Ya sake shiga cikin Baturi na 11 mai zaman kanta, New York Light Artillery a ranar 18 ga Satumba, 1861, na tsawon shekaru uku. A ranar 26 ga Agusta, 1862, an kama shi tare da wasu sojoji 19 daga 11th IBNYA a Yaƙin Bull Run na biyu wanda aka fi sani da Manassas na biyu. A lokacin Oktoba da Nuwamba 1862 an lissafa shi tare da 7th Detachment, 2nd Battalion, Paroled Prisoners, a Annapolis, Maryland. Bayan ya koma 11th IBNYA a watan Disamba na 1862 an daukaka shi zuwa Corporal a ranar 2 ga Janairu, 1863. An tura rukunin Corporal Shepard zuwa Artillery Reserve kuma an haɗa shi da Baturi na K, 1st New York Light Artillery. Shepard kuma ya ga aikin a Chancellorsville, Gettysburg da kuma
Yaƙin Mine Run.