Temporomandibular Joint (TMJ) Disorder: This condition is common in older adults and can cause ear pain that radiates to the jaw due to the close anatomical relationship between the TMJ and the ear.

Dental Problems: Toothaches, abscesses, or gum disease can cause pain that radiates from the ear to the jaw.
Ear Infection: Otitis media or externa can cause ear pain that may radiate to the jaw, especially if the infection involves the nerves.
Trigeminal Neuralgia: This condition involves sudden, severe facial pain, typically on one side, and can be triggered by factors such as chewing or talking.

Acute Angle-Closure Glaucoma: Although the primary symptom is eye pain, it can sometimes be referred to the ear or jaw, and missing this diagnosis can lead to permanent vision loss.
Myocardial Infarction (MI): Cardiac pain can sometimes be referred to the jaw, and although less common, it's crucial not to miss an MI, especially in a 75-year-old male.
Cerebrovascular Accident (CVA): Facial or jaw pain can be a symptom of a CVA, and prompt recognition is critical for timely intervention.

Ramsay Hunt Syndrome: Caused by the varicella-zoster virus, this condition can lead to ear pain and facial weakness, among other symptoms.
Glossopharyngeal Neuralgia: A rare condition characterized by severe pain in the tongue, throat, ear, and jaw, often triggered by swallowing.
Eagle Syndrome: A condition where an elongated styloid process or calcified stylohyoid ligament causes pain in the ear and jaw, often exacerbated by swallowing.