The show does have it weaknesses of course but overall does a good job at covering many of the gut wrenching situations we as transgender women go through. Examples include the torment one of the couples goes through as the trans spouse is loudly mis-gendered and mocked in a Seattle nail salon all the way to the joy experienced by another of the spouses the first time she sees herself in a new "sewn on" permanent wig.

To give Connie (who lives in Seattle) equal time, there also is a family from Ohio on the show but so far, not much as been shown of her going out in public and living as a new person. On the negative side the person describes in tears her experience of going through a religious conversion therapy session with a priest.
All in all, I continue to find the show interesting enough to watch on a continuing basis. So far it has kept my interest by weaving many of the complex threads we face as transgender women in it.
We will see how it goes in the future.
I provide links to it, if you would like to stream some episodes. Lost in Transition.
Personally, I would not want to work for someone who had doubts about my ability to perform at a high level. Transitioning is difficult enough without having to always be feeling scrutinized by the boss. Beyond that, being MtF myself, I can attest to the lowered expectations and pay that women experience.
I've heard from other trans people who advocate securing a job before transitioning. I'll agree to that only if one were going into that job before really knowing that she or he would be transitioning. The decision to transition begins with being honest with oneself and her/his own gender identity. The next step is to be honest with others. I would much rather go into something as my genuine self, and to be accepted or rejected based on that honesty. For me, it's "what you see is what you get." Not to say that makes it easier to find employment, however, but I can start - and proceed - entirely based on who I am - not what I may be perceived to be."