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Jay's Portraits

Top Pro

$135/hour
Estimated price


Scheduling

Responds in about 26 min


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If you hire this pro, you’re covered by a money-back guarantee. Learn more

If you hire this pro, you’re covered by a money-back guarantee. Learn more

About
Drawing all across New England! I can draw you LIVE in 5 minutes or less, fit up to 6 faces in one image, and offer you an array of services such as full color, black and white, paper or iPad digital caricatures with prints. I service all types of events in New England such as the following… Caricatures for: Birthdays 🎂 Weddings 💒 Graduation parties 👨‍🎓 Corporate events 👩‍🏫👨‍🏫 Reunions 👨‍👩‍👧‍👧 Community gatherings 👨‍👩‍👦‍👦 And more!
Overview

Current Top Pro

Hired 143 times

5 similar jobs done near you

Background checked

1 employee

7 years in business

Business hours

This pro hasn't listed their business hours.

Payment methods

This pro accepts payments via Cash, Check, Credit card, PayPal, Venmo, and Zelle.

Social media

Instagram

Top Pro status

Top Pros are among the highest-rated, most popular professionals on Thumbtack.

Top Pro Icon

2023

Top Pro Icon

2020

Services offered
Type of caricature
Event type

Birthday party

Festival

Wedding

Corporate event

Projects and media

363 photos

Projects and media

363 photos

Reviews

Customers rated this pro highly for work quality, professionalism, and responsiveness.

Great 4.8

100 reviews

5

92%

4

3%

3

0%

2

1%

1

4%

Read reviews that mention:


pro avatar
Cammie C.

2 weeks ago

Hired on Thumbtack

Had a party of 30 guests for my husband’s 50th and Jay was the highlight of the night. Jay arrived early and drew nonstop for the three hours booked. Everyone had a memorable souvenir to take home. Some guests even went for second drawings. I opted for black/white caricatures with sleeve protectors. He’s communicative and skillful. Highly recommend his service and would certainly hire him again for future events.

Details: 26 - 50 guests • Birthday party • I'm flexible • I'm flexible

Caricaturing
pro avatar
Jack W.

Jul 22, 2025

Hired on Thumbtack

We hired Jay as a feature in our conference booth; attendees would get a memorable caricature drawing from the event, and it gave them something fun to do while we chatted with them about our technology services. Jay took time to engage with my team, potential clients, and other booth exhibitors to understand the purpose of the conference so he could chat up anyone who sat down for a drawing. We didn't ask him to do this; he took it upon himself. I fully endorse this dude and suggest you book him for your event.

Details: 26 - 50 guests • Corporate / office event • Black and white

Jay's Portraits's reply
I appreciate you so much for having me be apart of the team and I hope you enjoyed Boston!
Caricaturing
pro avatar
Michele P.

Feb 24, 2025

Hired on Thumbtack

Jay was incredible to work with! We hired him to provide caricature drawings for a brand activation, and he was a hit! He was very professional and responded to our communications in a timely manner. We are incredibly grateful for his work, punctuality, flexibility, and positive attitude while working at at outdoor venue in the middle of a winter storm in Boston. We can't thank him enough, and we highly recommend Jay for any of your caricature artist needs!

Details: 51 - 100 guests • Special event / party • Spot color

Jay's Portraits's reply
Brrrrrr! It was freezing! But it was still a worthy experience. Thank you for having me be apart of your booth!
Caricaturing
pro avatar
Andrea R.

May 26, 2024

Hired on Thumbtack

Jay was absolutely amazing! He was incredibly responsive since the moment I reached out, very easy to reach and very easy to communicate with. Day of our party, he checked in and made sure that all the information he had was correct. Everyone was floored with his talent and professionalism at our party. We had caricatures done of each family (ranging from 3-6 members) and they all came out so great. Jay is a true talent and I highly recommend him a million times over. Thanks again Jay!

Details: 26 - 50 guests • Special event / party • Spot color

Jay's Portraits's reply
Thank you for hiring me!
Caricaturing
pro avatar
Jasmin G.

Nov 22, 2024

Ive been working with Jay for about 2 months drawing caricatures. I had no prior experience with this style of drawing and within a short time have made big improvements from my first image. He's patient and explains how to improve each drawing clearly. He also walks you through the process by having you watch him draw as well. I highly reccomend him as an instructor and plan on continuing to use his services.
Jay's Portraits's reply
Thank you so much! Glad I can help and looking forward to more growth and more learning!
Credentials
Background Check

Jameilen Jones

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