Hi Mr Jack.
My first advice is: Dont DO IT! haha...
But if you are absolutely stubborn like myself, then do it. As cliche as it sounds, you will need to be able to put this aspiration as your number 1 priority. Think about all the prosumers out there taking gigs for side money. It depletes the market... you have tons of competition.
4 years ago I made the plunge, quit my job and full time freelanced. Keep in mind I am 31, have no kids, and little to worry about other than my two dogs.
Since I am too lazy to tell you everything, here are 5 points which I learned over the years which make every bit of difference. For the record, I am signed with an agency here in Los Angeles and now shoot for clients such as Paul Mitchell, Black and Decker (stanley, kwickset, baldwin), OPI costmetics, Deleon Tequila and many many more.
1) Your portfolio is EVERYTHING. This means void it of all friends, cousins, neighbors and any other regular looking person. A beautiful girl is NOT a model. Do what ever it is you can to put agency signed models (may be difficult in NM but dont know for sure). You know your worth and skill, but clients dont. An easy way for them to know is by the caliber of people in your portfolio. The same applies to the quality of MUAs you use etc. Whether you shoot portraits, fashion, headshots... doesnt matter. High quality team, high quality images.
2) Network. Many photographers suffer from nerdism. this is not a knock as I am a serious nerd. But I am also extremely outgoing and love meeting people. If you are a pleasant, fun outgoing person people will want to work with you. I consistently attend events and throw parties for the people in my industry. Models, MUAs,... the works.
3) Be talked about. When your network is large, it is imperative to stay at the top of everyones mind. Facebook, twitter, tumblr, (as well as what I mentioned above) all matter. You need to be known and trusted as "the photographer". Your name must become synonymous with your craft. This is a referral based business and everyone knows 10+ photographers.
4) Ignore gear. learn trends, study images, pay attention. My favorite camera costs $20. I am not kidding. My last shoot was shot on a $20 camera and is going to get published in a trendy fashion magazine, C-Heads.
5) accolades. get published. get noticed. My MUA shoots for me for free since I get her published time and again. That means that she gets hired from other photographers on a regular basis based off of exposure I create for her. Shoot editorial spreads and submit to trendy industry based mags. Ones with large facebook followings etc. No MUA or hairstylist fees means more margin.
If you do all of the above you can create a buzz round your name. Your name is your brand, and it needs to be constantly buzzing.
Anyway. I truly hope this helps. I am sure there are plenty of people who will completely disagree with me, but I am not trying to survive as a photographer I want to succeed as one and make it to the top. Just be agressive and never give up. Thats how you can do it.
PS: I never shot 1 wedding... barf.
Just remember, pretty girls are everywhere but are they so beautiful they look like theyre from another planet? Prom queens are not models. Models are models and you wont find them on model mayhem.