I am sorry to hear about your predicament, but let me try to discourage you from lying on your insurance applications. The reason for not lying/omitting information is that everything these insurance companies do gets reported to the Medical Information Bureau MIB
http://www.mib.com/. The MIB kind a works like a big credit reporting agency. Once your information is entered all the insurance companies have access to and check that information before issuing coverage.
So what? What if I slide by and get coverage issued? Well the issue here is that if you ever file a claim that the insurance would have to pay good money for they would most likely check all your charts and see that you lied or omitted information. This gives them the right to resend coverage to the day that you lied/omitted information that would have caused the underwriter to render a different opinion and leaving you high and dry on the operating table.
The best thing is not to omit any ailments and look for a large broker that has the experience in dealing with multiple issues.
To the question of leaving your dream and going back to the dreaded J O B. I would consider a few things first.
First--- Take a good honest long look/evaluation at your free lance work. How long is it going to take before you can afford to pay the $X that the risk pool requires.
Second--- Can you hold out? Now I know that we are never guaranteed tomorrow, but consider your health history. In the last year how many times have you gone to the hospital? How healthy do you feel? I ask this because lets say that you feel like you can go a year with minimal issues and you also feel like in the next 10 months you will be able to afford the risk pool then go for it fight for your business. Nothing good ever comes from fighting your dreams. Just keep in mind that you are sacrificing coverage for your dream and try not to do any car stunts and do your best to stay healthy.
On the other hand let’s say you are a very sickly person and that you are always in the dr’s office. You need the Dr to make it. Then I would seriously start thinking about going back to work for the health insurance. If you can keep doing your free lance on the side do that and when you fell like you are ready take the jump. This may take a little longer, but NEVER NEVER give up on your dream!!!
In closing don’t omit anything they always seem to find out in the most inopportune time. Like when you really need them. Do a self evaluation and don’t give up your dreams.
Eleazar Estorga