Taxing unrealized gains will be extremely complex, and given that they aren't allowing us to deduct unrealized losses its a pretty shitty setup for the taxpayer.
We need to drastically simplify our tax code rather than further increase its complexity.
And there lies the loophole. These loans are often structured as some kind of business expense that can be paid from pre-tax income.
So, ultra rich people get to double dip here. No taxes on selling stocks for money, as there's a loan, plus no taxes on the income for paying it off.
Also if you sell stocks you always pay tax on the capital gains regardless if there is a loan or not.
We have gone 'after it' again and again, making the system more and more complex. So much that you can now out-lawyer the IRS if you have enough money. There is no 'personal' expense, everything is somehow a business need. There is no simple solution to this really. Whatever you do to hurt ten billionaires, the ten million small business owners will face the brunt of it.
>Also if you sell stocks you always pay tax on the capital gains regardless if there is a loan or not.
That is the point, you don't sell stocks that makes you a billionaire. Instead, you find more and more creative ways to leverage that stock for loans, for deals, for power/control, etc etc. Also see cross collaterals where the same asset is used for multiple purposes at the same time!