Should I be concerned because I always have a high diastolic but usually a normal systolic. For example I will get number such as 118/98 or 125/98. I can't seem to get the diastolic down
Unfortunately yes you will have this most likely than not in the rest of your life. Doesn’t have to be a struggle, if you and a good doctor take it seriously and will put you on a right amount of pills you will lose that headache and your numbers will go down. You can do a lot also: low sodium diet(less than 2000 mg of sodium intake a day ,if you can better to keep it around 1600, do not forget all food naturally has sodium in it. Processed foods are loaded with sodium.) Also you should go to reach near idol weight. Walk a lot, stress control is important.
With activities BP goes up, you should not measure it while active only after sitting 5-10 minutes, seeing high numbers if measure while active giving a fails conclusion.
It seems to me your doctor cares if he put you on an event monitor. But wait and see. You always can get an other doctor if you are not happy with him.:)
Best wishes!