How to rebalance portfolio without paying taxes?
You can rebalance by redirecting new contributions, adjusting dividend reinvestments, or reallocating within tax-advantaged accounts. These methods could help you keep your portfolio aligned with your goals while avoiding the costs and tax consequences of selling investments.
Since a 401(k) is a tax-deferred account, you pay taxes on your withdrawals in retirement. The investments will grow tax-deferred. This means you can rebalance your 401(k) portfolio without triggering taxes. You will only incur taxes when you withdraw your money.
Contribute Concentrated Stock to an Exchange Fund
To meet tax deferral requirements, investors usually need to remain invested in the fund for at least seven years. After this period, they can redeem their units and receive a diversified basket of 25–30 stocks, maintaining the original cost basis of their contribution.
While portfolio rebalancing is a free strategy, you may incur transaction costs and applicable taxes when you redeem certain investments or purchase certain assets.
For instance, you can move stocks and other securities held in one IRA to another IRA or from one taxable account to another taxable account. Because you're not buying or selling the assets—just transferring—there are typically no tax consequences.
Rebalance in tax-advantaged accounts
Because rebalancing can involve selling assets, it often results in a tax burden—but only if it's done within a taxable account. Selling these assets within a tax-advantaged account instead won't have any tax impact.
You must deposit the check into a new retirement account within 60 days to avoid it being classified as a taxable distribution, subject to mandatory 20% withholding. (Note that you don't have to roll over if you don't want to. If your employer allows it, you can simply leave your money in the account.)
Hold the shares inside an IRA, a 401(k) or other tax-advantaged account. Dividends and capital gains on stock held inside a traditional IRA are tax-deferred (and tax-free if you have a Roth IRA). Dividends and capital gains on stocks in a regular brokerage account typically aren't.
You can defer capital gains taxes through a like-kind or 1031 exchange, where you sell your investment property and use the proceeds to acquire a similar property. You have 45 days to identify potential properties and 180 days to complete the exchange.
Current tax law does not allow you to take a capital gains tax break based on your age. In the past, the IRS granted people over the age of 55 a tax exemption for home sales, though this exclusion was eliminated in 1997 in favor of the expanded exemption for all homeowners.
What are the downsides of rebalancing?
1 When you rebalance and sell some stocks, you'll reduce your portfolio's return. But bear in mind that stocks are riskier than bonds, so as the percentage of stocks in your portfolio grows, so does your risk. Rebalancing is usually a tradeoff between greater return and lower risk.
5% or 10% are popular thresholds, meaning you'd rebalance whenever an asset's total allocation rises or falls by 5-10%. If you're more relaxed with your portfolio, you can use the 5/25 rule. This means that if an asset class makes up 20% or more of your portfolio, you'll adjust it if it changes by 5%.

Many investment professionals recommend rebalancing a portfolio regularly, typically every six to 12 months. If you're working with an investment professional they can provide suggestions on how best to rebalance your portfolio to continue to meet your financial goals.
- Donate stock to charity.
- Hold stock shares for more than one year.
- Invest in retirement accounts.
- Pass it on in your estate plans.
- Sell stocks when you're in a lower tax bracket.
- Offset your capital gains with losses (aka tax-loss harvesting).
An easy and impactful way to reduce your capital gains taxes is to use tax-advantaged accounts. Retirement accounts such as 401(k) plans, and individual retirement accounts offer tax-deferred investment. You don't pay income or capital gains taxes on assets while they remain in the account.
As long as certain conditions are met (like holding at least 20% of the fund in qualifying illiquid assets), no taxes are triggered when stocks are contributed to an exchange fund. Stocks are merely swapped for ownership in the fund, and each investor's cost basis remains the same.
If you quality, an exchange fund lets you swap your concentrated shares in one security for the equivalent value of shares in a diversified fund. Because this is not a taxable transaction for US federal income tax purposes, you can potentially defer capital gains taxes until you sell the fund shares down the road.
One of the simplest ways to rebalance without selling is to redirect your new contributions to the underweighted asset classes. For example, if your portfolio is too heavily weighted in stocks, you can direct new contributions to bonds or other asset classes until your portfolio reaches the desired balance.
Rebalancing a portfolio is typically handled in-kind with transactions and generally not taxable for the ETF and its shareholders. If the ETF must sell securities no longer in the index and buy additional securities, though, this may be a cash transaction and a taxable event for the ETF.
Most of the time, if you withdraw cash from your 401(k) before age 59 ½, you must pay a 10% penalty in addition to your regular income tax. However, in some circumstances, you can withdraw your savings without penalty at age 55 or older.
Why am I being taxed twice on a 401k withdrawal?
Do you pay taxes twice on 401(k) withdrawals? We see this question on occasion and understand why it may seem this way. But, no, you don't pay income tax twice on 401(k) withdrawals. With the 20% withholding on your distribution, you're essentially paying part of your taxes upfront.
Under the terms of this rule, you can withdraw funds from your current job's 401(k) or 403(b) plan with no 10% tax penalty if you leave that job in or after the year you turn 55. (Qualified public safety workers can start even earlier, at 50.)
Here's how it works: Taxpayers can claim a full capital gains tax exemption for their principal place of residence (PPOR). They also can claim this exemption for up to six years if they move out of their PPOR and then rent it out.
The so-called 'Mayfair loophole' is part of the capital gains system and was agreed by the last Labour Government. It allows private equity firms to treat their profits as capital gains when there is capital at risk.
If you own a stock where the company has declared bankruptcy and the stock has become worthless, you can generally deduct the full amount of your loss on that stock — up to annual IRS limits with the ability to carry excess losses forward to future years.