Enter to win this Gibson Custom Shop ES-355 Wildwood Spec

Donations support the nonprofit Flatiron Film Project dedicated to supporting the generation of independent film and theater projects in the U.S. and especially in Colorado. 

​Sweepstakes closes September 27th, 2026 at 11:59 pm MDT. Winner will be drawn on October 3rd, 2026 at 12:00 pm MST.

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Imagine Adding this King of the Semi-Hollows to Your Collection

This regal Wildwood Spec Custom Shop creation is a reissue of a the venerated 1959 ES-355, universally regarded as the king of the semi-hollows. This ES-355 sports a host of upgraded appointments that truly give it the air of semi-hollow royalty. We're talking an ebony fretboard, gold Grover tuners, block inlays, split diamond headstock inlay, and a bound celluloid pickguard, which all work together to make this guitar look like royalty.

Gibson Custom Shop ES-355 Key Features

  • Model: Wildwood Spec 1959 ES-355 Reissue

  • Finish Color: '60s Cherry

  • Finish Type: Gloss Nitrocellulose Lacquer

  • Weight: 8.72 lbs.

  • Body Wood: 3-Ply Maple/Poplar/Maple

  • Binding: Multi-Ply on Top, Back, Headstock and Pickguard; Single-Ply Rolled on Fingerboard

  • Fingerboard Inlays: Custom Mother-of-Pearl Untapered Blocks

  • Headstock: Black with Gibson Logo and Split Diamond Inlay in Mother-of-Pearl

This beauty is a sonic titan, thanks to its solid maple centerblock and glorious vintage-style Wildwood Spec Custombuckers, which deliver classic PAF vibes in spades. They have such incredible vintage tone that you'd think you took a time machine back to London circa 1966 when you plug one in. They have all of the qualities we covet in old-school PAFs: Warm, clear low-end, upper-midrange snarl, low-mid growl, and sweet, singing highs. The bridge pickup is as punchy, muscular, and articulate as an undefeated prizefighter with a master's degree in communication.

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Past Sweepstakes Winners

  • Stephen Craig // Gibson Custom Shop Les Paul "Black Beauty"

  • D'Ante Schmitz // Gibson Custom Shop 1957 Les Paul Goldtop Reissue, Wildwood Spec

  • Randall Sullivan // Fender Custom Shop Telecaster & Stratocaster, Wild 10

  • Joe Amato // Traveler Guitar Travelcaster Deluxe

  • Winner TBD // Joe Walsh's 2007 AVRI62 Telecaster Custom Guitar

Your support makes a meaningful difference for independent artists!

By entering to win this Gibson Custom Shop ES-355, you’re doing more than giving yourself a shot at an iconic guitar. You become part of a passionate movement of people who value human-made artistic expression.

In a world where AI and studio conglomerates are crushing the independent film scene, we’re on a mission to help intrepid artists get their projects made! Your support:

  • Funds our cause: Directly supports our 501c3 on a mission to support the generation of independent film and theater in the United States.

  • Creates impact: To date, funds raised have gone right into the hands of artists championing five different projects!

  • Builds community: By supporting these artists, we give them visceral acknowledgment that their work has value and helps them continue.

Every entry brings us closer to our goal and helps us continue to create great new work, jobs for artists, and a richer, more vibrant world filled with human expression—the kind of world we want to live in!

Thank you for your support!

Seize Your Chance — Stand for the Arts!

Support the Flatiron Film Project with your donation today and gain entries to win a Gibson Custom Shop ES-355 Wildwood Spec. Act now for your shot at musical glory!

Choose your entry level and donate!

Select Your Donation Amount

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