I have read everything online about this and am still confused about what is considered "chronically ill" (does a 92 yo who is nearly blind and can't walk or use toilet w/o assistance count?) and how to separate the "medical" part of the assisted living monthly cost from the rest (housing/food). Perhaps there is a tax expert out there who can weigh in as I find the whole thing very confusing. I do understand the way you would deduct it, but not if it would be advisable to do so without triggering an audit. She is self-pay and the payments require she sell securities and will see more capital gains income than in past years.
To the question of deductibility - the true driving force is the way that the expenses are categorized by the facility providing them. A licensed facility SHOULD be able to break down for you how the charges are categorized for IRS guidelines (health/medical vs Activities of Daily Living and therefore not deductible). That will be your STARTING point. Example: You get a breakdown of the $1000 spent that is $700 medical and $300 non-medical. Now the fun begins.
Health and medical expenses are Schedule A deductions. That means that they must be itemized and that they are subject to a reduction before you can use expenses to reduce income. Congress passed a special tax rule that will expire December 31, 2016. If a person or their spouse turned 65 during the tax year, the medical expenses threshold was 7.5% instead of 10%. The threshold remained at 7.5% of AGI for those taxpayers until Dec. 31. What that means in non-CPA, is that the $700 of medical expenses had to be reduced by 7.5% or $52.50. Only $647.50 of the medical expenses could be used to reduce expenses for the tax year - so $1000 from facility becomes $647.50 in Schedule A itemized deductions. If tax law changes as has been discussed, or the exemption is not renewed, you may see 10% threshold ($700 becomes $630 deductible on Sch A) or no deduction at all...Schedule A deductions must exceed the standard deduction to be worth itemizing (most people in facility will easily exceed it). But you are not reducing the capital gains on a 1:1 basis. And capital gains taxes are on the block for changes in the tax law. So please seek professional advice. If your mother has enough to sell securities to fund care, she has enough for you to hire financial professional that will help you make sure that you minimize her tax burden and keep her Medicaid compliant. Please take care of you, too.
I think what you're also thinking is that the cap gains will raise her taxable income, and ensuring you take all qualified medical deductions may help offset that. I've been thinking the same thing myself in terms of private care.
One thing to check is whether or not your mother's investments yield qualified dividends, which are taxable at different rates than nonqualified dividends. GSA can probably explain this better.
I'm able to offset the cap gains by the qualified dividends, so income otherwise taxable from IRA distributions and cap gains are in fact not taxable.