You have obese 55 y old patient with htn and BP average 140 /90 but no spike above 155/90, how many and what BP medicine would you put him on.?

None. Everybody wants a pill these days. I would get him to commit to regular moderate exercise and weight loss. Have him see a nutritionist. Also see if sleep apnea needs to be excluded. He won't like you in the beginning but it is the right thing to do and he may thank you in the end for saving his life.