This case involves a forty-nine-year-old male patient who presented to the hospital complaining of right calf pain and an episode of dizziness associated with a brief loss of consciousness. A CT scan of the head showed the patient had an active bleed in the right cerebellum and a workup for a deep venous thrombosis was positive in the right lower limb. A Bard Recovery Filter was placed as a precaution and the patient was taken off anticoagulants due to his brain bleed. Three days into his admission, the patient complained of shortness of breath and severe chest pain. A pulmonary embolism was suspected and the patient was placed back on anticoagulants with close monitoring of his INR levels. The patient was discharged from the hospital after he was deemed to be medically stable but was found dead two days later in his home. The cause of death was a saddle pulmonary thromboembolus.