This case involves a 36-year-old female with an estimated gestational age of 33 weeks who presented with cramping, nausea, and vomiting. Her vitals were normal, the fetal heart rate was normal, and her cervix was closed, so the patient was discharged. However, she continued to experience the same symptoms and returned to the hospital the next day. Labs showed elevated AST and ALT levels and the patient was admitted to the antepartum unit with a diagnosis of viral infection. Within hours, the patient became febrile. The following day, the patient’s AST and ALT levels were incredibly high and she began to deteriorate. Infectious disease was consulted, however, the patient’s diagnosis remained unknown. An ultrasound showed normal findings and an emergent delivery was done. The patient continued to decline postpartum and it was decided that a regimen of IV antivirals should be administered empirically for HSV. The patient developed a condition affecting her ability to clot and required embolization of the uterine artery. The procedure was unsuccessful and the patient succumbed to her complications. It was determined that HSV was the cause of patient’s demise. This information was not communicated to the NICU, however. The infant was extubated post-delivery but developed respiratory distress and required re-intubation. Antivirals were administered however, the infant eventually expired. The hospital determined that disseminated herpes infection likely contributed to infant’s death.