Hi,
Im not into transition or anything related, i cd in occasions and live my life as a male happily, so maybe my point wont help you much but it can give you ideas...
First, your decision of what you are and want to live as who you think you are, cannot be determined by anything but your own perception of your own nature.
No one even family can interfere on that, and of course no business or job, the decision is the decision period, no more words.
If you decided that you are a girl, then you have two choices, one is to suffer of not be able to do the transition and try, and the other is to just do it and take the positive things once and for all they will shadow the negative ones, and you will never be able to tell what will happen from what is in your imagination.
I mean, that if you make a slow transition , you will show unsecured and your biz, relations and friendship will see you weak and not sure of what you are or do or say etc, therefore is not good.
Its like keeping the bully boy hitting you in the head during the whole primary school and then tell him to stop by beating him in the last year, why not stopping it from t =0 from the root, from the beginning of the problem, you may even enjoy many other things. your choice no one elses, dont lie to you just define what makes you happy.
If you are not sure about the decision then this question you are asking is meaningless and you know the answer. Maybe you will need to work on the process of that decision, no one will blame you for that many people cannot decide never all their life guessing what would be to be the girl the wanted always to be until 60, others just do it. business is not friendship ok?, money is what is it about, they choose you because your skills and price are convenient not because your skirts are sexy or your face is pretty, take it as a rule.
for family and real friendship i cant say anything everybody's is different.
Go for it once and for all and come a s the girl you are, an explanation of 5 minutes about you and your decision to important people in your network is enough, then move on as if you are wearing a new pair of jeans, is that difficult? yes maybe impossible for others, but if you feel, ... that it means ...you are not ready for the decision. you know when you will be ready, just dont show your are unsure about you.
Any way i hope i didnt sound too direct, but this kind of questions needs much more guidance than sympathy, if you are really looking for help.
I wish you the best, and tell us how it went finally.
cheers happy 2011!!