The Character of Home®

Welcome to New Faculty and Staff!

Ken Cheeseman - Head of School
Ken Cheeseman officially began his responsibilities as Webb's Head of School on July 1. Prior to Webb, he served as Head of School of Fort Worth Christian School in Fort Worth, Texas. He has also held positions of Head of School and Academic Dean, respectively, at St. Paul Christian Academy and Brentwood Academy, both in Nashville, Tenn. He has served in various leadership roles at TMI Episcopal in San Antonio, Texas, McCallie School in Chattanooga, Tenn., and Woodberry Forest School in Orange, Va., and served as the President of the Board for the Tennessee Association of Independent Schools. He is a graduate of University of Virginia with a Bachelor of Arts in English and Economics and received a Master of Education in Curriculum Leadership from Lipscomb University. He and Cathy have four children, Allison (24), Claire (22), Carter (19), and Abby Faith '25 (13). In his leisure time, Webb's new leader enjoys running, walking, and hiking. He also enjoys traveling and experiencing new places and cultures. He loves to read, play board games and watch movies with family.

Click to read more about the Cheeseman Family.

Jim Callis - Associate Head for Finance and Operations
A Nashville native, Jim began his career in 1991 at Brentwood Academy where he served for nine years.  In early 2000, he was recruited to join the start-up team at Whitefield Academy in Atlanta where he spent two years helping to migrate the campus from its original location in Buckhead to its present location in South Cobb County.  In 2002, Jim returned to Nashville and served nine years as Associate Head of School at St. Paul Christian Academy. In 2011, Jim Callis accepted an invitation to lead Mt. Bethel Christian Academy (Marietta, Ga.) as Head of School.  During his tenure, Mt. Bethel expanded from a K-8 school of approximately 485 students to a PK-12 of 630 students on two campuses.  In 2018, Mt. Bethel was named a Blue Ribbon School of Excellence. Jim and his wife, Joann, are blessed with three daughters, Chelsea '24 (14), Chloe (22), Caitlin (29), and one grandchild, Noah.  Jim holds an undergraduate degree from Trevecca Nazarene University and a graduate degree in educational leadership from Vanderbilt University.

Jennifer Anderson – Science Department
Jennifer will be teaching Chemistry and Honors Chemistry. She graduated from University of Akron with a M.S. in Curriculum and Instruction. She went to Eckerd College for her undergraduate degree and received a B.S. in Chemistry. Jennifer grew up on a farm in Wooster, Ohio, (which is about one and a half hours from Cleveland, Ohio). She has three older siblings, who are all married, and a niece. She enjoys hiking, biking, and playing tennis, as well as reading a good book. 


Hannah Avery - Webb Fellow
Hannah is honored to be a Webb Fellow for the 2020-2021 school year. She is a proud alumna of Jacob's Pillow's internship program (class of 2017) and she graduated in May of 2020 from Berry College with a B.A. in theatre and double minors in dance and musical theatre. Hannah's work as an actor has earned the top female score for her 2019 audition at the Georgia Theatre Conference, the William Walter Duncan Excellence in Theatre Award, and advancement to the semifinal round of the Kennedy Center's Irene Ryan competition in 2020 (region 4). She eagerly looks forward to sharing her craft with the Webb community. 

Ceara Caffrey - Webb Fellow
Ceara graduated from Sewanee: The University of the South in May 2020. At Sewanee she studied Environmental Arts and Humanities and played four seasons of varsity field hockey and one season of varsity lacrosse. Ceara graduated high school from Brewster Academy in Wolfeboro, N.H. It was there that she learned she wanted to teach, coach, and be a dorm parent at a boarding school.



Christopher Candy - History Department
Christopher will be teaching World History II and U.S. History. A California native, he lived extensively in the United Kingdom, where he got his Ph.D. in history from the University of Durham. After several years of teaching at universities such as the University of Tennessee, he switched to teaching at independent schools seven years ago to help create the students he always looked for in his college classes. He has published articles on the English military administration of the 14th century and was featured as a historian in an episode of the documentary series “Ancient Assassins.” He is an avid reader, father of two, and is excited to be back in Tennessee.

Cathy Cheeseman - Athletic Department
Cathy, varsity boys and girls cross country coach, began her career as a teacher and coach in 1989 after graduating from the University of Tennessee at Chattanooga, where she earned a B.S in Science Education and earned All-Southern Conference in track. She taught middle-school life and physical science and physical education while coaching cross country and track at the Girls' Preparatory School in Chattanooga. She then served as the Assistant Director of Admissions at Woodberry Forest School in Virginia while coaching cross country and track. Before starting their family, Cathy taught health and wellness and coached at TMI Episcopal in San Antonio, Texas. After their first child, Allison, was born in 1995, Cathy focused on family and coaching. Cathy recently coached at the highest level of U.S. high school distance running with one of her athletes winning the 2019 U.S. indoor national championship in the 5000-meter run and qualifying for Team USA and running in the 2019 IAAF Cross Country World Championships in Aarhus, Denmark. She has been named Tennessee Girls' Coach of the Year in Division II and USA Track and Field Girls' Coach of the Year multiple times in both track and cross country. Cathy and Ken have four children, Allison (24), Claire (22), Carter (19) and Abby Faith '25 (13).

Michael Edwards - History Department, Athletic Department
Michael was born in Detroit, Mich., and most recently having lived in Indiana, moves to Webb along with his wife, Tonya Edwards, a Math teacher, and his two cats, Beckett and Trixie. His daughter, Alexzandria, is a Webb 2016 graduate. He is a first-year teacher (intern) in the History Department and will also be a football, middle school boys' basketball and spring sport assistant coach. The Edwards will be living in Rand, and Michael will be a dorm parent in Chambliss for the first quarter and Cooper-Farris the remainder of the '20-'21 year. He is the author of four books (finishing his fifth as time allows!) and also loves movies and surfing. Michael holds a Masters of Divinity (MDiv), a Doctorate of Practical Theology (DPTh) and a B.S. in Business Management.

Mallory Ferguson - Student Life Department
Mallory, part-time school counselor, graduated from Middle Tennessee State University with a Masters in Social Work. She has lived in Murfreesboro, Tenn., for 14 years, and she has one younger brother. Mallory recently adopted a kitten named Lucy, who has lots of energy. There’s nothing she loves more than takeout food, movie marathons and trips to the gym. 



Kristen Linton - Alumni and Development Office
Kristen, director of leadership annual giving, grew up in Murfreesboro and now lives in Nashville. She graduated from New York University with a B.A. in Spanish Language and Literature. In May 2020, she graduated from Vanderbilt University with a M.Ed in Independent School Leadership. Kristen began her Spanish teaching career at Webb, and also taught Spanish in New York and in Tennessee. She has worked on the administrative team at Stella Adler Studio of Acting, is active at Third Coast Comedy Club in two improv groups and is a board member of Unscripted. Her mother Janet Linton is Webb’s Fine Arts Department chair. Linton’s sisters, Elizabeth and Karen, graduated from Webb in 2004 and 2007, respectively. 

Kevin Moore - Athletic Department, Admissions Office
Kevin is the new director of soccer at Webb. He graduated from Middle Tennessee State University with a degree in sports management. He represents the Bedford County soccer community as owner and founder of Shelbyville Football Club, league coordinator at Shelbyville Indoor Soccer, and he also operates a soccer training academy for players of all skill levels. Kevin is also an Admissions Counselor.



Dianna Prince - Science Department
Dianna will be teaching 7th grade Life Science, AP Biology, and Anatomy and Physiology. She earned her doctorate in Molecular Bioscience from Middle Tennessee State University. During her academic career, she published research in leading journals and taught Anatomy and Physiology laboratory classes. She loves coffee, hiking, reading, scuba diving, traveling, and being a mom to her son, Brody. 



Melissa Rogers - Science Department
Missy will be teaching 6th and 8th grade science. She is originally from Hamilton, N.J. and graduated as a first-generation college student from Jacksonville University in Jacksonville, Fla. with a B.S. in Marine Science. She has previously worked as a wildlife rehabilitator, a biology technician for USFWS, and as an environmental educator in multiple states. In her free time, Missy enjoys scuba diving, birding, hiking, crafting, photography, and being around any and all animals.


Samantha Rose - English Department
Samantha is a 2016 Tennessee Tech graduate with a Masters in British and American Literature from The University of the South, specializing in feminist criticism. Her love of traveling has taken her across Europe where she periodically resided in Geneva Switzerland; Grenoble, France; and Dublin, Ireland. She’s a Shakespearean with eclectic interests; either found curled up with a good book, going on afternoon walks with her dogs and son, watching baseball and sitcoms with her husband, or jamming to anything from AC/DC to Eminem or Louis Armstrong. She hopes her teaching experience, passion for literature, dedication to lifelong learning, and love of unique cultures will positively contribute to Webb’s unparalleled education and environment. 

Katie Beth Seaton - Science Department
Katie Beth, a science intern, will be teaching ninth grade biology. She graduated in December from Samford University, where she received her B.S. in biology and a minor in Spanish. She grew up in Memphis, Tenn., with five siblings and two sweet dogs. She has two older brothers and three younger sisters. In her free time, she loves to read, hike, watch movies, do floral arrangements, and work in a garden.



Matt Shewmake - Athletic Department
Matt, varsity girls basketball coach and strength and conditioning coach, has returned home to the Middle Tennessee area from the University of California, Riverside. Prior to his time at UCR, he spent two years at Northwest Florida State College as the associate head coach as the Raiders went 26-6 and won the Panhandle Conference Championship and was the #1 team in the country for 12 weeks. Matt spent a season with Cal State Fullerton's women's basketball program and worked under Hall of Fame Coach Rick Insell at MTSU when the Blue Raiders won the C-USA Championship and made an appearance in the 2016 NCAA Tournament. He also worked with the VCU women's basketball team. He previously coached for one of the most successful travel basketball programs, the Tennessee Flight Nike in the E.Y.B.L, and won two Nike National Championships (2012 15U, 2012 16U). A native of Birmingham, Ala., he received a bachelor's degree from the University of Alabama.

Scott Sutton

Scott Sutton - Math Department, Athletic Department
Scott was born in Germany and moved to Jacksonville, Fla., as a young child. He remained in Florida until his move to Tennessee in 2018. He and his wife, Christy, wanted their children to experience life in a small town as well as attend The Webb School. They have three sons, Maddox '22, Reed '25, and Carson (10). They enjoy camping, playing board games, sports, traveling, and spending time on their farm. Scott graduated from the University of Florida Warrington School of Business. He was a business owner for several years but always had a passion for teaching. He decided to make a career move to teaching 10 years ago. He has taught middle and high school mathematics as well as creating an award-winning high school logistics academy. He enjoys teaching mathematics while emphasizing real-world application and problem-solving skills. Scott, with several coaching certifications, has coached middle and high school soccer, basketball, and volleyball for more than 15 years. He has had many successful seasons; however, his emphasis has always been developing strong character, leadership skills and sportsmanship in young athletes. 


Cassidy Tidwell - Health Services Department
Cassidy is a nurse and graduated in 2015 from Tennessee College of Applied Technology in Shelbyville with a LPN license. She will reside on campus in the Health Center residence. Cassidy has worked in pediatrics for almost three years, and in long-term care for more than a year. She has lived in Winchester, Tenn., her entire life until moving to Webb. She has two older siblings, and is very close with her family. She has three beautiful nieces and one spunky, red-headed nephew. She enjoys hiking, kayaking, or anything along those lines, and likes to travel. However, she also loves to watch a good movie or read a good book.


Kyle Turnbow - Athletic Department
Kyle, football head coach, graduated from Shelbyville Central High School in 2001 and played football at University of Tennessee at Martin for two years before transferring to play at Middle Tennessee State University. While at MTSU, Kyle was a member of the Sun Belt Academic All-Conference Team and graduated in 2006 on the Dean's List. He started his professional career at Shelbyville Central High School. The football team improved from 0-10 in 2006 to 9-3 in 2014. He was offensive line coach from 2006-2012 and defensive coordinator from 2013-2014. After stints at LaVergne High School and Middle Tennessee Christian School, in 2019 he became offensive line coach at Stewarts Creek High School, where he helped guide an offensive line that paved the way for an 1,800-yard rusher and set school records for wins in a season. Kyle is married to Meagan, who is an assistant principal at Riverdale High School. They have two children, Hannah and Hudson.