About Us

About Stewart Painting, Inc.

For more than 40 years, we have been providing high-quality and award-winning painting and remodeling, carpentry, and power washing services to homeowners, businesses, and communities across Cape Cod, Nantucket, Plymouth, and the South Shore. Our philosophy is simple: Be the best, deliver the best, so you can expect the best.

With our specialized in-house wash, carpentry, and painting and remodeling divisions, we manage your project from the initial estimate to the final stroke. This structure allows us to maintain full control over quality and communication, providing an efficient process for every client.

Trained Professionals

We believe that quality starts with our people. Every team member, from our office staff to our crew leaders, participates in ongoing education to stay sharp in their role. Through our own Painting and Remodeling Academy, we provide hands-on training that raises the standard of workmanship across the industry. This focus ensures that your project is handled with care, professionalism, and meticulous attention to detail.

The Stewart Painting Experience

From your first call to the final walkthrough, we focus on making the process clear and reliable. Our team schedules estimates promptly, arrives on time, and provides detailed proposals on-site. Each project is managed by a dedicated crew leader who keeps work organized and communication consistent. With structured steps and follow-through at every stage, we deliver a smooth experience along with results you can trust.

Our Company History

Over 40 years ago, Sheldon Stewart founded the company to provide high quality professional painting and remodeling and home maintenance services. Our philosophy is simple. Be the best, deliver the best, so YOU can expect the best.

1984
Company Founded

Sheldon Stewart founded the company to provide high quality professional painting and remodeling.

2010
Hyannis Location

Stewart Painting moves in to Hyannis location at 379 Iyannough Road.

2017
Hingham Location

Stewart Painting expands South Shore services with new office located in Hingham.

2025
West Yarmouth

Moved Cape Cod headquarters to West Yarmouth; service area expanded to Nantucket.

Our Management

Sheldon Stewart

President and Founder

Sheldon Stewart started painting houses in high school and worked his way through college as he built his business. In 1984 Stewart Painting was officially launched. Sheldon’s heritage as a “Cape Codder” dates back more than two generations and has been a strong influence in the way he approaches his business.

Recognizing that building an impeccable reputation requires a team of people that are like minded and strive to provide quality service. Sheldon credits his success by surrounding himself with family members and key people to operate his thriving business. Sali Stewart handles customer relations, his daughter Shelby worked during school breaks, and his nephew Todd Piknick has more than 20 years with the company and is the Production Manager.

Sheldon holds certifications in Home Improvement, Lead remediation license OSHA 30. Giving back to the community is very important to Sheldon. Stewart Painting donates to many charities. As a member of the steering committee for the Pops by the Sea, Sheldon and his employees donate their time to setting up for the event each year. Please visit our Community Support page for a more detailed list of local causes we support.

Todd Piknick

Production Manager

Todd started working for Stewart Painting in 1992 as a painter’s helper. He learned the painting trade during the summer months while attending Barnstable High School (Class of 1995) and Salve Regina University in Rhode Island (Class of 2000). After college, Todd took on a full time roll as the House Wash Division Foreman (3 years), then as a Painting Foreman (4 years), Field Supervisor (7 years) and his current role as Production Manager. He is RRP (Lead Renovation, Repair and Painting) Certified and OSHA 30 Certified.

Todd appreciates Stewart Painting’s commitments to all of their employees, the great work environment, high standards in the trade, and overall betterment of the community. Outside of work, Todd enjoys playing golf, hockey and spending time with family and friends.

Kim Redfield

General Manager

Kim is currently General Manager of Stewart Painting and joined in 2018 as the company’s Controller. She has more than 30 years of accounting experience. After attending Suffolk University, Kim started her career in banking and while raising her family spent most of her time doing accounting for charitable organizations. When she returned to the workforce she spent many years in the building materials industry, moved on to Medical Manufacturing and patient care, before joining Stewart Painting.

Kim lives in Plymouth. In her off time, she enjoys spending time with family, gardening and enjoying nature.

Salijane Stewart

Wash Division Manager

Salijane has been an essential part of Stewart Painting for over 35 years. A lifelong Centerville resident, she is married to Sheldon Stewart, the company’s president and owner. Outside of work, Salijane enjoys going on walks with her sisters and friends, and cherishes time spent with her grandchildren. Her dedication and commitment have made her a cornerstone of the Stewart Painting team.

Brian Manning

Human Resources Manager

Brian joined Stewart Painting in September of 2023, bringing with him over six years of experience in Human Resources and a strong background in financial sales and management spanning more than a decade. As HR Manager, Brian plays a key role in employee relations, recruitment, and organizational development – helping foster a positive and productive workplace culture.

Brian holds a Bachelor of Science degree in Business Management from Suffolk University. He lives in Barnstable with his fiancée, Michelle, and their two Yorkies. In his free time, Brian enjoys watching movies, spending time with friends and family, and playing with his dogs.

Community service is also a priority for Brian. He continues to participate in Stewart Painting’s “Paint it Forward” initiative and actively supports all the company’s charitable efforts for veterans. Brian has also donated his time driving for Meals on Wheels and continues to look for ways to give back whenever possible.

Shayla Wilkinson

Marketing Manager

Shayla Wilkinson is the Marketing Manager at Stewart Painting, a role she’s proudly held since 2020. A resident of Dover, New Hampshire, Shayla brings creativity and community spirit to everything she does — both in the office and beyond.

In addition to her marketing career, Shayla is an aerial arts instructor at the University of New Hampshire, where she shares her passion for movement and performance with students of all levels. She earned her Bachelor’s Degree in Dance from the University of New Hampshire in 2014.

When she’s not working or teaching, Shayla loves spending quality time with her family and unwinding on her yoga mat. Her days are fueled by connection, creativity, and a love for inspiring others through both words and movement.

Carissa Booth

Customer Service Manager

Carissa Booth joined our team in the Spring of 2022 after seventeen years working for Sherwin Williams! She earned her Bachelor’s Degree from Salem State in Business Administration. Carissa is a resident of East Wareham and when she is not working she enjoys spending time with friends and family, being a baseball coach for her son’s team and spending time at the canal!

We Save You Time

Because we employ our own Wash Division, Carpentry Division, and Painting and Remodeling Division, we can take your project from estimate to finish much faster and can control the workmanship much better than a company that uses subcontractors. We believe in the motto of doing it once and getting it done right.