Elevate your home with the distinct craftsmanship of Callaway Contracting LLC. We specialize in high-end residential painting for Northeast Ohio’s most discerning homeowners. Whether refreshing a historic estate in Shaker Heights or modernizing a luxury home in Westlake, our team delivers flawless finishes that stand the test of time.
Why Clients Choose Us:
The "Worry-Free" Promise: We stand behind our craftsmanship with an industry-leading 2-Year or 5-Year Warranty.
Premium Materials Only: We exclusively utilize top-tier paints and materials to ensure durability, washability, and a rich, lasting finish.
White-Glove Service: From meticulous prep work to the final walkthrough, we treat your property with the utmost respect, ensuring a clean and non-intrusive experience.
Our Services:
Interior & Exterior Painting
Drywall Repair & Finishing
"Painter For A Day"
Cabinet Refinishing
Overview
Hired 33 times
Background checked
2 employees
6 years in business
Business hours
SunClosedMon9:00 am - 5:00 pm
Payment methods
This pro accepts payments via Cash, Credit card, and Zelle.
Top Pros are among the highest-rated, most popular professionals on Thumbtack.
2023
Services offered
Cabinet types to paint
Wall cabinets
Base cabinets
Both, wall and base cabinets
Current cabinet finish
Wood stain
Paint
Unfinished
Type of painting
Full repainting lighter color
Full repainting same color
Full repainting darker color
First time painting
Projects and media
Projects and media
Reviews
Customers rated this pro highly for professionalism, work quality, and responsiveness.
Good 4.4
28 reviews
5
82%
4
4%
3
0%
2
0%
1
14%
Your trust means everything to us. Learn about our review guidelines.
Read reviews that mention:
Ross F.
May 22, 2026
•
Hired on Thumbtack
Was very communicative during the whole process. Arrived on time. and applied critical thinking and problem solving skills to complete the task at hand.
Details: Home • 1 room • Ceiling • 8 - 10 feet (standard ceiling) • Repainting, with same color • Fair - minor holes and scratches • The painter • No, this is not new construction • No, I will move things out of the way myself • Owner
Interior Painting
Stephanie M.
Oct 28, 2025
•
From Google
Jay and his team are amazing! They painted to first floor of my house and we were SO impressed with his professionalism AND attention to detail.
Josh H.
Sep 20, 2021
•
Hired on Thumbtack
Jay and his team did an incredible job cleaning and painting my porch! I struggled to find someone to do the job well as I went through 5 different contractors to get the job done. Jay was a fantastic communicator and made sure to understand exactly what I needed and brought the project to life. He sent me pictures of the work all along and went above and beyond in cleaning up areas other contractors had missed or over painted. He also asked if he could touch up some areas I hadn’t thought of for no extra charge just to tie everything together for a perfect finish. I will be reaching out to Jay again on many more projects!
Details: Home • Two stories • One part of building • Less than 500 sq ft • Wood • Yes, I will supply the paint to the professional • Peeling or flaking paint
Exterior Painting
Polo N.
Aug 30, 2023
•
From Google
Let me start off by giving Kudos to the Elders who raised this young man. J. Callaway is a remarkable young man and entrepreneur. From my first point of contact via Google Messaging until our parting handshake, Mr. Callaway was extremely professional in his work. It was absolutely refreshing to encounter someone who possesses the drive and work ethic that he does. It's a quality that you don't abundantly see anymore. As you can see from the pictures, his work is impressive. He has a penchant for detail so you'll not have to worry about him missing spots, underpainting etc... Another admirable quality I must speak on is his punctuality. Barring circumstances outside of his control He, along with his team were always on site in a timely manner. I strongly recommend Callaway for any and all painting projects you may have coming up. Whether it's a small project or a grand one, you'll NT BE DISAPPOINTED in the work.
Shane C.
Sep 8, 2021
Needed exterior paint work. Jay was able to quote me later that day. Got lucky to be scheduled in the following Monday. Finished on time and even painted a small section that wasn’t originally on the quote
Callaway Contracting LLC's reply
Thank you for sharing your experience with us. We were glad to be of service!
Credentials
Background Check
Jay Callaway
FAQs
What should the customer know about your pricing (e.g., discounts, fees)?
Pricing can be modified based on projects demands just ask how we could get it done for you at a cheaper rate. Also, we offer a range of different seasonal discounts.
What types of customers have you worked with?
We pride ourselves on getting a complete understanding of what it is you are looking for specifically, and then walking you through all of the options we offer that fit your vision
What advice would you give a customer looking to hire a provider in your area of work?
Always make sure you shop around and find the right professional for you
