The 43-year-old Thiel has become Silicon Valley's version of the man behind the curtain in "The Wizard of Oz" by creating or funding some of the most successful enterprises to come out of the technology world.
"I think technology is the key to a better future," he said.
After attending Stanford Law School and becoming a derivatives trader, Thiel co-founded PayPal when he was 31 years old. Now he's known as the Don of the PayPal mafia -- a group of braniac executives who ran the company and have since gone on to give birth to digital pillars like YouTube and Yelp.
"That was the very basic idea -- take dollars and email and try to combine them," he said of PayPal.
That combination turned into a billion-dollar empire. EBay bought PayPal in 2002 for $1.5 billion, putting around $55 million in Thiel's pocket, which he used to invest in promising media start-ups, most famously Facebook. His $500,000 investment in the social-networking giant is now worth about $2 billion.
Being Facebook's first Silicon Valley investor earned Thiel the full Hollywood treatment -- complete with a portrayal in the Academy-award winning film about the company, "The Social Network." Thiel said he spent time studying all of the social networking businesses for a few years before sitting down with Mark Zuckerberg and his team.
"I basically told them I would invest after meeting with them for an hour or so," Thiel said.
Going on gut instinct is what has made the Thiel formula for entrepreneurship such a success, but it also doesn't hurt to be a genius. Thiel was a math phenomenon as a child and became a chess champion at age 18 -- in the top 2 percent of rated players in the world.
His competitiveness has carried over into what he calls breakthrough philanthropy, although some have described it as bankrolling eccentric ideas Thiel thinks can save the world.
"Technology is fundamentally about going from zero to 1," he said. "If you do something new, it will always look a little bit strange."
Thiel has donated millions of dollars to promote research into extending human life expectancy by reversing the aging process.
"I enjoy my life," he said. "I certainly would like to live longer."
Thiel also funds The Seasteading Institute, which is devoted to creating self-governing communities -- essentially floating cities that will be used to test new ideas for government -- in the middle of the ocean. To Thiel, the concept is harnessing a largely untapped resource.
"Seventy percent of the planet is covered with water, and there's so much we can be doing with oceans, and it was one of the frontiers that people have more or less abandoned," Thiel said.
"It's pretty far in the future, but closer than, say, building cities on the moon."
The latest venture Thiel has invested in turns the notion of higher education on its head. The "Twenty under Twenty" fellowship provides $100,000 scholarships to college students who drop out of school to start their own businesses.
"Learning is good, credentialing and debt is very bad," Thiel said. "College gives people learning and also takes away future opportunities by loading the next generation down with debt."
"We ended up picking 24 people to try to get them to work on very specific projects that would push the frontiers of science and tech in areas ranging from biomedicine to computers to robotics," he said.
While some may scoff at his idea -- after all, Thiel does have a law degree from Stanford -- he said that pushing forward with your dreams at the right time can make all the difference.
"Facebook was started in 2004. That was the right time to start that company," he said. "If all the people had finished their college education and waited till 2006, it would have been too late."
Thiel's theory also happens to come at a poignant time. U.S. News and World Report said that people aged 20 to 24 entering the work force this year face an unemployment rate of 14.9 percent -- significantly higher than the overall unemployment rate of 9 percent. New York Magazine also said the worthlessness of a college degree was "one of the year's most fashionable ideas."
After correctly predicting the dot-com crash of 1999 and the housing market bubble in mid-2006, Thiel said he believes that higher education will be the next bubble to burst. According to a recent study by the National Center for Education Statistics, an estimated 65 percent of recent college graduates are burdened by student loans. The New York Times reported that total student loan debt is expected to surpass the $1 trillion mark by the end of the year.
"The price of education on a college level has gone up by a factor of more than 10 since 1980," Thiel said. "Adjusting for inflation, it's gone up by about 300 percent – more than housing and tech stocks did in the '90s, or housing in the 2000s."
Thiel's constant questioning of society's norms has made him the poster boy for Silicon Valley libertarianism -- the belief among many entrepreneurs that government hinders innovation. But he is far from the typical conservative stereotype. Openly gay, Thiel endorsed Texas Congressman Ron Paul for president in 2008.
"I probably am a bit of an outsider in many ways," Thiel said. "That has good things and bad things about it. It does have the tremendous benefit of forcing you to think about what's going on fundamentally with institutions, with our society and then look for ways to make them better."