Steve Jobs Gave IBM the Finger in This Bomber Jacket. Now It’s Heading to Auction.

It started with Steve Jobs’s black turtleneck and Birkenstocks. Now, you could walk away with the late Apple co-founder’s bomber jacket—in addition to his other personal belongings.

A trove of rare collectibles linked to the tech visionary will go under the hammer with Boston-based RR Auction later this month. Appropriately titled Steve Jobs and the Apple Computer Revolution, the event will conclude on August 22 and includes nearly 300 items that were either in his possession or have had a lasting impact on our modern world.

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Among the lots on offer is a dark brown leather jacket that Jobs can be seen sporting in the now-famous middle finger to IBM photograph captured by Jean Pigozzi. The garment was made by San Francisco menswear legend Wilkes Bashford and features a black shearling collar and lining. If you’re wondering how much someone would shell out for the well-worn bomber, it’s estimated to go for $75,000. And if you think that’s impressive, two years ago, a pair of Jobs’s sandals hammered down for a record $218,000.

steve jobs apple auction
An operational Apple-1 Computer gifted to Dana Redington by Steve Jobs and Steve Wozniak.

Another top item up for grabs is a working Apple-1 Computer from employee Dana Redington. The board, estimated to command $300,000, has been restored to full functionality by Apple historian Corey Cohen and interestingly, has never been offered for sale prior to this auction.

“In early 1978, while preparing for a move to a new building, I noticed a pile of soon-to-be-discarded Apple I boards,” Redington explained in the computer’s accompanying letter of provenance. “Apple had offered a trade-in program for upgrading to the Apple II to help phase out the older board. With Wozniak and Jobs’ permission, I selected the best motherboard and a couple of cassette interface cards from the pile.”

steve jobs apple auction
The unopened first-generation iPhone remains in pristine condition.

As you might expect, a factory-sealed 4GB iPhone is also on offer ($80,000). The first-generation device was discontinued two months after its release and today, is considered the holy grail of modern Apple products. There’s a rare Apple Lisa-1 desktop computer, too. The computer was the first of its kind to introduce a mouse and GUI-based system.

steve jobs apple auction
An early Apple Computer bank check predates the company’s official founding.

In addition, the auction house is selling a $4.95 Wells Fargo bank check signed by Jobs in March 1976. It was payable to Zack Electronics and is expected to fetch $25,000. If you miss out on that one, you can snag a similar check signed by Jobs on July 4, 1976, using Apple’s first official address. However, you’ll have to drop way more than the $16.90 he spent at the time.

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