I don't think one realizes how segregated HR departments and background checks are now from the people who will manage you. Alot of companies and agencies have done this as a way to avoid discrimination.
With that I am coming from the circumstance that there are those who strive for complete stealth and panic when it is blown, and those, like most younger transsexuals, don't necessarily seek out stealth, but it just sort of happens. Honestly, its not lying or not being honest. In the ladder, there are some people who are rather close who do know, in my case its my boyfriend and some close friends, and most other people do not know. Like I said, its complicated for an older transitioner to even comprehend this, because literally, you don't realize its happening most of the time, you just come to a point where is sort of already happened. There is no attempt at this, this is not like those women who try to live deep stealth. Rather this is an instance where assimiliation just happens, and along with it stealth just happens. It is not that I lie about my past either, its just alot of my pre-transition life, fits really well into my post transition life. There is just a bunch of going to school, being in theater in HS, etc. Everything I have pre-transition done fits together really well with being female, there is no lying with regards to personal history, especially in everyday conversation.
I am not one of those "no one shall never no" types, when I talk about this assimiliation I am not talking about deep stealth. I am talking about a degree of assimilation, and like I said, this is something older transitioners struggle with a great deal to even understand. But for younger transitioners this is just something that tends to just happen, whether we desire it or not. We get to a point where we are sick and tired of talking about transition, and transition just becomes something that was done and you move past rather than a defining aspect of a person. Even then those around you don't see you for your trans status if they do know, but rather for who you are. You quit worrying, you quit talking about transition, you just live life.
This is the hard part and why there is such a divide in terms of understanding on this issue. Alot of the experiences of young transitioners are so radically different that there is not much shared ground outside of the medical process itself. Beyond the medical aspect the experience is very different, in fact its hard for older transitioners to get.