Spontaneous spinal subdural hematoma (SSDH) is an extremely rare clinical condition and a neurologic emergency that is most commonly associated with anticoagulation therapy and coagulopathy. We present a case of myocardial infarction (MI) with an unusually high troponin level in the setting of SSDH. This case underscores the challenges and importance of properly differentiating type 1 MI from type 2 MI as the management is different. It also presents challenges in managing MI in the setting of recent bleeding in the context of desired anticoagulation and antiplatelet therapy.