This question is about filing quarterly estimated taxes. My wife and I are both retired, age 63, and we have never filed estimated taxes. We are not receiving social security yet, and we mainly live off of earnings and withdrawals from bank accounts. Our total taxes owed each year is under $1000, which is why we never have to worry about estimated taxes. We pay our taxes for the year when we file our return each year in April.
I have been presented with the opportunity to do some short-term consulting at my former company, which will earn me around $10,000 over the next couple of months. This would be 1099 income as a contractor, so there would be no opportunity for withholding taxes. As a result of this short-term income, our taxes owed next April will be well over $1000 and probably more like $2500 for tax year 2014.
What can we do now to avoid a penalty when we file in April? If we start paying quarterly estimated taxes now, will the IRS have a problem since we did not file such taxes earlier in the year when our expectation was that we would owe less than $1000? And since this is a one-time situation that will doubtless not be repeated, if we start paying quarterly estimated taxes now, will we always have to pay them?