For your headache, you can take over-the-counter pain relievers like acetaminophen or ibuprofen. Avoid medications containing caffeine, as they can worsen your sleep. For your sleep difficulties, it is safest to avoid self-medicating with OTC sleeping pills. Instead, focus on sleep hygiene: keep a consistent sleep schedule, avoid screens before bed, and limit caffeine. Because headaches and poor sleep often trigger each other, managing stress and staying hydrated can help. If your headache is severe, accompanied by a stiff neck, or if sleep issues persist for more than two weeks, please consult a doctor for a proper evaluation.