I'll be honest, I'm 24 so reminiscing on how difficult it was to get and keep work ten years ago would seem quite flippant. However I moved to Melbourne at the beginning of my transition and I can guarantee that I was not a looker, I turned heads but not in the way I dreamed ;-) However on the job front it seemed quite easy to gain employ. I will admit that I sent out over 150 job applications in my first two weeks down here but that was more because I treated my time unemployed as a job so I sat down from 9 - 5 and worked on getting a job. Not many of them got call backs, that may have something to do with the fact that the cover letters on all of the applications contained a paragraph that explained the situation, mostly because of the logic that if someone doesn't want me working there then I don't want to work for them... After two weeks I had a couple of interviews which went quite well and the transgender issue had been taken off the table by the cover letter, if there was an issue with it I wouldn't be asked to interview I assume... I quickly took one of the jobs and was working on the third week... Since working there have been very few issues and none of them have been from my bosses. Although having observed and compared other people's experiences I might offer a couple of suggestions for action items that can be very helpful when followed: - be upfront and honest with your boss but not confrontational - allow questions, I've watched a great number of transitioning people get upset because someone has asked a question they feel crosses the line. People fear what they don't understand, don't get upset and push them away, explain it to them and bring them on your side - don't think of it as an issue yourself, I found personally when I put it from my mind everything went a lot smoother - strive to be the best at your job - this should go without saying but high achievers are always in high demand - consider working for a bigger company, they have a much stricter anti discrimination policy - sometimes it can be helpful to be in a non customer facing job, especially if you're not passing excellently I hope this helps and good luck!!!