Tax What If Doctor  
How to Avoid Capital Gains Taxes Still Seems to Mystify the Public
by TaxDoctor on May 14, 2025 at 6:34 pm 
When people are contemplating selling an asset like a house, an investment property, stock or a business asset, it’s usually to make a profit or to raise cash. Sometimes, a house is sold in order to buy bigger (or smaller), to move to a different town to take a new job. In the case of stocks, it might be for the taking of profits, stopping further loses, or again to raise cash.  One common thread among all of these decisions is that people generally think about them for some time before they act, as usually these are among the largest assets they have. What we see often in the tax planning world is that people sell the asset, and then
Give a Little and Get More than a Little Back!
by TaxDoctor on May 7, 2025 at 5:59 pm 
Tax Planning is a constant stream of adaptation to the new rules that the government and IRS come up with annually. One year we have a tax credit for new windows, the next year it goes away, but a new credit for heat pumps is added. The only constant is change. Occasionally, policies that are popular are extended and made permanent when the IRS has enough time and data that they can see that the tax break is having the expected effect in their budget for other government agendas. The new LIQCD (Legacy IRA Qualified Charitable Contribution) is one of those items that was added during the Secure 2.0 tax package in late 2022 that has not yet become mainstream,
Like It or Not, Taxes are Constantly Changing
by TaxDoctor on April 30, 2025 at 2:03 pm 
Tax policy and rates have always been fluid, much more so than most people realize, as they only focus on it for short periods one time a year. You also don’t see many high school or college classes on the history of taxes and tax planning, unless you’re in accounting school. Like a distant relative you see at an occasional wedding, you forget most of the prior experiences and conversations and simply repeat them as an act of convenience. It’s the lack of personal taxation understanding and the continuous ebbs and flows that allow the tax authorities to keep things the same just long enough to let people form habits, then change the tax rules to penalize the habits created.
Accountants Should Change the Category Descriptions in Bookkeeping Systems After They Learn of Tax Changes. Most Don’t.
by TaxDoctor on April 23, 2025 at 1:50 pm 
There is nothing permanent except change!  Stated by a Greek philosopher over 2500 years ago and it still stands true, especially in the tax code. Sometimes there are big changes, like those potentially coming with the expiration of TCJA, and sometimes small changes, but it’s a good bet that every year something for business owners that was deductible is not and something that was not deductible now is. It is an accountant’s job of course to keep track of all that, but the proactive communication between the accountants of the world and their clients is often lacking. A good example of this is entertainment. For a very long time entertainment was deductible for business owners while prospecting with clients. buy
Tax Planning Gem: Use a CRAT or CRUT to “Put Back” Your Stretch IRA Options for Non-spouse Beneficiaries!
by TaxDoctor on April 16, 2025 at 1:48 pm 
Current tax rules now require that the entire balance of a non-spousal participant’s inherited IRA account to be distributed or withdrawn within 10 years of the death of the original owner. The 10-year rule applies regardless of whether the participant dies before, on, or after the RMD (required minimum distribution) age at which they had to begin withdrawals. In other words, you must withdraw the inherited funds within 10 years and pay income taxes on the distributed amounts. Since the withdrawals are required, you won’t pay the 10% penalty if you’re under the age of 59½. But you must pay income taxes on the distributions, and you must eventually empty the account. Children of IRA holders, same sex partners in some