Our Team

Our Team

Matthew C. Jessup

Chief Executive Officer, Managing Partner

Matthew started in the financial planning industry in August 1999 with UBS Financial Services. He majored in financial services and graduated from Wright State University in 2004. After college, he started to build his client base, learning the wealth management business from the ground up. In November 2009, he separated from UBS and founded Jessup Wealth Management in Oakwood, Ohio.  

Matthew resides in Oakwood with his wife, Rachel; sons, Rowen and Micah; and daughter, Evelyn. Matt and his family attend Church of the Cross in Kettering and has been active on several nonprofit boards over the years, including the Ronald McDonald House of Dayton, Human Race Theatre, Dayton Art Institute’s Planned Giving Council, and Oakwood City Schools Foundation. Matthew has been a part of Commonwealth's President’s Club* and has also been named a Five Star Wealth Manager** in Cincinnati Magazine. Matthew was named to the Dayton Business Journal’s 40 Under 40*** and Emerging Leaders lists in 2020. At the office, Matthew is usually accompanied by his dog Louis.

*A distinction based on annual production; for 2019, this was attained by 13 percent of advisors affiliated with Commonwealth Financial Network®. Each year, Commonwealth, the Registered Investment Adviser–broker/dealer that helps us process investment transactions on your behalf, recognizes President's Club advisors by inviting them to an exclusive gathering of their peers, leading industry experts, and Commonwealth home office staff. President's Club advisors benefit from an intensive learning and networking experience designed to help them hone their expertise, share best practices, and provide ever-higher levels of service, education, and leadership to their clients.

**Based on 10 objective eligibility and evaluation criteria, including a minimum of 5 years as an active credentialed financial professional, favorable regulatory and complaint history, accepts new clients, client retention rates, client assets administered, education, and professional designations. 1,667 Cincinnati wealth managers were considered for the award; 427 (26 percent of candidates) were named 2015 Five Star Wealth Managers. (The criteria provided reflects the most recent year for which the advisor received the award. The criteria used, the number of wealth managers considered for the award, and the percentage of those who receive the award may vary from year to year.) These awards are not indicative of the wealth managers' future performance. Your experiences may vary. For more information, please visit www.fivestarprofessional.com.

***The Dayton Business Journal's 2020 40 Under 40 award recognizes young professionals in the Miami Valley and is based on their professional accomplishments, community leadership, and awards and milestones. This award is not specific to financial services.



Mark McEvily

Chief Investment Officer, Managing Partner

Mark is the second managing partner to join the firm, doing so in the fall of 2015. Originally from Rochester, New York, Mark moved to the Midwest to study finance at the University of Dayton, where he met his wife, Kenzie. While a student, Mark helped manage the Flyer Investment Fund, a $22 million fund of the university’s endowment, as the consumer staples and discretionary analyst. In the summer of 2015, he worked for Charles Schwab in Phoenix, Arizona, at an elite RIA program, where he was one of 11 selected out of 150+ applicants. Mark stays active in the community by meeting with student business organizations at the University of Dayton. He is a member of Holy Angels Church.

Mark has a twin brother, who lives in Columbus, Ohio, and a younger brother, who attends the University of Dayton. Sports have always been a major part of Mark’s life, and he still enjoys them today. He played ice hockey and golf throughout high school and joined the club golf team at the University of Dayton for a year. He still enjoys playing golf and watching sports during his free time, especially the Buffalo Sabres and the Washington Football Team. Mark and Kenzie enjoy traveling, testing out new recipes in the kitchen with their favorite wines, and playing with their basset hound, Maple.

Aaron Cramer

Wealth Advisor

Aaron joined Jessup Wealth Management as an intern in June 2017, the summer after his sophomore year at Miami University. He graduated from the Farmer School of Business, where he studied finance. While at Miami University, Aaron was one of 40 students to participate in Miami’s Wall Street Week program. During this program, Aaron was able to work with Miami alumni and see the inner workings of the New York Stock Exchange. Aaron is from Cincinnati, Ohio, and enjoys playing guitar, fishing, boating, and spending time with his fiancée, Michaela, and their dog, Jasper, a Great Pyrenees mix.

Q&A with Aaron Cramer!

Sydney Huck

Client Service Associate

Sydney joined Jessup Wealth Management in November 2019 as our client service associate. Prior to working at Jessup, Sydney worked as a U.S. Air Force medic in Germany, where she helped care for wounded soldiers, and in Alaska, where she helped care for veterans. Sydney has an associate degree in applied science in radiologic technology and worked as a radiographer in New Mexico and Ohio. Sydney resides in Oakwood with her husband, Josh; daughter, Celeste; and dog, Lola. She enjoys hiking, traveling, spending time with family and friends, and being outdoors.

Q&A with Sydney Huck!

Sarah Grant

Client Service Associate

Sarah joined Jessup Wealth Management’s team in March of 2020 as a receptionist and worked her way up to her current position as a Client Service Associate. Prior to working at JWM, Sarah was an office leader at a local gymnastics center, where she still works as the competitive gymnastics team coach. Along with coaching at a local gymnastics club, Sarah is also the assistant coach for the Centerville High School Gymnastics team. In May of 2018, Sarah received her bachelor’s degree from Mount Vernon Nazarene University majoring in Middle Childhood Education. Sarah grew up in Centerville but currently resides in New Lebanon with her husband, Andrew, and her two black cats, Slim and Phoebe. Sarah enjoys coaching, shopping, learning new things, visiting local coffee shops, and spending time with family and friends.

Megan Coleman

Client Service Associate

Megan joined Jessup Wealth Management in December 2020. She graduated from Indiana University with a bachelor’s degree in general business in 2019. Megan grew up in South Bend, Indiana (Go Irish), with her older brother and two older sisters. Currently, Megan lives in Dayton, Ohio, with her boyfriend and their Aussie, Bee. She loves all things glitter and the color pink. She enjoys traveling, skiing, hiking, movies and music, reading, shoes, fountain sodas, and Chipotle. 

Jenna Rittenhouse

Marketing Director

Jenna joined Jessup Wealth Management in July 2020 as our receptionist and has since transitioned into a new role as JWM’s Marketing Director. She came to us just after graduating from Wilmington College with a bachelor's degree in equine business management. Jenna also has an associate degree in human nutrition/dietetics from Sinclair Community College. Jenna has previously worked as an equine barn manager, veterinary assistant, and dance teacher. Jenna grew up in Bellbrook, Ohio, and currently resides in Miamisburg, Ohio with her boyfriend, Elijah. She enjoys dancing, hiking, traveling, playing with her dogs (Bamboo and Penny), and training her horse (Fiona).

Kaitlyn Scala


Kaitlyn joined Jessup Wealth Management in December 2020 as our receptionist. She is newly engaged and eagerly awaiting the time when she can plan her wedding, without the restrictions of COVID. Kaitlyn will be attending Sinclair University to pursue a degree in digital marketing and business management in the summer of 2021. In her free time, she can be found at the Orange Theory near the Fairfield Mall, taking long strolls down the aisles of Target, and watching Friends with her fiancé!

Taylor Ledbetter

Financial Planning Intern

Taylor joined the Jessup Wealth Management team in July 2020 as a financial planning intern. She is entering her senior year of college at Wright State University as a double major in financial services and accounting. Prior to working at Jessup, Taylor held a seasonal internship for the 2020 tax season. She prepared individual and business tax returns, processed returns, and assisted clients with any tax-related questions. Taylor currently resides in Kettering, Ohio, and enjoys lifting, hiking, spending time with friends and family, and working toward her academic and career goals.


Greeter, Cuddler & JWM's Official Mascot

Louie is as much a part of the team as any of us, here at JWM. He is technically Matt’s dog, but we love him like our own! Louie jumps at any and every chance to catch a ride into the office! Louie enjoys attending client meetings, opening his Bark Box and listening, while stretched out on the couch, to Matt and Mark record the Independent Advisors podcast. He is famous for cuddling with clients, greeting all delivery personnel (most all of them know him by name and spoil him with yummy treats) and photobombing office pictures!