Isaih Hessling

Dubuque, IA

$150-175 / hour (depending on location)

Travels up to 120 miles

Get a free quick quote
Gallery photo 1 of Isaih Hessling
Gallery photo 2 of Isaih Hessling

Personalized backgrounds make each sketch unique for your occasion!

Gallery photo 3 of Isaih Hessling

Multiple faces in one sketch? No problem!

Gallery photo 4 of Isaih Hessling

The favorite part of what I do - capturing each smile on paper.

Gallery photo 5 of Isaih Hessling

From jewelry to hairstyle, each detail gets SKETCHED.

Gallery photo 6 of Isaih Hessling

You don't need to be human to get your caricature done!

Overview

YOU are my Masterpiece! Classic Black & White Caricatures average 10 faces per hour and are captured on 11” x 14” high quality paper, each contained within a protective sleeve for safe transportation to the frame. Each guest I chat with to discover their personality and capture it on paper.


Reviews

1 review

Small thumbnail image for reviewer Bre B.

Bre B.

November 24, 2025
Verified review

Caricatures That Made The Night Unforgettable!

We absolutely LOVED having him at our holiday party! Our staff couldn't stop talking about how fun and unique the caricatures were, and it was such a special touch for everyone to have something personal to take home with them. He was incredible accommodating and went above and beyond for us, even staying about 45 minutes later than planned so everyone had the chance to get one. His talent, professionalism, and kindness made a huge impact, and we're so grateful he helped make our event unforgettable. Highly highly recommend!!

Hired as: Caricaturist

Write a review

Booking information

Price range: $150-175 / hour (depending on location)

Languages: English, German

Gig length: 60 - 180 minutes

Insurance: $1,000,000 - General Liability Insurance

What to expect

Classic Black & White Caricatures average 10 faces per hour and are captured on 11” x 14” high quality paper, each contained within a protective sleeve for safe transportation to the frame.

About

My story began on January 9th, 1998, when Isaih Hessling was born in Dubuque, Iowa. Early in my youth I won state art contests during my formative years of schooling in southwest Wisconsin. In May of 2021, I sketched my first caricature event. Within four years, I opened caricature studios in Iowa and Illinois, formulated curriculums as an Artist-In-Residence, and established myself as an international artist in Europe. I look forward to you being a part of my story!

Additional booking notes

Isaih Hessling is fully insured as an on-site entertainer and conducts standard tax reporting practices.

Past booked events

November 2025

22

Saturday

Corporate Event

6:00pm - 9:00pm

Bettendorf, IA

Setup requirements

Compact folding easel (self-provided)

Artist folding chair (self-provided)

Two folding stools for guests (self-provided)

7' x 7' canopy for outdoor events

Supply carrying bag (self-provided)

Check out these featured profiles

Featured

Caricatures by Ellen Lustig

5.0 (13)
Top Performer
33 Verified bookings

  • Chicago, IL
  • Caricaturist
  • Contact for rates

Kendell A. said “Ellen is kind, professional and talented. Our guests enjoyed getting their caricatures drawn which provided a fun, festive element to our party. ”

Caricatures, Comedy & More

4.84 (30)
Top Performer
73 Verified bookings

  • Milwaukee, WI
  • Comedy Show
  • $250.00 and up for most events.

Kim N. said “Bill was fantastic! A true professional and we had great feedback from our event. ”

Caricatures by Bernie

5.0 (29)
Top Performer
54 Verified bookings

  • Madison, WI
  • Caricaturist
  • $125 - $160 / hr

Shayna said “My husband and I hosted a July party last weekend and we hired Bernie to come and draw our guests. Everyone really enjoyed it and loved their pictures. Thank you! ”

Caricatures Unleashed

5.0 (6)
Top Performer
12 Verified bookings

  • Preston, MN
  • Caricaturist
  • Contact for rates

Katey M. said “Was really friendly and was able to get a bunch of people’s caricatures done! ”