Design the Next OTTO T-Shirt

Calling all artists, illustrators, designers, pizza fans, and creative minds: the 2026 OTTO T-Shirt Design Contest is officially open.

We’re inviting our community to help create the next official OTTO T-shirt — a design that will be worn by OTTO team members across New England and offered for sale in limited quantities through the OTTO online shop.

You don’t need to be a professional artist to enter. Whether you’re an experienced illustrator or simply have a great idea that captures the spirit of OTTO, Portland, and Maine, we want to see what you create.

How the Contest Works

The contest will unfold in several phases:

Submissions: July 29–August 30

Beginning July 29, participants may submit one original design through the official contest page. Entries must be received by 11:59 p.m. ET on August 30.

Designs should reflect the OTTO brand, community, and personality, and must include the words OTTO, Portland, and Maine or ME.

Because the winning design will be reproduced as a screen-printed shirt, artwork must be created as a single-color design—black artwork on a white background—using bold, solid lines. Gradients, blending, and shading are not permitted.

All artwork must be original. Artwork generated in whole or in part using artificial-intelligence image-generation tools is not eligible.

Submit Your Design

Finalist Selection: August 31–September 4

After submissions close, OTTO will review all eligible entries and select up to 10 finalists.

Finalists will be chosen based on creativity, originality, alignment with the OTTO brand, wearability, and the design’s suitability for apparel production.

Fan Favorite Voting: September 7–13

The 10 finalist designs will be revealed on September 7, when public voting opens.

Fans will be invited to view the finalists and vote for their favorites through September 13. Public voting will determine the Fan Favorite Award.

The Grand Prize Winner will be selected separately by OTTO. Public voting does not determine the Grand Prize.

Winners Announced: September 16

The Grand Prize Winner and Fan Favorite will be announced on September 16.

The winning shirt is expected to make its debut in late September or early October.

Prizes

Grand Prize Winner

The Grand Prize Winner will receive:

  • $500 cash
  • A $250 OTTO Gift Card
  • Production of the winning design as an official OTTO T-shirt
  • An artist spotlight across OTTO marketing channels
  • Five complimentary shirts featuring the winning design

Fan Favorite

The Fan Favorite will receive:

  • A $250 OTTO Gift Card
  • An artist spotlight
  • One complimentary OTTO T-shirt

Top 10 Finalists

Each finalist will receive:

  • Public recognition in finalist and contest content
  • One complimentary OTTO T-shirt

If the Grand Prize Winner also receives the highest number of verified public votes, that artist will receive both awards and all associated prizes.

Ready to Create?

The submission period runs from July 29 through August 30. Before entering, please review the complete design requirements, eligibility information, prize details, and Official Terms & Conditions.

Then show us what OTTO looks like through your eyes.

Enter the 2026 OTTO T-Shirt Design Contest

OTTO T-Shirt Design Contest: Announcing the Winners!

The OTTO T-Shirt Design Contest has officially wrapped up, and we are thrilled to announce the winners! From February 19 to March 31, 83 talented artists submitted their designs, and 10,918 votes were cast to choose the winning artwork. It was an exciting contest full of wonderful designs from OTTO fans as far-flung as Texas, North Carolina, and Germany! We couldn’t be more excited to showcase the creativity and passion our customers have for all things OTTO!

Without further ado, here are our winners:

First Place: Sophia S (Gorham, ME)

Sophia’s nautical take on the OTTO logo took home the top spot with 850 votes, earning her a $500 cash prize, a $100 OTTO Gift Card, a $50 voucher for OTTO merchandise, and, of course, a free T-shirt featuring her winning design! Congratulations, Sophia, for your amazing work and creativity!

Sophia’s design will soon be appearing on t-shirts worn by OTTO staff and available for purchase in the OTTO Shop! Stay tuned — we’ll be sure to announce its availability as soon as it’s available!

Second Place: Teagan N (South Portland, ME)

Teagan’s playful reimagining of the OTTO logo as a pizza captured second place with 456 votes, earning a $75 OTTO Gift Card and a $25 voucher for OTTO merchandise. Nice work, Teagan!

Third Place: Grigorii K (Arlington, VA)

Grigorii’s Maine-centric design rounded out the top three with 416 votes, earning a $50 OTTO Gift Card and a $25 voucher for OTTO merchandise. Well done, Grigorii!

A huge thank you to all 83 entrants who shared their creativity and took the time to participate. Your designs were truly inspiring, and we are so grateful for your contribution to this fun and creative challenge.

To view all entries, click here.

And a big shoutout to everyone who took the time to vote. We appreciate each and every one of you for participating.

Stay tuned for more exciting OTTO promotions and events coming your way!