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In any event, i believe you would have to pay captal gains taxes. Do you have an eldercare attorney working with you?
I believe that would be the best investment right now. Your husband may need to apply for Medicaid at somepoint and you dont want this illness to impoverish you.
Whether you would owe cap gains on withdrawals depends on various factors beyond the federal tax allowance for medical expenses.
1. When did you purchase the stocks? Do you know what your basis is? This is the time to (a) contact the management of the stocks (brokerage, mutual fund, etc.). and (b) ask if they calculate basis routinely. Vanguard does.
Determining your "basis" is the first step in determining whether or not you'll have gains to consider.
Then you need to estimate how much gain there would be between the basis and the market price per share on the day the stocks are sold. Since you haven't done that yet, as a sample, find the closing price (online at the stock or mutual fund holder's website) and calculate what your gain would be if you sold today.
You can also use the closing price to estimate how much you'd need to withdraw, and see how much gain you might have.
If you bought the stock in the last few years, the cap gains would be much smaller than if you bought them 10, 20 or 30 years ago.
This is really the first issue to address in considering whether or not you'd have to pay capital gains tax on any withdrawals.
2. If you do your own taxes, and keep any kind of running estimate on them for this year, and if you have fixed income, you can guesstimate how much you might owe in cap gains.
At one point, I did this with an Excel spreadsheet. Income was input regularly - SS monthly, dividends quarterly, semi-annually and annually. Deductions were input whenever I could get the time. The old Excel version I used allowed linking of sheets, so that whenever I entered a dividend, it automatically updated the Schedule B and the 1040 I also set up in the program.
So, I could at a glance get a good idea what the tax obligations were at that time.
3. Do an estimate by either roughing out a proposed 2016 tax (it can't be exact because you don't have all the figures or the 2016 forms) to find out if you're even close to having to pay tax on the gains.
4. Then do an estimate of what the medical deductions might be if you do use a facility for care.
5. It sounds complicated, and it can be. The reason why I went into detail is to address the sometimes convoluted steps you'd take if you spend time doing this on your own, so you can make the determination whether you want to do the estimates or get advice from a tax advisor or CPA.
6. I know nothing about calculating gains on bonds - I assume you mean commercial bonds and not savings bonds. So I'll leave that area to someone more knowledgeable.
It sounds as though you have a lot on your plate now and don't have much time for reading IRS pubs and contacting your broker or fund holder.
So if you have a tax advisor who does your taxes, I would use that route so you can make a decision without having to do a lot of calculations, and also you can be hopefully be free from the anxiety of addressing a whopping capital gains tax at the end of 2016.
On another note, I wish you and your husband peace of mind and body as you continue this unpleasant journey. I hope you're both getting some respite and help with the challenges that end of life brings.
And sometimes it's hard to explain those kinds of issues in a way that everyone can understand; I've thought about that but haven't found a solution to better explain those issues.
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