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I receive social security disability payments. Would it make sense to no longer qualify for social security payments, I receive $1146 per month in social security payments. I expect to earn around $3,000 - $4,000 per week if I can do the job working around 10-15 hours each week. I do not know how long I can receive payroll of commissions each week before I am taken off of social security. I have worked many times since collecting social security but find it hard to keep working long term due to pain issues. If I go off social security how hard will it be to re-qualify for Social Security again? I receive social security because of Rheumatoid Arthritis and the pain it causes making life and work extremely difficult.

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SSDI has a Ticket To Work program that allows you to go back to work. Go to choosework for information to remain in compliance. As far as Life Insurance goes, the insurance companies have a long list of conditions that will automatically disqualify you including cancer, heart attack, depression, etc. Plus your premiums get significantly higher with age. Usually they do bloodwork and check for conditions you may not even know you have, including your DNA. Don't believe advertising that they will insure anyone!
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You really need to ask the SSI people those questions. I believe in general if you demonstrate an ability to work and earn that kind of money you will probably loose your disability and your Medicaid. Do you want to go through the hassle of reapplying for SSI which may take up to 2 years again when you can no longer work. do the math how long have you typically been able to work previously? how secure is this job? Are you married? do you have other means of support, health Insurance?
you definitely need health insurance, on commission you probably won't get any. it can cost $1000 a month or more for full coverage. Although there are new treatments out there your condition will only get worse with time and you may eventually be faced with joint replacements. Sorry to be so negative as the job sounds very lucrative but maybe better the devil you know. As you asked this question on the Agingcare are you close to retirement age. Once you reach your full retirement age your SSI will cease and convert to SS probably with no loss of benefits. You will also automatically get Medicare unless your income is so low you continue to qualify for Medicaid. With Medicare it is advisable to purchase a supplemental policy to cover medications and the 20% part B does not cover of hospital costs (20%) I pay $118 a month and am just responsible for co pays in network of $10 for PCP and $25 for specialist and co-pays for drugs. They must be in the formulary and I try to stick with generics but you may need something more expensive for your RA. mine are usually $12 for 3 months. Only you can decide if its worth it for short term gain. If you feel you want to contribute to your community as a way of giving back consider volunteering.
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Did you mean health insurance or life insurance?
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What is your age?
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PS - you know such useful things! I'm not disabled, but I went to that website and read about "expedited reinstatement" if your disability again makes you unable to work. Sounds good.
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I realize that your question is about insurance after you return to work but I want to comment on your earnings expectation. Earning $3000-$4000 per WEEK (as your post said) while working 10-15 hours per week puts your hourly wage at $266-$400 per HOUR. Earning $3000 per MONTH (before taxes), working 10 hours per week puts your hourly wage at $75 per hour. Working 15 hours per week and earning $3000 calculates to $50 per hour. Your earnings expectations seem unrealistic to me, either as weekly earnings or monthly earnings. I think obtaining the assistance of Ticket To Work, as psteigman suggested, is an excellent idea. They should be able to guide you as to what work is available at what rate of pay.
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Just reread you post and saw you mentioned commissions - I hope you are not being taken in by some unethical work from home scam.
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