- Union, KY
- Caricaturist
- $125 – $150 per hour
Courtney S. said
“Our guests absolutely loved this at our party, it was such a unique and personalized experience to add to our event and will definitely have Joni back! ”
Randy Gray Caricatures and Commissions
Overview
I am a caricature artist, cheek painter and illustrator that interacts and entertains people of all walks of life. My live Caricatures add spice to all sorts of parties and events. I have a degree in studio art from the University of Kentucky and have been doing freelance illustration and design for over 10 years. I publish a comic strip online and have illustrated children's books and self published comic books. I have done caricatures and cheek painting for wedding receptions, festivals, birthday parties and graduation parties. I have also drawn superheroes for kids at comic book stores. I love drawing and interacting with people.
Reviews
54 reviews
Abby R.
October 19, 2026Randy is a Must for an amazing party experience
There is not enough praise I can give to Randy! He came to my daughter’s first birthday, and he was the HIT of the day! He kept not only the kiddos entertained, but the adults as well! He was so personable and quite literally everyone was talking about how much they loved him and his work. If there’s anything I would do over again, it’s having Randy at any party I have!
Hired as: Caricaturist, Children’s Party Entertainment
Sarah
September 30, 2026Would book again!!
Randy was professional and fun to work with and a perfect addition to our event. I would book him again!
Hired as: Caricaturist
Sarah D.
August 24, 2026Awesome experience
We had Randy for our cocktail and reception and let’s just say it was a big hit all night. We will definitely be using him again in the future
Hired as: Caricaturist
Cheryl H.
July 24, 2026Fantastic!!!
Randy was a big hit at our wedding. Everyone wanted to get a caricature from him and he did a wonderful job. His drawings were spot on, and he was so delightful to work with. I highly recommend him for any event and if we have anything else in the future, he will be the first one I book. Thanks, Randy for such a great time!
Hired as: Caricaturist
Kyah N.
May 23, 2026Randy was great!
Randy arrived on time, and was super friendly and professional. We hope to have him back next year for our Project Graduation. The kids loved him!
Hired as: Caricaturist
Booking information
Price range: Contact for pricing
What to expect
I provide fun caricatures for all ages. I am able to do between 8 and 12 an hour in black and white. i will usually do a more elaborate caricature for the guest of honor. I will sometimes ask to take pictures for my portfolio. I don't mind people watching me work, I consider it part of the job. I absolutely love what I do and my goal is to create a fun and memorable experience for every person I interact with.
Services offered
Past booked events
October 2026
17
Saturday
Children’s Birthday Party
1:00pm - 3:00pm
•
Louisville, KY
14
Wednesday
Campus Event
10:30am - 12:30pm
•
Lexington, KY
September 2026
26
Saturday
Bridal Shower
6:00pm - 9:30pm
•
Simpsonville, KY
19
Saturday
Children’s Birthday Party
5:00pm - 7:00pm
•
Crestwood, KY
13
Sunday
Wedding Reception
6:00pm - 9:00pm
•
Shelbyville, KY
11
Friday
Corporate Event
3:30pm - 7:30pm
•
Jeffersonville, IN
August 2026
22
Saturday
Wedding Reception
5:30pm - 9:00pm
•
Louisville, KY
July 2026
18
Saturday
Wedding Reception
6:30pm - 9:30pm
•
Lexington, KY
June 2026
14
Sunday
Children’s Birthday Party
2:30pm - 4:30pm
•
Fairdale, KY
May 2026
21
Thursday
Campus Event
11:00pm - 3:00am (Fri)
•
Elizabethtown, KY
16
Saturday
Wedding Reception
7:00pm - 10:00pm
•
Frankfort, KY
01
Friday
Nonprofit Event
8:30am - 11:30am
•
Louisville, KY
April 2026
18
Saturday
Children’s Birthday Party
4:00pm - 5:00pm
•
Louisville, KY
18
Saturday
Corporate Event
3:00pm - 9:00pm
•
Louisville, KY
15
Wednesday
Corporate Event
6:00pm - 8:00pm
•
Louisville, KY
March 2026
14
Saturday
Corporate Event
7:00pm - 10:00pm
•
Louisville, KY
02
Monday
Corporate Event
9:00pm - 12:00am (Tue)
•
Louisville, KY
February 2026
13
Friday
Nonprofit Event
1:30pm - 2:30pm
•
Jeffersonville, IN
07
Saturday
Children’s Birthday Party
5:30pm - 7:30pm
•
Louisville, KY
January 2026
28
Wednesday
Convention/Trade Show
5:00pm - 5:00am (Thu)
•
Louisville, KY
December 2025
21
Sunday
Nonprofit Event
5:00pm - 7:00pm
•
Louisville, KY
19
Friday
Corporate Event
6:00pm - 9:00pm
•
Madison, IN
14
Sunday
Christmas Party
4:00pm - 5:30pm
•
Bardstown, KY
13
Saturday
Corporate Event
6:30pm - 9:00pm
•
Lexington, KY
November 2025
25
Tuesday
Christmas Party
5:30pm - 7:30pm
•
Bardstown, KY
October 2025
16
Thursday
Holiday Party
5:00pm - 6:30pm
•
Louisville, KY
11
Saturday
Wedding Reception
6:00pm - 8:30pm
•
Louisville, KY
11
Saturday
Festival
10:00am - 1:00pm
•
Louisville, KY
September 2025
05
Friday
Children’s Birthday Party
5:30pm - 7:30pm
•
Crestwood, KY
August 2025
16
Saturday
Birthday Party
3:00pm - 5:00pm
•
Louisville, KY
July 2025
17
Thursday
Corporate Event
11:30am - 1:30pm
•
Louisville, KY
12
Saturday
Wedding Reception
6:00pm - 9:00pm
•
Fisherville, KY
April 2025
07
Monday
Nonprofit Event
5:00pm - 6:30pm
•
Louisville, KY
January 2025
25
Saturday
Children’s Birthday Party
5:30pm - 7:30pm
•
Louisville, KY
16
Thursday
Corporate Event
7:00pm - 10:00pm
•
Louisville, KY
December 2024
14
Saturday
Christmas Party
6:00pm - 9:30pm
•
Louisville, KY
06
Friday
Christmas Party
6:30pm - 11:00pm
•
Louisville, KY
November 2024
17
Sunday
Children’s Birthday Party
2:00pm - 4:00pm
•
Lexington, KY
October 2024
26
Saturday
Halloween Party
7:00pm - 10:00pm
•
Louisville, KY
September 2024
29
Sunday
Festival
1:00pm - 3:00pm
•
Louisville, KY
08
Sunday
Corporate Event
12:00pm - 3:00pm
•
Elizabethtown, KY
June 2024
25
Tuesday
Nonprofit Event
5:30pm - 7:30pm
•
Danville, KY
May 2024
25
Saturday
Bar/Bat Mitzvah Party
7:00pm - 9:30pm
•
Prospect, KY
07
Tuesday
Birthday Party
4:30pm - 7:00pm
•
Prospect, KY
April 2024
30
Tuesday
Corporate Event
6:00pm - 9:30pm
•
Lawrenceburg, IN
March 2024
01
Friday
Corporate Event
12:00pm - 2:00pm
•
Louisville, KY
January 2024
27
Saturday
Children’s Birthday Party
5:00pm - 7:30pm
•
Louisville, KY
November 2023
18
Saturday
Teen Birthday Party
6:30pm - 8:30pm
•
Union, KY
04
Saturday
Wedding Reception
3:30pm - 7:00pm
•
Jeffersonville, IN
October 2023
29
Sunday
Children’s Birthday Party
1:30pm - 3:00pm
•
Bloomington, IN
21
Saturday
Nonprofit Event
6:00pm - 9:00pm
•
Salem, IN
08
Sunday
Personal Occasion
6:00pm - 8:00pm
•
Louisville, KY
September 2023
16
Saturday
Children’s Birthday Party
11:00am - 1:00pm
•
Louisville, KY
July 2023
16
Sunday
Children’s Birthday Party
5:30pm - 7:30pm
•
Louisville, KY
02
Sunday
Personal Occasion
6:00pm - 7:30pm
•
Louisville, KY
June 2023
12
Monday
Corporate Event
2:00pm - 4:00pm
•
Louisville, KY
May 2023
02
Tuesday
Concert
7:00pm - 9:00pm
•
Louisville, KY
January 2023
28
Saturday
Children’s Birthday Party
4:30pm - 6:00pm
•
Louisville, KY
November 2022
05
Saturday
Birthday Party
6:00pm - 9:00pm
•
Louisville, KY
September 2022
24
Saturday
Wedding Reception
6:30pm - 10:00pm
•
Edinburgh, IN
10
Saturday
Wedding Reception
6:00pm - 9:00pm
•
New Albany, IN
April 2022
16
Saturday
Anniversary Party
2:30pm - 4:30pm
•
Louisville, KY
December 2021
17
Friday
Corporate Event
1:30pm - 2:30pm
•
Louisville, KY
May 2021
29
Saturday
Wedding Reception
7:30pm - 10:30pm
•
Louisville, KY
February 2020
08
Saturday
Dinner Party
6:00pm - 9:00pm
•
Elizabethtown, KY
November 2019
16
Saturday
Birthday Party
1:30pm - 3:30pm
•
Sonora, KY
October 2019
19
Saturday
Nonprofit Event
10:00am - 12:00pm
•
Jeffersonville, IN
September 2019
13
Friday
Corporate Event
2:00pm - 5:00pm
•
Louisville, KY
07
Saturday
Wedding Reception
6:30pm - 9:30pm
•
Glendale, KY
August 2019
17
Saturday
Corporate Event
6:00pm - 8:00pm
•
Danville, KY
December 2018
14
Friday
Christmas Party
4:30pm - 8:00pm
•
Louisville, KY
October 2018
17
Wednesday
Corporate Event
12:00pm - 2:00pm
•
Louisville, KY
June 2018
02
Saturday
Dinner Party
5:00pm - 7:00pm
•
Louisville, KY
March 2018
31
Saturday
Children's Birthday Party
2:00pm - 3:00pm
•
Louisville, KY
December 2017
20
Wednesday
Surprise
2:00pm - 2:15pm
•
Louisville, KY
02
Saturday
Christmas Party
4:00pm - 6:00pm
•
Louisville, KY
November 2017
11
Saturday
Wedding Reception
7:00pm - 10:00pm
•
Louisville, KY
October 2017
14
Saturday
Birthday (Child)
3:00pm - 6:00pm
•
Louisville, KY
07
Saturday
Corporate Event
12:00pm - 4:00pm
•
Lexington, KY
September 2017
09
Saturday
Wedding Reception
3:30pm - 5:30pm
•
Louisville, KY
July 2017
22
Saturday
Birthday (Child)
4:30pm - 6:30pm
•
Fisherville, KY
Setup requirements
2 chairs and a table
Report Randy Gray Caricatures and Commissions
Caricaturist
Check out these featured profiles
- Nashville, TN
- Caricaturist
- $150 – $175 per hour
Ryan C. said
“We booked Matt for our wedding reception. The caricatures were a big hit for both the kids and adults! The caricatures were great! ”
- Indianapolis, IN
- Caricaturist
- $100 – $150 per hour
Kelli M. said
“Rolando did a fantastic job, and I couldn't speak more highly of him! ”
- Cleveland, OH
- Caricaturist
- $250 – $1,850 per event
Megan M. said
“Adam is SO talented. He sketched for our guests at our wedding and everyone was so impressed with his skills! He is easy to communicate with and reliable. I cannot recommend him enough! I will... ”