When Jesse gets a call from witch Lori Bruno to make a dragon for a witch shop in Salem, Massachusetts - he decides it's a perfect opportunity to bring his finisher Missi along since she's been asking for more responsibility and creative input when it comes to the sculptures.

The Boston Derby Dames want Jesse to carve them a championship trophy for their roller derby league - and they need it immediately, but in order to keep the business on schedule Jesse needs to delegate some important tasks to his crew - tasks he would normally only entrust to himself.

"The Machine" Jesse Green is excited to see his old buddy Greg who wants Jesse to create an animal sculpture for the front of the Tufts for Tech Veterinary Clinic at Worcester Technical High School. But, when Jesse arrives he is surprised to see that the guy he knew from way back is now Dr. Greg Wolfus DVM, the director of the vet clinic and all clean cut and professional looking.

Beth reassures him that he shouldn't worry - that she will take care of the clients so he can concentrate on the carving. His concentration doesn't last long when the clients stop by unannounced to check up on his progress. The situation gets even worse when they return the following day, and request an entirely new sculpture, one that Jesse had suggested in the first place.

Jesse quickly finds himself in unfamiliar territory, having to ask for help - there's just too much tree for him to carve by himself! If they have any chance of delivering both projects on time Jesse the control freak needs to learn how to share the workload and trust his team to come through for him.

Chadwick Stokes Great-Great-Great-Grandmother was apparently the model for the Indian Head Penny back in the mid-1800s and he and his mom would like to honor her memory with a sculpture.