After leaving my former employer, and prior to beginning work with my new employer, our family incurred nearly $5,000 in unexpected out-of-pocket medical expenses. After leaving the former employer, rather than opting for COBRA coverage, we purchased health insurance in the private market. The unexpected medical expenses were not eligible for reimbursement from the flexible spending account that I had established at my former employer, since the expenses were incurred after coverage was terminated. Is there any way that these expenses can be eligible for reimbursement from the flexible spending account that I will establish at the new employer? Is there any way that these expenses can be tax deductible, and not be subject to the 7% income threshold?
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