Is it better to realize the loss and buy back in at the lower price or just hold it?

I'm not a big fan of hypothetical questions. It depends on what you're trying to optimize for, i.e. taxes or total return. Most investment advisors would tell you "don't let the tax tail wag the investment dog."

There's an opportunity cost to selling with the intent to buy back in at a lower price. What if it recovers as quickly as it dropped? What if it drops further?

Time in the market generally beats timing the market. If you liked the stock at $150 and intend to hold it indefinitely, you should love it at $100 and consider buying more instead of selling.


Adding my comment to the answer:

You can't realistically assume that you're selling and buying at the same price.

Even if you did, what's the point? If you're selling/buying near instantaneously the loss will be disallowed due to the wash sale rule, which prohibits selling an investment for a loss and replacing it with the same or a "substantially identical" investment 30 days before or after the sale.

If you wait long enough, it's virtually impossible to buy back in at the same price. At a minimum, you're crossing the bid-ask spread.

Answer from 0xFEE1DEAD on Stack Exchange
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Reddit
reddit.com › r/tax › if i sold a stock for a gain then bought back 3 days later at a lower price but sell now due to the stock tanking do i pay capital gains on the original sale?
If I sold a stock for a gain then bought back 3 days later at a lower price but sell now due to the stock tanking do I pay capital gains on the original sale? : r/tax
February 27, 2025 - Wait 30 days to buy back at lower price. ... If you buy back within 30 days after selling at a loss the wash sale rule kicks in, disallowing your loss ... Very true, I was more thinking within the context of their question, but good to consider. ... Yes, a61-day period, day of sale plus 30 ...
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TurboTax
turbotax.intuit.com › tax-tips › investments-and-taxes › wash-sale-rule-what-is-it-how-does-it-work-and-more › c5ANd7xnJ
Wash Sale Rule: What Is It, How Does It Work, and More - TurboTax Tax Tips & Videos
November 1, 2025 - If you sell stock or securities for a loss, then buy back a different amount of substantially identical stock or securities within the 61-day period, you must match the shares bought with an equal number of the shares sold to apply the wash sale rule.
Discussions

I was told that I have to constantly sell my stock then reinvest it to "lock in" profits. Is this true?
This goes against everything our great overlord Buffett taught us with his buy and hold strategy. Somebody was giving me investment advice and they said that I should regularly sell my profits, then instantly buy back in to the same stock to “lock in the gains”. And I should ideally do ... More on community.trading212.com
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June 28, 2020
Selling at a gain: Buying back in and cost basis adjustment.. - Bogleheads.org
I buy stocks on a 'frequent-DCA' schedule. When the price of my desired ETF is above a certain amount, I buy $x. When the price of my desired ETF is below a certain amount, I buy $2x. ... EasyC wrote: Fri Apr 25, 2025 9:35 am Does the change in cost basis then matter at all? Yes. Tax gain harvesting is NOT a wash sale, even if you avoid a loss. So selling at $110 from a $100 buy in, making the $10, and then buying back ... More on bogleheads.org
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April 25, 2025
Probably Stupid Question: Why not sell now and rebuy when market is down?
This might be the lowest the market will ever be again, how do you know it isn’t? More on reddit.com
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November 29, 2023
Selling @ loss and buying back in a lower price
Wash sale, and if that isn't the answer you are looking for then it lowers your cost basis + you lose money due to transaction fees And obligatory wrong sub More on reddit.com
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April 5, 2025
Top answer
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Is it better to realize the loss and buy back in at the lower price or just hold it?

I'm not a big fan of hypothetical questions. It depends on what you're trying to optimize for, i.e. taxes or total return. Most investment advisors would tell you "don't let the tax tail wag the investment dog."

There's an opportunity cost to selling with the intent to buy back in at a lower price. What if it recovers as quickly as it dropped? What if it drops further?

Time in the market generally beats timing the market. If you liked the stock at $150 and intend to hold it indefinitely, you should love it at $100 and consider buying more instead of selling.


Adding my comment to the answer:

You can't realistically assume that you're selling and buying at the same price.

Even if you did, what's the point? If you're selling/buying near instantaneously the loss will be disallowed due to the wash sale rule, which prohibits selling an investment for a loss and replacing it with the same or a "substantially identical" investment 30 days before or after the sale.

If you wait long enough, it's virtually impossible to buy back in at the same price. At a minimum, you're crossing the bid-ask spread.

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If you're asking about taxes, you'd need to specify a country. If you're in the US (based on your profile), you'd have a wash sale unless you bought the shares back more than 30 days later in which case you wouldn't be allowed to deduct the capital loss. So in the US, unless you want to exit the position and stay out for more than 30 days before buying the shares back, you're better off holding the shares.

If you are willing to stay out of the position for more than 30 days, then it can be reduced to a math problem. But you'd need to make guesses about things like what the capital gains tax rate will be when you sell, what discount rate to apply to get the present value of future cash flows, etc. And if you're thinking of holding the shares until you die, potentially you'd never owe capital gains tax...

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Charles Schwab
schwab.com › learn › story › primer-on-wash-sales
Wash-Sale Rule: How It Works & What to Know | Charles Schwab
Let's say you bought 100 shares of XYZ stock for $10 per share ($1,000 of stock). One year later, the stock starts dropping, so you sell your 100 shares for $8 per share—a $200 loss. Three weeks later, XYZ is trading at $6 per share, and you decide that price is too good to pass up, so you repurchase the 100 shares for $600.
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NerdWallet
nerdwallet.com › investing › learn › selling-a-stock
How to sell stock: A 3-step guide for beginners - NerdWallet
You set a stop price and your order will execute only if your stock begins trading at or below that price. If your stop price is $38, your order will execute as a market order if the stock price falls to $38 or less.
Published   September 5, 2025
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Quora
quora.com › Is-it-a-good-strategy-to-sell-stock-when-the-price-decreases-and-then-buy-it-back-later
Is it a good strategy to sell stock when the price decreases and then buy it back later? - Quora
Answer (1 of 5): I would say, IMHO, it is not a wise decision. When you sell the stock in exchange for buying at the lower price would be a loss for you. You may never know when to time the market perfectly.
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Trading 212
community.trading212.com › 📊 investing
I was told that I have to constantly sell my stock then reinvest it to "lock in" profits. Is this true? - 📊 Investing - Trading 212 Community
June 28, 2020 - This goes against everything our great overlord Buffett taught us with his buy and hold strategy. Somebody was giving me investment advice and they said that I should regularly sell my profits, then instantly buy back in to the same stock to “lock in the gains”. And I should ideally do this forever over the lifetime of my investment instead of buying and holding.
Find elsewhere
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Kiplinger
kiplinger.com › home › taxes
The Wash Sale Rule: What It Is and How to Avoid It | Kiplinger
1 month ago - If you want to avoid the IRS disallowing your loss due to the wash sale rule, you have a few options. One choice is to hold off on repurchasing the same or very similar stock that you sold.
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Bogleheads.org
bogleheads.org › board index › us investors › investing - theory, news & general
Selling at a gain: Buying back in and cost basis adjustment.. - Bogleheads.org
April 25, 2025 - I buy stocks on a 'frequent-DCA' schedule. When the price of my desired ETF is above a certain amount, I buy $x. When the price of my desired ETF is below a certain amount, I buy $2x. ... EasyC wrote: Fri Apr 25, 2025 9:35 am Does the change in cost basis then matter at all? Yes. Tax gain harvesting is NOT a wash sale, even if you avoid a loss. So selling at $110 from a $100 buy in, making the $10, and then buying back ...
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Charles Schwab
schwab.com › learn › story › ins-and-outs-short-selling
How to Short a Stock: Short Selling Review | Charles Schwab
Short selling involves borrowing a security whose price you think is going to fall and then selling it on the open market. You then buy the same stock back later, hopefully for a lower price than you initially sold it for, return the borrowed ...
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The Motley Fool
fool.com › investing › how-to-invest › stocks › when-to-sell-stocks
When to Sell Stocks: 5 Reasons to Sell a Stock | The Motley Fool
May 14, 2025 - Every investor wants to buy low and sell high. Selling a stock just because its price fell, if the reasons you bought it still apply, is literally doing the exact opposite. Don't sell stock just to save money on taxes. While the tax strategy discussed earlier, which is known as tax loss harvesting, can reduce your taxable capital gains by incurring losses on unprofitable stock positions, it's nonetheless a bad idea to sell stocks just to lower your taxes.
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Investopedia
investopedia.com › terms › s › shortselling.asp
Short Selling: Your Step-by-Step Guide for Shorting Stocks
1 week ago - Short selling allows investors and traders to make money from a down market. Those with a bearish view can borrow shares on margin and sell them in the market, hoping to repurchase them at some point in the future at a lower ...
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Wikipedia
en.wikipedia.org › wiki › Short_(finance)
Short (finance) - Wikipedia
1 week ago - A short position can also be created through a futures, forward, or option contract, by which the short seller assumes an obligation or right to sell an asset at a future date at a price stated in the contract. If the price of the asset falls below the contract price, the short seller can buy it at the lower market value and then sell it at the higher price specified in the contract...
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Fidelity
fidelity.com › learning-center › personal-finance › wash-sales-rules-tax
Wash-Sale Rules | Avoid this tax pitfall | Fidelity
August 28, 2025 - The wash-sale rule keeps investors from selling at a loss, buying the same (or "substantially identical") investment back within a 61-day window and claiming the tax benefit. It applies to most of the investments you could hold in a typical ...
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Motilal Oswal
motilaloswal.com › home
Can You Sell and Rebuy Stocks the Same Day?
September 28, 2021 - If you think you should buy it back, as you predict it will rise even further, you may not be able to as soon as you would like. You can always sell stocks if you think you will make profits, and this happens because you had earlier purchased ...
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Internal Revenue Service
irs.gov › taxtopics › tc409
Topic no. 409, Capital gains and losses | Internal Revenue Service
1 month ago - You have a capital loss if you sell the asset for less than your adjusted basis. Losses from the sale of personal-use property, such as your home or car, aren't tax deductible. To correctly arrive at your net capital gain or loss, capital gains and losses are classified as long-term or short-term.
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Charles Schwab
schwab.com › learn › story › 4-reasons-to-sell-your-losers
4 Reasons to Sell Your Losers | Charles Schwab
That said, it can be hard to let ... purchase price. But holding on to the investment in hopes of a turnaround could erode your returns further. Taking the loss could allow you to get your portfolio back on track more quickly—and potentially offset capital gains and/or ordinary income. If you've decided to sell some losers, it's important to understand a few of the applicable tax rules before you act: Short-term capital gains are taxed at ordinary federal ...
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Bankrate
bankrate.com › investing
How To Know When To Sell A Stock For A Profit — Or A Loss | Bankrate
September 23, 2025 - If you’ve had a stock perform particularly well, you probably noticed that it accounts for a larger part of your overall portfolio than it did when you bought it. If it makes up an outsize portion of your portfolio, you might consider selling it back down to a lower weighting through portfolio rebalancing.