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Pessimist Production got their new merchandise by running a design contest:
Winner
""Señor Tomat as Trump – Parody Mug Design" winning Merchandise by EN_Art91
The avatar of EN_Art91by EN_Art91

"Señor Tomat as Trump – Parody Mug Design

Get your own design
Learn more about merchandise
Get your own design
Learn more about merchandise

Check out Pessimist Production's Merchandise contest…

The Brief

Industry

Entertainment & The Arts

About us

We are a podcast that rifts off these we find on the ... We also make long form content about topics that interest us or our ...

What's your vision?

Describe what you want designed We want a design for a parody mug featuring Señor Tomat, a fan-favorite character from our show Deep Fat ... In our canon, Señor Tomat is an all-powerful, tomato-headed entity with a bizarrely divine presence and a smug grin to ... For this mug, we want Señor Tomat as Donald Trump—think of it as a satirical ... Keep the essence of Señor Tomat recognizable but incorporate Trump’s signature elements: The swooped yellow hair A long red tie Possibly a navy suit or something “presidential” Optional: a smug, boastful, or ranting posture/gesture, if a full-body render makes sense Not all elements are required as we are open to interesting and creative ... This design will be printed on a gold metallic mug like this one: 👉 Gold Mug Mockup (... So keep in mind the gold background when choosing contrast, outline, and color usage—bold and high-contrast lines are ... We want the final look to be absurd, bold, and unmistakably both Señor Tomat and ...

The Brief

Other notes

We are open to any ideas that you may have for the ... We try to give frequent feedback to help collaborate throughout the ...

Silver package

Every design category has flexible pricing for all budgets. Merchandise starts at $199.

File deliverables

Full copyright with production-ready files for digital and/or print.

PNG
JPG
AI
PSD
EPS
PDF

It all began with a design brief.

A quick, interactive guide helped them understand their design style and captured exactly what they needed in their merchandise.

Designers across the globe delivered design magic.

Merchandise contest entry by EN_Art91
by EN_Art91
Merchandise contest entry by Ruang Sempit
by Ruang Sempit
Merchandise contest entry by ART N' ROSE
by ART N' ROSE
Merchandise contest entry by ART N' ROSE
by ART N' ROSE
Merchandise contest entry by ART N' ROSE
by ART N' ROSE
Merchandise contest entry by infinity.designs
by infinity.designs
Merchandise contest entry by Abdesigner®
by Abdesigner®
Merchandise contest entry by Abdesigner®
by Abdesigner®
Merchandise contest entry by SFCT11
by SFCT11
48

design entries

You’ll get loads of concepts from experienced designers around the globe.

14

designers

Work with talented, professional Merchandise designers to turn your ideas into reality.

1

winner

Select your favorite custom Merchandise (Or two! Or three!). And the design is all yours.

Pessimist Production collaborated with designers to refine their ideas

Merchandise contest entry by EN_Art91
by EN_Art91

Rate designs

When design entries come in, you can rate them so designers know what you’re looking for in your logo design.

Give feedback

99designs has great collaboration tools so you can pinpoint and capture your ideas

And then… they selected a winner!

The avatar of EN_Art91
EN_Art91
Mid Level
5(5)
Winner
Winning design by EN_Art91
Design by EN_Art91 titled "Ching Ching"
Design by EN_Art91 titled "Black cat poster illustration"
Design by EN_Art91 titled "TWITTER ( X )"
Design by EN_Art91 titled "Tough Mudder"
Invite to work
Client review

Another home run! Listens to feedback and makes changes perfectly — and believe me, I know changes.

Pessimist Production

Along the way, they met lots of talented designers…

The avatar of Ruang Sempit
Ruang Sempit
Mid Level
5(82)
Enamel Coin
National Park Challenge Coin
BDC2E t-shirt design
Tshirt Design for Rockstar lawyer Troutman Amin
Invite to work
The avatar of ART N' ROSE
ART N' ROSE
Entry Level
5(18)
Vintage style outdoor adventure T Shirt for Cabin Rental Company
Vintage style classic T Shirt design for Apple Hill
Retro T shirt Design for Code like a girl Tee Design
Vintage, Classic T shirt Design for Summer Outing 2025 Design
Invite to work
The avatar of ＨＡＲＤＥＲＳ
ＨＡＲＤＥＲＳ
Top Level
5(231)
Deployables Cubed
Retro Fisher for Snagged.com
Grundens
Third Eye
Invite to work
The avatar of 3AM3I
3AM3I
Top Level
5(831)
Mid-century modern cartoon flair mascot for a digital agency
Design a premium, calm AI advisor owl (NOT a cartoon mascot)
Code Brown Brewing - Coffee Company
Design a soft simple illustration of our mascot for a logo/brand for a women owned dog training business
Invite to work
The avatar of Plamen.me
Plamen.me
Top Level
5(16)
Stacey Han
Striking , simple, book cover design for book addressing Overthinking
Life with Arwen
Traveling agency
Invite to work
The avatar of KAKAKAYAM
KAKAKAYAM
Mid Level
0(0)
Papi onigiri
Chalky.ai
iRATE
UNDER
Invite to work
The avatar of kngjrmy
kngjrmy
Mid Level
5(40)
Mogal Discover
Free Drinks
As you go boutique
artkeepsake
Invite to work
The avatar of SFCT11
SFCT11
Entry Level
5(1)
Bat halloween design
Microfiber Madness Car Detailing Japan
Skull crow
Skull Wheelie Flame
Invite to work
The avatar of infinity.designs
infinity.designs
Entry Level
5(2)
SteelFit Brand Identity
Furnivo Brand Identity.
Luminous Skin Care Branding\
Sehgal Motors Brand Identity.
Invite to work
The avatar of Abdesigner®
Abdesigner®
Entry Level
0(0)
Everbright Janitorial & Maintenance
School Bus Transportation Campaign
Qcombr
Grabcash logo
Invite to work
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We think contests are a super fun way to get design.

Recently completed contests:

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