iiinova — where your digital self keeps evolving

Reposted by Matthew Sargent 🔜 Gamehole Con A16

Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 28/09/2026

A tentacled commission from Quest Con Orlando: Lil' Monsta, one of the villains from Blood on the Clocktower. I played the game for the first time at the show. Great premise... but I am not great at social deduction! #bloodontheclocktower #lilmonsta

Black and white illustration of a bunch of tentacles coming out from under a man's bowler hat.

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Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 28/09/2026

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Reposted by Matthew Sargent 🔜 Gamehole Con A16

Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 22/09/2026

GAMEHOLE CON COMMISSION PREORDERS NOW OPEN! I'll only be doing a handful of commissions at the show itself, so put your order in early to guarantee a spot (and get a better price)! Message me for more details!

Graphic with details for Gamehole Con Commission Preorders.
Special preorder price: $65
4.5" x 6" b/w character portraits
Order today, pick up at GHC
10 spots available

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Reposted by Matthew Sargent 🔜 Gamehole Con A16

Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 23/09/2026

A dual commission from Quest Con Orlando: legendary fighters the Sword and the Mountain!

Black and white illustration of two warriors posing with their swords.

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Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 23/09/2026

A dual commission from Quest Con Orlando: legendary fighters the Sword and the Mountain!

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Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 22/09/2026

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Reposted by Matthew Sargent 🔜 Gamehole Con A16

Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 21/09/2026

First commission from Quest Con Orlando: a Grung swamp bard! I miss drawing these wacky little guys.

Black and white drawing of an anthropomorphic frog wearing a cape and tiny bowler hat, playing a one-stringed, banjo-like instrument made of a pan and a board.

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Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 21/09/2026

First commission from Quest Con Orlando: a Grung swamp bard! I miss drawing these wacky little guys.

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Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 19/09/2026

And yet, here I am with a piece of paper that says "Bachelor of Fine Arts in Illustration." 🤔

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Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 11/09/2026

An Axe-olotl pin I designed for D8 Summit Charities. If you’re at Quest Con Orlando this weekend, pick one up at booth 808!

Photo of an enamel pin on a yellow lanyard. The pin is of a stylized axolotl wearing a helmet and holding a battle axe.

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Reposted by Matthew Sargent 🔜 Gamehole Con A16

Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 10/09/2026

All set up for @questconorlando.bsky.social - find me at #709 in the Exhibitor Hall all weekend! I’ve got prints, TTRPG zines, coloring books, and, of course, my commissions are open!

Photo of me at my booth, displaying various books and prints I’ve made.

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Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 10/09/2026

All set up for @questconorlando.bsky.social - find me at #709 in the Exhibitor Hall all weekend! I’ve got prints, TTRPG zines, coloring books, and, of course, my commissions are open!

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Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 04/09/2026

If you're inclined, share your b&w art if you see this post.

Sideview, cutaway illustrations of three train cars. Done for 321RPG's Sunrise Limited.

Isometric map of an extensive network of tunnels populated by goblins up to various shenanigans. Done for Planet X Games' Three Curses for Sister Saren.

Isometric illustration of a building with 31 rooms, each depicting something different. Personal project: Wimmelbildertober2020.

Isometric illustration of a building with 30 rooms, each depicting something different. Personal project: Wimmelbildertober2021.

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Reposted by Matthew Sargent 🔜 Gamehole Con A16

Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 14/04/2026

Hey, #PortfolioDay! I'm Matthew, a Chicago-based illustrator working mainly in TTRPGs. I do covers, character/creature design, maps, the works! Portfolio: skippinginfinity.com

Cover illustration for Island of the Whispering God. It features a trio of fantasy adventurers on the deck of a ship as it is attacked by the giant tentacles of a kraken.

Black and white illustration of a large robot floating in space. It is made of several other robots, each based on a different animal. Created for the DarkSpace core rulebook.

Color illustration of an orc barbarian and elf mage looking at a catalog of magic items and pointing out their favorites. Promo image for Magika Nostalgika.

Color illustration of two mutated, humanoid creatures with round robotic heads and a third robotic head floating nearby. Created for Denizens of the Blood Sands.

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Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 28/08/2026

New banner, hot off the presses! See it in person at @questconorlando.bsky.social in a couple weeks!

Photo of me standing next to a retractable banner featuring my name, website, and a drawing of a floating, tentacled eyeball wearing a pork pie hat.

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Reposted by Matthew Sargent 🔜 Gamehole Con A16

Ross Radke @rossradke.bsky.social · 21/08/2026

STOMPED is now available in print & digital form! Message me directly if you’re interested in reading this epic collection of kaiju comics. Prologue pages 1-4, featuring art by me, Joshua Green, Andre Diaz, Hugo Feal-Permuy, Chris Doray and Matthew Sargent.

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Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 16/08/2026

Church Doodle Sunday! Featuring this week’s and last week’s two-pager. #churchdoodle

Sketchbook page filled with assorted ballpoint pen drawings.

Sketchbook spread filled with assorted ballpoint pen drawings.

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Reposted by Matthew Sargent 🔜 Gamehole Con A16

Chris Schweizer @ NCAF & NYCC @schweizercomics.bsky.social · 28/07/2026

Only two day left on the Kickstarter campaign for OUTLAW'S APPRENTICE: BROKEN BLADE. If you're wanting extras, this is your chance to get them! www.kickstarter.com/projects/sch...

Sketch of some (not all! there are a bunch of digital goodies, too, as well as a civic one, and another civic one on the horizon) of the stretch goal goodies that people backing the kickstarter will receive with the book: A fold-out bird's eye view map of Cedarcrest, a cutaway illustration of the castle, coloring pages, a bookmark, a keychain, stickers, and a field book.

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Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 26/07/2026

Wordle 1,863 1/6 🟩🟩🟩🟩🟩 My starter word was finally a winner!

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Reposted by Matthew Sargent 🔜 Gamehole Con A16

Andrew Misisco @andrewmisisco.bsky.social · 26/07/2026

They say that the last 52 hours are the craziest. #sidequestks #ttrpg #rpg www.kickstarter.com/projects/and...

kickstarter.com

Fright at the Museum

A Prehistoric Adventure Zine for the Subterranean Fightin' Freaks RPG

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Reposted by Matthew Sargent 🔜 Gamehole Con A16

crawlclub.bsky.social @crawlclub.bsky.social · 24/07/2026

Only a few days left to pick up two new adventures compatible with Limithron's PIRATE BORG for a discounted price! #OSR #TTRPG #PIRATEBORG www.kickstarter.com/projects/cra...

kickstarter.com

Righteous Violence!

A Pirate Borg Compatible Double Feature with new adventures written by Bill Harvat and Erica Lowe-Tarpley

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Reposted by Matthew Sargent 🔜 Gamehole Con A16

nico @nicodelort.bsky.social · 24/07/2026

i just realized i never posted this here Cover art for 'Scholar's Codex' @tuneandfairweather.bsky.social 30x40cm ink on claybord

a black and white scratchboard drawing depicting a scholar sitting at their desk, writing something in a book, lit by candlelight.
In the foreground, we can see piles of books, a cat sleeping, and an armillary sphere. In the background, shelfs are filled with books and and various artefacts. Drapery covered in stars and constellations hangs from the ceiling.

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Reposted by Matthew Sargent 🔜 Gamehole Con A16

Animal Photo Reference Repository @animalphotorefs.bsky.social · 27/01/2025

GenAI has polluted image search results, especially for animal pics. It’s now basically impossible to find accurate art references. Enter this: a repository of open-access, AI-free images of wild & exotic taxa. Artists creating *without AI* have blanket permission for derivative/transformative use.

animal-photo-references.com

Exotic Animal Photo Reference Repository

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Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 14/07/2026

A bunch of my game design pals just launched a bunch of great TTRPG projects today in an event called SideQuest, organized by @zacgoins.bsky.social. Check out all the projects here: www.kickstarter.com/discover/adv...

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Reposted by Matthew Sargent 🔜 Gamehole Con A16

RJ Palmer 🔜 LBX 637 @rj-palmer.com · 09/07/2026

Just make it exist first, you can make it good later

thumbnail sketch for my Link Loadout illustration

final illustration, about 165 hours of work separates this and the thumbnail

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Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 02/07/2026

Cover art I did for Sanctum of the Whispering God, a DCC adventure from @mazinga.bsky.social and @rpg-ramblings.bsky.social. Kickstarter live for a few more hours: www.kickstarter.com/projects/1580058713/sanctum-of-the-whispering-god-dcc?ref=3ly0fw

Illustration of a trio of fantasy adventurers secretly peering into a temple in which a group of robed figures are standing before a skeleton in a throne and a mysterious void appearing above an altar.

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Reposted by Matthew Sargent 🔜 Gamehole Con A16

Chris Schweizer @ NCAF & NYCC @schweizercomics.bsky.social · 30/06/2026

www.kickstarter.com/projects/sch...

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Reposted by Matthew Sargent 🔜 Gamehole Con A16

Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 22/06/2026

Moved my newsletter over the Substack to try it out. Check out the first issue here: skippinginfinity.substack.com/p/return-of-the-newsletter

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Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 22/06/2026

Moved my newsletter over the Substack to try it out. Check out the first issue here: skippinginfinity.substack.com/p/return-of-the-newsletter

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Reposted by Matthew Sargent 🔜 Gamehole Con A16

Matthew Sargent 🔜 Gamehole Con A16 @skippinginfinity.bsky.social · 10/06/2026

Setting sail in July as part of #SideQuestKS: the Gift of the White Elephant, a game of generosity, thievery, and inconvenient relics for Pirate Borg. Follow on Kickstarter: www.kickstarter.com/projects/skippinginfinity/gift-of-the-white-elephant?ref=jvbahu