I agree with the diagnosis of herpes zooster for case 1

For case 2 I'm thinking of subdural hematoma (because of patient's profession and even age) with differential of heamorrhagic CVA.

CT scan will pinpoint the diagnosis. Complete blood count and coagulation profile i will also do.

Treatment of subdural hematoma could be conservative (with serial CT, analgesics, anticoagulants) or surgical(Craniotomy and evacuation) depending on size of the hematoma, pressure effect, presence of focal neurological signs and clinical state of the patients.