1999 Pontiac Firebird 30th Anniversary Trans Am Convertible 10,400 Miles 25th on 2040-cars

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This 1927 Oakland is a minimalist hot rod

There are hundreds of American automakers that sprung up during the dawn of the automotive era, only to fold into obscurity or get gobbled up by what would eventually become the Big Four (yes, we're counting AMC here). Oakland is one such company, which was the forbearer for General Motors' Pontiac division. Sold until 1931, you simply don't see Oakland-badged cars anymore. Unless, that is, you know Brian Bent.
Bent drives a 1927 Oakland that still rides on wooden wheels. Its original wooden wheels, from the sound of it. That makes this anachronist and his Oakland the perfect subject for a Petrolicious video. Like many of the cars highlighted by Petrolicious, this old Oakland has had some work done to it, featuring a Pontiac flathead engine that's been pushed forward and a clutch pack built by Bent.
Take a look below for a closer look at this rare and fascinating Oakland.

Looking Back At Oprah's Free-Car Giveaway 10 Years Later

Molly Vielweber's Pontiac G6 appears unremarkable at first glance. It wears forest green paint, rolls on five-spoke aluminum wheels, and it has a sizeable scrape in the driver's side door, the scar of a decade's worth of hard use. You wouldn't notice it parked at a big box store or cruising on the highway. Pontiac made hundreds of thousands of G6s in the 2000s, and a lot are still on the road. It's unremarkable in every way except for the front license plate, which reads, "Oprah 6." But this is not just any G6. This car is a part of television history. Vielweber won her G6 10 years ago at a taping of The Oprah Winfrey Show, when Oprah kicked off her 19th season in dramatic fashion by giving all 276 members of the studio audience a free car. It was an unprecedented stunt that changed lives, generated controversy and ultimately failed to provide enough of a marketing lift for Pontiac, which would be shuttered just over five years later. September 13 marks the 10-year anniversary of the memorable event, which caught everyone, including audience members, by surprise. In a masterful display of showmanship, Oprah dialed up the suspense to match the enormity – and cost – of the event. First she gave away 11 cars, which would have been a landmark TV promotion by itself. But then she coyly announced: "I've got a little twist." Models circulated throughout the audience carrying silver platters loaded with white boxes wrapped in red ribbon. One contained a set of keys, Oprah implied, for another audience member to win the final car. "Do not open it. Do not shake it," she commanded the crowd. Finally, with the suspense built to a fevered pitch, everyone opened their box. They all had keys. "You get a car! You get a car! You get a car! You get a car! Everybody gets a car!" Oprah exclaimed. "Everybody gets a car! Everybody gets a car!" This content is hosted by a third party. To view it, please update your privacy preferences. Manage Settings. Everybody did get a car. But not everyone kept it. William Toebe attended the show with his wife, Jillaine, and he immediately thought of the tax implications, which stretched to $6,000 or more for some audience members. It was a tough reality for many in the audience that day, some of which had been selected based on their need for a new car. "That responsible part of me stepped forward and wondered 'where am I going to get the money to pay the taxes?'" he recalled.

1969 Pontiac GTO Judge vs. 2006 GTO, which Goat gets your vote?

The Pontiac GTO was perhaps the most iconic muscle car of the '60s and early '70s. With its beefy V8 and color palette screaming for attention, it summarized in a single vehicle everything that made the era so appealing to many young people. Pontiac tried to collect just a few drops of that aura again in the 2000s with a revived GTO, but with decidedly mixed results. The performance was still there with its big V8, but the looks never quite lived up to the powertrain. Now, Generation Gap wants to know which of these Goats is the one to own.
Things are skewed immediately because the 2006 GTO here is a real ringer. It comes from famous tuner Ken Lingenfelter's collection, and it's a one-off example partially fettled by GM Performance boasting a twin-turbocharged LS2 V8 with a claimed 750 horsepower and a wide-body kit. This Goat definitely isn't what you're going to find just browsing for one to buy in the newspaper. Still, dip the throttle just a little, and this GTO pulls like a freight train. It's enough to turn the two hosts into giggling schoolboys behind the wheel.
The '69 GTO Judge here is also out of Lingenfelter's collection, but this one is all stock with a 400-cubic-inch (6.6-liter) V8 and a Ram Air hood for a claimed 366 hp. It might not have the unbelievable power of the turbo '06, but it makes up for it with style to spare.