Matthew Sargent

Black and white drawing of a anthropomorphic dog, dressed in a loose shirt, throwing up the metal horns with his hands.

Photo of Dio the dog next to the drawing of Dio the bard.

Drawing character art for folks is always a highlight of #GameholeCon for me, especially when it comes to regulars. This is the 5th time I've drawn @latiajacquise.com's dog Dio, each time as a different D&D class.

This year, Dio became a bard based on heavy metal singer Ronnie James Dio!

Sybil.

Black and white illustration of a goblin girl with a big grin on her face and arms flung open as if waiting for a hug. Lines of magic flow up from her and become a polar bear wearing a tiara, representing her transformative abilities.

Pencil sketch of the illustration.

Drawing character art for folks is always a highlight of #GameholeCon for me. I love bringing these creative character concepts to life - like this Goblin Druid and her tiara-wearing polar bear wildshape, a favorite childhood character of Bronwyn. Commissioned by @thomasvalley.com.

Black and white illustration of a goblin girl with a big grin on her face and arms flung open as if waiting for a hug. Lines of magic flow up from her and become a polar bear wearing a tiara, representing her transformative abilities.

Pencil sketch of the illustration.

Drawing character art for folks is always a highlight of #GameholeCon for me. I love bringing these creative character concepts to life - like this Goblin Druid and her tiara-wearing polar bear wildshape, a favorite childhood character of Bronwyn. Commissioned by @thomasvalley.com.

Black and white drawing of a cowboy, eyes in the shadow of a wide-brimmed hat, mischievous grin on his face, wielding playing cards between his fingers.

Photo of a man holding the drawing.

Drawing character art for folks is always a highlight of #GameholeCon for me. I love bringing these creative character concepts to life - like this card-slingin' cowboy (based on @steveconley.bsky.social's Death Dealer rogue subclass) for Rick.

Black and white illustration of a humanoid tortoise playing a sataer (a long-necked, bowed instrument) while a mischievous gremlin sits atop his shell.

Photo of a grinning man holding the drawing of the turtle man.

Drawing character art for folks is always a highlight of #GameholeCon for me. I love bringing these creative character concepts to life - like this tortle musician and his gremlin companion for Jason!

Sketchbook page filled with assorted ballpoint pen drawings.

Church Doodle Sunday!

Objection! My client was framed!

Photo of two copies of Denizens of the Blood Sands in my hand. Both digest-sized, one hardcover and one softcover. The cover features an illustration of a huge, mutated creature crawling over a ruined structure, seeking the sci-fi warriors hidden inside. In one hand, it has already captured a green-skinned woman.

Photo of an illustration from Denizens of the Blood Sands. A robed person stands on a floating platform, casting a spell that is manipulating dozens of metal plates around him. In the foreground, two sci-fi warriors stand ready to battle the mage.

Photo of a page from Denizens of the Blood Sands. The page includes stats for a "Lindworm, Great" and an illustration of the creature, which is a long, red, scaly wyrm shooting a stream of green caustic gas from its mouth. A skeleton can be seen inside caught inside.

Photo of an illustration from Denizens of the Blood Sands. It depicts three round-bodied, tentacled robots with red screens for faces. One floats on its own, one has replaced the head of a hulking creature covered in chitinous spikes, and one has replaced the head of a green, four-armed creature wielding a spear made of scrap metal.

Got my contributor copies of Denizens of the Blood Sands (handed to me at GHC by @rpg-ramblings.bsky.social himself). This was a super fun project, and the books turned out great!

I should really know better than to update the driver of something that's working perfectly fine. You don't need to teach a 13-year-old Cintiq new tricks.

Photo of my wife and I in front of the Gamehole Con entrance.

Photo of a D&D game, complete with battle mat covered in tokens, an iPad with a character sheet on it, and scattered dice.

Photo of in-progress drawings of fantasy characters spread across a desktop.

Photo of my convention table. On it is a book stand filled with coloring books, comics, and TTRPG zines. Behind it is a banner with my name and an illustration of a ska bard.

A few photos from #GameholeCon. As always, it was a fantastic show! We had a great time slinging art, playing games, and hanging out with friends old and new.

That was a rough one!
Wordle 1,586 4/6
⬛⬛⬛⬛⬛
⬛⬛⬛⬛⬛
⬛🟨⬛⬛⬛
🟩🟩🟩🟩🟩

Photo of five black and white drawings of fantasy characters.

Gamehole Con commissions.

Photo of five black and white drawings of fantasy characters.

Gamehole Con commissions.

Thanks! I always have a fun time drawing Dio!

Polaroid photo of me at my convention table.

Gamehole Con, day 3, Polaroid-style.

I believe this is the 5th time I’ve drawn Dio, and it’s one of my favorite convention traditions!

Photo of several pieces of character art, in various stages of completion, scattered across a table.

Gamehole Con commissions in progress!

Map of the Gamehole Con 12 vendor hall with a red line leading to my booth.

How to find me at Gamehole Con this weekend!

All set up at Gamehole Con! Look for us under the new banner at A17 in the vendor hall!

Photo of three sheets of paper with sketches of D&D characters. A tabaxi with a crossbow, a bearfolk with an axe in a throwing pose, and a tabaxi with two daggers flying through the air.

Gamehole Con commissions in progress!

Illustration of three Grung (frogmen), all tied to a fire hose, leaping dramatically from a building as the roof explodes. Cover art for the D&D adventure We Are Grung V: Live Grung Hard with a Vengeance.

Black and white isometric drawing of a building with the outer walls removed, showing what's happening in 31 rooms.

First page of the comic Slice of Life, written and drawn by me for the kaiju comics anthology Stomped #2. It depicts a pizza delivery boy being sent out on a job.

Illustration of the Creature from the Black Lagoon driving a jet ski through a swamp, pulling a human leg by a rope. Done for an episode of Food Network's Halloween Wars.

Hey, #PortfolioDay! I'm Matthew, a Chicago-based illustrator known for my TTRPG art, comics, and occasional contributions to Food Network shows.

Lookin' good!

Mork Billy The Role Playing Game The hilarious Mörk Borg compatible game of hillbillies and death.

I just backed @moseydm.bsky.social and @dmdave.bsky.social's Mork Billy The Role Playing Game on @kickstarter.com www.kickstarter.com/projects/mor...

Illustration of three Grung (frogmen), all tied to a fire hose, leaping dramatically from a building as the roof explodes. Cover art for the D&D adventure We Are Grung V: Live Grung Hard with a Vengeance.

Black and white isometric drawing of a building with the outer walls removed, showing what's happening in 31 rooms.

First page of the comic Slice of Life, written and drawn by me for the kaiju comics anthology Stomped #2. It depicts a pizza delivery boy being sent out on a job.

Illustration of the Creature from the Black Lagoon driving a jet ski through a swamp, pulling a human leg by a rope. Done for an episode of Food Network's Halloween Wars.

Hey, #PortfolioDay! I'm Matthew, a Chicago-based illustrator known for my TTRPG art, comics, and occasional contributions to Food Network shows.

Sketchbook page filled with assorted ballpoint pen drawings.

Church Doodle Sunday!

Photo of a rectangular canvas carrying case for a retractable banner. A piece of blue tape has my name on it.

New convention banner! What do you think is on it?

That's great! Congratulations!

Church Doodle Sunday!

Printed copies of Agents of the Gilded Palm arrived today. I’ll have them available at Gamehole Con!