Personalized Counsel.
Sophisticated Planning.

Attorney Jack P. Stewart is a graduate of the University of Dayton and Cleveland State University: Cleveland-Marshall College of Law (Juris Doctor Degree). Jack is a Certified Elder Law Attorney*, a Certified Public Accountant (CPA) and a Certified Financial Planner (CFP®).

Established in Ontario, Ohio, for nearly 25 years, Jack P. Stewart, Inc. has been committed to helping individuals and families protect their assets, preserve their legacy, and navigate life's transitions.

*Certified as an Elder Law attorney by the National Elder Law Foundation.

Our Team

Jack P. Stewart

Angela Sprague

Shirley Gregory

Kylie Perry

Elizabeth Baker

Attorney at law

Paralegal

Medicaid coordinator & Legal Assistant

Probate Specialist & Legal assistant

administrative assistant

Attorney Jack P. Stewart earned his law degree at Cleveland State University and was admitted to the practice of law in 1991. He is dedicated to providing compassionate and knowledgeable guidance in estate planning, Medicaid long-term care planning, and estate and trust administration. Jack also owns Crystal Investment Group, Inc., a boutique investment management firm. He serves the Richland County community as an active member of numerous nonprofit organizations. Outside of his professional life, Jack enjoys a challenging round of golf, a competitive game of pickleball, and quality time with friends and family.

jstewart@jpslawandtax.com

419-529-9755 ext 1

Angela Sprague is a paralegal at Jack P. Stewart, Inc. with more than 20 years of experience in estate and trust administration. She earned a degree in Business Administration from Ashland University. Drawing on her extensive experience and strong attention to detail, Angela is skilled at navigating complex estate and trust matters, identifying practical solutions to challenging issues, and helping clients move through the administration process with confidence and peace of mind. When the laptop closes, Angela enjoys supporting her daughter at softball games and weightlifting meets, sharing coffee and conversation with friends, and helping her husband care for their 11 chickens.

asprague@jpslawandtax.com

419-529-9755 ext 2.

Shirley Gregory has served as the Medicaid Coordinator at Jack P. Stewart, Inc. for the past six years. She holds a bachelor’s degree in Secondary Education from Crown College and brings extensive knowledge and experience in Medicaid long-term care planning, as well as a thorough understanding of long-term care facilities throughout Richland County and the surrounding communities. Shirley is committed to helping families understand their options and providing practical guidance during what can be a challenging time. During her free time, she enjoys volunteering for the Alzheimer's Association, baking, shopping, and playing piano for her church.

sgregory@jpslawandtax.com

419-529-9755 ext 3

Kylie Perry joined the Jack P. Stewart, Inc. Law Office team in 2021, bringing with her an associate degree in business management from North Central State College and a professional, service-oriented approach to her work. Her attention to detail, reliability, and willingness to assist wherever needed help ensure our clients receive attentive care and support. When she is not in the office, Kylie enjoys refurbishing couches, remodeling houses, and testing her knowledge with music trivia and bingo.

kperry@jpslawandtax.com

419-529-9755 ext 5

Elizabeth Baker joined the team in early 2026 and has already become a valued part of the office. She is recognized for her strong work ethic, professionalism, sound judgment, and genuine enthusiasm for learning and growing in her role. Elizabeth’s warm and welcoming approach helps clients feel comfortable, respected, and supported from the moment they connect with the office. Outside of work, you can usually find her hiking, enjoying time outdoors with family, cheering on her favorite sports teams, or powering through the day with an iced coffee in hand.

ebaker@jpslawandtax.com

419-529-9755 ext 4