Ok. Careful with the meds please.
On the job front, IT is a career field I associated with being rather accepting of transgender folk. But regardless, if you're finding it hard to break in and you're certain that it's because of who you are and what you look like, is there any way you could tone it down and present as a typical conservative male in order to get your foot in the door? Unpleasant, but it might have to be done. Once you've found a job, it's easier to transition - you'll have access to health insurance, a little money, and if you've proven yourself to be a valuable employee then there's less of a chance they'll try to fire you for transitioning.
You seem to be in such a bad place right now that taking more aggressive measures to get back on your feet appear necessary. The cycle you're in at present will continue unless something is done to break it. Many of us have been there: we're so caught up in transitioning that we don't take care of the more urgent things like job stability, health, paying the rent etc., and then problems caused because of unemployment, illness, and finances make it harder to progress with transition, so the gender issues get worse and so on and so forth. Maybe focus on something else as best you can - employment? Once you've got a job, then you can start to apply some money to your transition, which makes you happier, which makes you work better, etc.
Please try, okay? We're here to support you as best we can.