Good to see people who have the intentions of moving on to the next level.
I was still a hobbyist for last 1.5 years, and decided to move on after much consideration. Half a year ago, I stepped into the world of merging photography and business together. Tasted and got the experience and it's really not easy.
Let me share my experiences with you, have met many different kinds of clients. Some like to bargain and negotiate for your rates, some like to be late for the photoshoot, some especially from the low end - average have extremely high expectations compared to those high end - rich young kids. Not only that, but collecting the payment was a pain, since my condition was, 50% first, 50% after the shoot but now I collect 100% first.
Merging business and photography together, it's not about you yourself, but also meeting client's expectations, and make sure clients are satisfied with your work. Well, I personally feel that marketing yourself is very important, word of mouth, friends/relatives related, etc comes first.
Before giving your rates to people, do remember to think of your cost first, there are some who charge at an extremely low price and spoil the market, and in fact I feel that they are killing themselves. Staying firm at prices who rather increase the level of confidence from your clients.
I do most of my assignments with a team, a second photographer and a makeup artist, I feel that it is very important to have a 2nd PG, because that will save you lots of time, and a makeup artist especially when you are shooting a female in your assignments. Not all female models are very out-going and as a guy, I've seen a handful of ladies who are shy and needed me or my MUA to engage in a short conversation in order to meet clients' expectations.
Learning about lightings, I feel that it doesn't really requires lots of teaching. Photography is part of art, there isn't any right or wrong, but mostly through from your experiences. Buying fashion magazines and take a look at the high end photographers out there, and redefine it, re-engineer it. Buying strobes is pretty un-handy unless you are setting up your own studio, else carrying strobes to outdoor location, power source is a big problem, next is the weight, unless you drive but I feel that speedlite flashes and reflectors are much practical for outdoor shoots.
Well, getting paid, for me, makes me put in 200% effort instead of 100% to clients'. Previously when I was a hobbyist, I tend to shoot without much thinking, compose, etc.. But after assignments, and assignments, I tend to source for new and unique perspectives, although there is still level of frustrations when meeting different genres of clients.
Also, do specify your interest in portraiture, there are weddings, fashion, family, etc.. Doing your favorite things is the most important thing. Specify yourself into a stand-alone genres would rather allows you to spend more time into it, putting yourself deeper into it.
Before moving on, think and consider not twice but thrice, to get a 9am to 5pm job and relax and enjoy photography over the weekends, or an inflexible job that requires much of your time, and in-regular meals, etc. Also consider about other factors too.
I hope my sharing of experience would be in good use for you, and everyone !