Even if you are self employed, you should be able to obtain insurance and benefits through your own business.
With some Health Insurance Co.s, a Group Health Ins. policy can be as small as 3 people (and only 2 of them have to accept the policy!) to make it work.
There are tax advantages to paying for insurance through your business. You can 'executive bonus' yourself, take a biz and personal tax break, and if that bonus happens to be the exact amount of your Health Insurance policy, then all the better, right?
And, depending on which Financial Service Co. you work with, you can get discounts (say, 5% off your monthly premium) on your Health Ins policy.
Good luck trying to get everything sorted out by yourself. Maybe you can find the 6-8 online companies you'll need to get your all of your financial stuff truely well covered. (Health, Life, Disability, Biz Property, Biz Liability, Exec bonus, HSA, Retirement, Personal Property, tax advantages...) But then you may very well have gaps in your financial plan. (Oppsie, sorry honey! We missed it. No Disability coverage for you! Don't give me that "recovering from child birth" line. We need the income, get back to work now!) Maybe, just maybe, you'll get brilliant coverage and all the available benefits online.
Personally, I make time to have an inteligent conversation with a pro not less than once a year. (And I bring my estate plan and will along to make sure everything is truely coordinated and complete. Why go to probate and give the government a huge chunk of my estate for no good reason?! It just takes a bit of planning on my part.) Is this a fun conversation? Not really. It is, however, a hugely usefull - and frankly, valuable - conversation.
Are there some good online companies? Yes. But it also makes good sense to hire someone who does this all day, every day, to sort it all out for me. I get better coverage at a good price. And like I said, there are definate, specific, cost, tax and coverage benefits that I get by working with a pro.
I have a specific, country wide, A rated Financial Services Co. in mind; PM me if you would like me to name the company.
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