn's genius had netted him millions of dollars, and so he was content to spend the rest of his days diving into the world of knowledge.
And then his father got a job as an English Teacher in Mystic Falls, and Winn peaceful life was ruined.