I take BPs all the time and many people have a higher rate due to walking or 'white coat' syndrome. Best time is actually when you've literally just awoken. If there is any doubt or concern you can get it done over 24 hours. With a great HBA1c and less meds it is likely that your BP will stabilise unless there is some non diabetic reason for it to be high. With regards to the cholesterol remember that LDL is reckoned to be a poor measure of heart risk but just happens to be something that could be easily measured (many heart attack patients have normal OR low ldl after all). A better risk predictor could be your trigs/HDL ratio which at present is greater than 1:1 indicating your body may not be dealing with the carbohydrates you are eating too well. When the liver can't use the carbs you eat by storing them in the liver or as glycogen, then they circulate as triglycerides (fatty acids) in the blood. The HDL is supposed to sweep up the excess and take them back to the liver however it can become overwhelmed. As I understand it, your doctor will calculate your Q risk of a heart attack in the next 10 years based on a number of factors including your cholesterol numbers so it is worth having a discussion about all the factors that go into this including those that you can change. I'd also research the cholesterol debate. See Ivor Cummins, Malcolm Kendrik on YouTUbe are both sceptical of the current LDL phobia but try to balance this with what your more orthodox doctor may say knowing your full medical history.