Draw Your Face

Top Performer

Portland, OR

Contact for pricing

Travels up to 120 miles

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Kentucky Derby party

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Buds

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Live caricature from college event

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Extreme close up

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Family

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Wedding fun!

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Grad night party

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Halloween event

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Company Halloween party

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Best friends

Overview

I create live Caricature drawings of people, and animals. I have been drawing caricatures l for the past 15 years .

Live Caricature art is a super fun experience, and brings great energy to parties and events.

It’s extremely entertaining to watch live art be created and see peoples reaction through the process. Lets shares some laughter, stories, and make some memories together.


Reviews

6 reviews

Small thumbnail image for reviewer Efren R.

Efren R.

October 13, 2026
Verified review

Absolutely Fantastic!

I cannot stress enough how AMAZING Matt was. EVERYONE LOVED his drawings. He was polite to every single guest and just had great positive energy the whole time he was there. My wife and I are so so so happy we had him. Anyone who reads this, please.. please do not hesitate to book Matt. Absolutely worth it.

Hired as: Caricaturist


Small thumbnail image for reviewer Vanessa F.

Vanessa F.

October 5, 2026
Verified review

Excellent Service and Overall Great Human

Matt was an awesome addition to our party. He was professional, personable, and just a wonderful human being. We had tons of compliments from guests and his pictures are beautiful. Even people that were intimidated by caricatures gave it a try and loved the pictures. Not only did he draw guests, but he used a picture of our family in the room he was sitting in to draw our whole family and stayed an extra 10 minutes to finish a picture for one of our guests that had to leave. I give him 10/10, would definitely hire him again and recommend him to friends.

Hired as: Caricaturist


Small thumbnail image for reviewer Sabrina B.

Sabrina B.

September 29, 2026
Verified review

Amazing!!!

Matt did an amazing job and everyone loved him!

Hired as: Caricaturist


Small thumbnail image for reviewer Seraiah O.

Seraiah O.

September 7, 2026
Verified review

Great art and personality!

Thank you Matt for helping create a welcoming fun vibe to our wedding. Guest loved your conversation and it was awesome to have folks take away a hand drawing from our special day. He even did groups and pairs to help with time management!

Hired as: Caricaturist


Small thumbnail image for reviewer Cassandra R.

Cassandra R.

August 18, 2026
Verified review

Amazing person, amazing artist!

We hired Matt for our company picnic and I can't rave about him enough. He was so friendly, patient and kind and a seriously awesome artist. Can't recommend him enough, and was a hit with all the employees too.

Hired as: Caricaturist

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Booking information

Price range: Contact for pricing

Languages: English, Spanish

Gig length: 60 - 720 minutes

Insurance: $1,000,000 - Commercial general liability coverage

What to expect

You can expect smiles, fun, fast, live art, and entertainment. Caricature art is an incredibly fun art form, that makes memories that you can take home and appreciate into the future .

It takes about five minutes a face in black and white. I can draw groups, from the phone, animals and squirmy humans. Every drawing comes with a little bag for protection.

Your guests would come home with a black and white marker drawing of their beautiful faces, with a little bit of shading.

Color is an option as well, it takes about 8 minutes per face

It’s just as fun to watch the art get created, as it is to be drawn and see people’s reactions.

About

Hello there! My name is Matt Schlosky. I am a  Portland based caricature artist, muralist. illustrator, and designer.

I have been  drawing caricatures for over 12 years and been a multidisciplinary artist for 24 years. Caricature work is an Incredibly fun art form that I am blessed to do.

Additional booking notes

Caricature art is a pretty minimal set up. The only things I need are light and protection from the weather.

My caricature set up is just an easel, chair, signage, and a tiny black table.

I have clip lights and power source if needed for the event. I have folding chairs, and a pop up tent with side walls if needed for weather protection .

Services offered

Upcoming booked events

February 2027

27

Saturday

Wedding Reception

4:00pm - 7:00pm

•

Oregon City, OR

June 2027

12

Saturday

Wedding Reception

7:00pm - 9:00pm

•

Portland, OR

October 2026

24

Saturday

Holiday Party

6:30pm - 8:00pm

•

Tacoma, WA

29

Thursday

Corporate Event

5:00pm - 7:30pm

•

Portland, OR

November 2026

14

Saturday

Birthday Party

6:00pm - 7:30pm

•

Portland, OR

December 2026

11

Friday

Christmas Party

6:30pm - 8:30pm

•

Portland, OR

Past booked events

October 2026

11

Sunday

Wedding Reception

5:00pm - 8:00pm

•

Portland, OR

10

Saturday

Wedding Reception

5:00pm - 9:00pm

•

Manzanita, OR

03

Saturday

Grand Opening

1:00pm - 5:00pm

•

Lake Oswego, OR

September 2026

26

Saturday

Wedding Reception

7:30pm - 10:30pm

•

Lakewood, WA

August 2026

29

Saturday

Wedding Reception

7:00pm - 9:00pm

•

Brightwood, OR

18

Tuesday

Corporate Event

10:00am - 12:00pm

•

Portland, OR

June 2026

27

Saturday

Reunion

5:30pm - 9:30pm

•

Portland, OR

May 2026

23

Saturday

Birthday Party

6:00pm - 8:00pm

•

Portland, OR

01

Friday

Corporate Event

11:30am - 2:30pm

•

Portland, OR

April 2026

25

Saturday

Corporate Event

5:00pm - 8:00pm

•

Sisters, OR

Influences and inspiration

Mad magazine, artists from the international caricature society, comic book art, street art, indigenous art

Setup requirements

Lighting (can bring )

Cover from weather (can bring pop up tent)

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