ashykh i have been thinking how to respond to your post. it depends on who you are talking about? your husband? bf? dad? or just some friend?
universal suggestion would be to let them know you are there for them perhaps always tell them you may be able to help tell them it will relieve weight. remember these kind of people if dont open up give alot of grief to themselves and the people around them. you have to consider their mentality (is he strong minded, or weak) what is your role in their life and so forth. approach as a support and not be clingy.
these are just few of my thoughts but
all in all it would be a slow and patience process