Possibly. Many people think of tension headache as "just a stress problem.". They can actually be quite severe and cause loss of work time, interfere with family or home life as well. Rebound headache associated with taking pain relievers for too long can act this way. Migraine headaches and cluster headaches can do this, as well.
Possibly. It sounds like you may have chronic daily headaches. These can be from chronic tension, transformed migraines or medication over use headaches. You should try to cut down on medications like Ibuprofen and acetaminophen. If that does not help see your primary care doctor or a headache specialist.