A perfect gift for East Bay locals, historians, and map lovers
Based on the popular "Long Lost Oakland" podcast series and walking tour
Highlights disappeared places, species, and features of Oakland’s past
Combines local storytelling, activism, and hand-drawn art
Created by independent media and small business collaborators
Puzzle is frame-worthy, educational, and screen-free
Supports local storytelling through East Bay Yesterday
About the Puzzle
Making a puzzle out of this image was one of our inspirations to start Oakland Puzzle Company.
The Long Lost Oakland Puzzle is more than just a puzzle. It’s a tribute to the forgotten geography and memory of a constantly evolving city.
This 500-piece jigsaw is adapted from a hand-illustrated map created by T.L. Simons in collaboration with the popular independent podcast East Bay Yesterday.
Featuring animals, buildings, plants, and landmarks that once existed in Oakland but no longer remain, the map explores themes of displacement, transformation, and memory. From vanished creeks to demolished structures and lost species, each detail invites puzzlers to consider the layered history beneath Oakland's streets.
This collaboration was one of the original inspirations to launch Oakland Puzzle Co., and it remains one of the most meaningful pieces in the collection.
About East Bay Yesterday
East Bay Yesterday is a critically acclaimed podcast produced and hosted by Liam O’Donoghue. Since 2016, the show has explored the history, culture, politics, and nature of Oakland, Berkeley, and the greater East Bay. Named “Best Podcast About the East Bay” by East Bay Express in 2017, the show also airs weekly on KPFA 94.1 FM.
T.L. Simons is a graphic artist and game designer based in Philadelphia, formerly rooted in Oakland and Berkeley. His work spans illustration, community publishing, and politically engaged design. He was a collective member at Inkworks Press, a hub for radical printing in Berkeley, and later became a well-known figure in the Oakland design community.
T.L. is also the creator of Outlandish Games, and his work can be found in books, zines, games, and maps across the country.
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