Just a heads up, this is a super long post, if you don't want to read it, I completely understand. I don't really think I can sum it up with a TL;DR, so be warned

I've been trying to figure out exactly how to go about transition and manage supporting myself. I have a general idea of what I want to do, but I don't know if its plausible. Just a heads up this is sort of a stream of consciousness, so if it's not well worded or confusing, let me know and I can clarify.
A little bit of back story, I'm 19, mtf, was secretly on hormones for a few months but then moved and wasn't able to get them anymore. Transition came to a screeching halt. Many depression-filled months later and I've decided I need to take action and do something now before it's too late. I always hear people say they wish they would have transitioned sooner, and I have the opportunity to transition at a relatively young age still, so that's want I
want need to do. I currently live in the Midwest with a living situation that prohibits me from transition due to my families "values" and what not. (they don't know I'm trans, but I know them, and I'll be cut off from practically everything when they find out).
I wouldn't normally bring a "financial" related question here, but seeing as how no one else will realize my motive behind actually doing this, they'd just tell me I'm being "young and dumb" and that I should just stay with my family and enjoy free rent, not realizing that every day I spend here is torture because they don't realize I'm trans.
I've managed to save up about $5,000 (I could sell my phone and computer for an additional $1000+ and still buy cheaper replacements) and want to get advice from you all as to what you think I should do in order to become independent from my family. I'd like to be back on hormones and out of the Midwest before the end of summer.
I want to move to the Pacific Northwest, mainly Oregon or Washington. It's a decent way away from any family of mine and it seems to be more LGBT-accepting compared to the rest of the nation. Seattle and Portland come directly to mind but I don't think I could afford either right now, so I'm wanting to find a place in an outlying city in either of those states.
After spending a bit of time on craigslist I found out that I could rent a room in a few different places for as little as $300-$400 (including utilities) a month. My own apartment would be nice but I just don't see myself being able to afford my own place, and I honestly only need a room so I have somewhere to sleep at night. The only challenge for me would be finding trans-friendly roommates (or even roommates that are LGBT themselves).
I don't have a car, and honestly on my current budget I don't think it would be wise to buy one, that would involve loads of expenses such as gas, insurance, repairs, registration, and buying the car itself. I think it would be much cheaper (not to mention healthier) for me to walk or bike everywhere I needed to go until I had enough money to get a car. I don't have anyone besides myself to support, so I don't see a car as an actual necessity at the moment. Rent, food, and transition take priority in my opinion.
One drawback I see myself having is that I do not have any college education. That really limits my employment opportunities. I would most likely only be able to find part-time minimum wage jobs, so I wouldn't be bringing in a whole lot of money. I could also be unemployed for quite a while before I would be able to find a job, considering I don't have any contacts anywhere up there. I do have experience in a few areas such as restaurants and manufacturing so that opens my job search a little bit more compared to someone who has only worked at a fast food joint or something, but it's still not as much as I (or an employer) would like. I could see myself being unemployed for over a month before I find anything steady. During that time, I would just be eating into my savings.
My plan for transition would be to go see the endo in LA I saw before. That would get me back on hormones for a few months, and then find an endo more local to where I moved. Then save for things such as hair removal and a rhinoplasty (something I think will be necessary for me to be able to pass, other than that, I think I could probably pass most of the time with some makeup and a little more HRT )
I also want to go to college, the cheapest option being community college. I could do it where I live now in the midwest (and that's what my family is telling me to do), but that delays transition another two years and I cannot wait another two years. However I think college is a lost cause, because I don't know how to budget it in unless I could get it for free. If you have any college advice, I would appreciate it.
The way I see my expenses panning out currently are like this:
Savings: $5,000
Monthly Expenses:Rent: $350 a month ( just an average estimate, maybe also a security deposit for the first month, utilities included)
Food: $150 a month ( limits me to $5 a day on food, which I think I would be able to manage fairly well if I cook most of my own meals )
Phone: $30 a month
Toiletries/makeup/etc: $100 a month (guesstimate, not sure how much to except, could anyone tell me how much they generally spend?)
Other/Recreation: $100 a month
HRT: (not going to include this as I won't need it for at least 3 months the way I have it planned, however, how much should I be paying a month for HRT?)
Medical Insurance: I believe insurance is required now, I don't actually have insurance so I don't know how much it would cost, if I should go without it and accept the end of the year fines, or if I could potentially get it for free because I'd be so close to the poverty line. I honestly don't know what to put down for this line, so any advice would be appreciated.
One time expenses:Plane ticket to LA: $250
LA Endo visit: $500 (he's expensive, but I don't need a letter for him and it'll cover me for 3 months)
Plane ticket to either Portland or Seattle: $250 (might be able to save a bit if I could find a bus instead)
Bus/Taxi/train money: $200 (complete guess really, just enough to get me from the airport to where I'm going)
Wardrobe: $250. (I'd find a goodwill/thrift type place, as I don't really have a lot of female clothing at all right now)
Bike: $100 (optional, I could walk everywhere if necessary)
Bedding/Towels/some kitchenware: $100 (just some light stuff, not alot, probably used)
Just-in-case: $100 ( you never know )
So... after subtracting one time expenses from my savings, I would have $3250.
After subtracting one month of expenses ($730), I would have: $2,520.
That means at my current numbers (assuming I didn't forget anything), I could survive there completely unemployed for 4 months. And with luck, I'd have a job before the end of the first month.
Washington and Oregon both have minimum wages over $9/hr, so just assuming I can only get a minimum wage job and after taxes I take home $7 an hour (would be more, but when it comes to finances I always try to round down), I would be able to stay afloat on a minimum wage job if I could get at least 30 hours a week.
After all that horrible math, I feel like I could actually do this, but what do you all think? I don't know how to really go about any of it. Going out into the adult world for the first time is overwhelming, especially considering I'm a trans person. I guess I just want to know what advice you all would have for me.
If you think I'm forgetting something in my finances, or that you think I'm making a huge mistake, please let me know. If you done something similar to what I want to do, feel free to tell me about it. If you live up there, what is some advice you would give me? Transition advice? Job advice? Anything. It all helps.
I just want to gather as much advice, opinions, and thoughts as possible, every bit helps. The last thing I want to do is fail. Not because I'm afraid of ending up on the street, but because I'm afraid of not being able to transition.
Thanks for your time/advice,
~Amy~
On a side note: Would it be best for me to hop right into full time in my new place, or should I start out in boymode? I obviously don't want to be in boy mode, but for the first few months I don't think I'd manage well in girl mode. Especially without friends to help me. What do you guys/gals think?