Okay, I understand what you mean. It's certainly something to consider that I really never would have thought of. Working for oneself does tend to enforce the idea that a person has to be a one-man band. But a lot of the weight can be outsourced.
This usually falls into the realm of the business owner wanting the best impression, and rightfully so, as this is how you get and keep customers. You need to be able to draw certain lines in the sand such as what is good enough, what is acceptable, what is not. Often times you will find the line in the sand for your acceptable, an employees acceptable and the clients acceptable all differ. Employees might not do something to your level of acceptable (because of skill or because they don't care as much as you do) but it may be well above your clients level of acceptable. You need to just make sure your general level of product/service at least slightly measures higher than what the client expects in order to keep things running well. Also, you never know when you get an employee that outdoes you, which will be easier for them after a while as you will inherently be focusing more on business operations rather than development or what ever field you are in.
Well, then I'll count my blessings.

I have no gf or responsibilities, which is why I chose to take the massive risks invovled in jumping in at the deep end.
I've had many knocks over the last year. All of which forced me to adapt and adjust. But doing that too often means you end up running full speed to nowhere. Which is what I think is happening at the moment.
You are right about being in a position to pay someone, and that SA is the place to be for that. 3 of the serious knocks I've had, could have been completely avoided if I could pay someone part-time for certain skills. Instead I was let down by false commitments and a fair share of backstabbery.
My personal success is something that I gambled on with one of my various ideas/ventures. A gamble that didn't play out well at all. So I'm forced to take a step back and looking at my Freelancing skills in a new light. And which is why I really do appriciate and value your input in the matter. Already it has helped me a lot in refining the next goals to work towards.
I like how you have worded this. You may just be running full speed to nowhere. The important thing as you have no doubt realised is that you are taking a step back and analysing the situation. This is something they try teach in many subjects but the value is lost as you can not fathom the benefit of it until you are actually in the situation.
You may have been let down and taken some knocks but this in itself can be chalked up to valuable learning experiences. It's not that people are inherently good or bad, but i'm sure it has made you realise that you need to treat outsourcing, getting people involved etc more as the business arrangement it is than a friendly affair. If you need to put contract in place, do it, with clear guidelines of expectation, deliverables etc. Give them a timeline when things are expected and when timelines loom, push for the completion of the work. Before deadlines are missed make sure you have some way to manage the issue and if the deadline is missed have some recourse or a backup plan.
Remember that every time you fail that you take something away from it. We all fail at stuff everyday. The difference is the winners learn and grow from it while the losers sit and bitch about how hard life is. We're all entitle to scream, shout, cry or get angry. If it helps then hell go stand in the street and shout at the top of your lungs, but after that carry on working. The people who get nowhere in life are the ones that stop after the first attempt or are still bitching at the braai about there failure from 5 years ago and how hard life is for them. Without risk there is no reward, just make sure your risk is calculated so that a) you can be able to come back from failure and b) you can keep moving forward. Every big player in any game has failed horribly somewhere. No one makes noise about the failures, whether it's 1, 2 or 3 big ones or 800 small ones.
Always try to keep your skills relevant and up to date. It can be arduous but it keeps you in business, whether you are an employee, freelancer or business owner, because you are only as good as what you can offer. It may take a while (or not at all) but over the last 2 years I have started becoming interested in business and how successful businesses operate. The funny thing is most people look at Facebook and other massive enterprises and become overwhelmed at what they think a successful business is. There are many things to be learned from the cafe down the road, the hairdresser in that small shopping complex, smaller chains like Spar (which is also massive when looking at the full system). Slowly learn what you need to to be successful whether that be some basic accounting, business principles etc. Learn how to talk to people, to sell to people, to make potential clients feel valued. Don't try pack it in all now, it's a learning process and you might just find you naturally evolve to learning these topics half because you want to, half because you need to.