As long as you keep all of the business assets and liaibilities seperate, you should be fine. There can be no comingling of any assets.
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Your companies cannot set up IRA's. That is an INDIVIDUAL Retirement Account, which you set up outside your businesses. Filing a bankruptcy for a business does not make sense unless you want someone to take over the liquidation. The business cannot get a discharge. Your ownership interest in the LLC's is an asset in your personal filing, so if the LLC's have any value, you may want to reconsider filing. You should consult with a local attorney.Ask a similar question
You need to structure the LLCs correctly and keep them separate to protect each one from the other. The IRA (even a SEP and SIMPLE only) is your account and your money. Talk to a CPA about setting it up if you are using company funds to matching or even fund it. The money is held by a third-party on your behalf and the fund is not affected by your company.
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