Is it better to sell winning or losing stocks?

Asked by: Prof. Orrin Walter PhD  |  Last update: May 5, 2026
Score: 5/5 (66 votes)

There's an adage among traders: Let your winners run. If you don't want to sell your winners prematurely, it might make more sense to generate the necessary income by selling your losers—which may allow you to offset up to $3,000 a year in ordinary income in the process.

Is it better to sell losses or gains?

If you need liquid funds for some reason, selling an underperforming stock and using the loss to offset gains and reduce taxes can be a better strategy than selling well-performing stock and having to pay more taxes on those gains.

What is the 7% rule in stocks?

The 7% rule is a straightforward guideline for cutting losses in stock trading. It suggests that investors should exit a position if the stock price falls 7% below the purchase price.

When should you sell a winning stock?

Though contrary to human nature, the best time to sell a stock is on the way up, while it's still advancing and looking strong.

Is there a tax benefit to selling stock at a loss?

You can deduct your loss against capital gains. Any taxable capital gain – an investment gain – realized in that tax year can be offset with a capital loss from that year or one carried forward from a prior year. If your losses exceed your gains, you have a net loss. Your net losses offset ordinary income.

How To Sell Stocks: When To Take Profits | Learn How To Invest: IBD

22 related questions found

How to sell stock without paying capital gains?

7 ways to avoid capital gains tax on stocks for any investor
  1. Donate stock to charity.
  2. Hold stock shares for more than one year.
  3. Invest in retirement accounts.
  4. Pass it on in your estate plans.
  5. Sell stocks when you're in a lower tax bracket.
  6. Offset your capital gains with losses (aka tax-loss harvesting).

What is the 30 day rule in stock trading?

Under the wash sale rule, your loss is disallowed for tax purposes if you sell stock or other securities at a loss and then buy substantially identical stock or securities within 30 days before or 30 days after the sale.

What are three signs you should sell a stock?

Here's a rundown of five scenarios that can justify selling a stock:
  • Your investment thesis has changed. ...
  • The company is being acquired. ...
  • You need the money or soon will. ...
  • You need to rebalance your portfolio. ...
  • You identify opportunities to better invest your money elsewhere.

What is the 3 5 7 rule in stocks?

What is the 3 5 7 Rule? The 3 5 7 rule works on a simple principle: never risk more than 3% of your trading capital on any single trade; limit your overall exposure to 5% of your capital on all open trades combined; and ensure your winning trades are at least 7% more profitable than your losing trades.

What is the best way to take profits from stocks?

O'Neil says, "The secret is to hop off the elevator on one of the floors on the way up and not ride it back down again." So after a significant advance of 20% to 25%, sell into strength. When you sell like this, you won't be caught in heart-rending 20% to 40% corrections that can hit market leaders.

What is the 90% rule in stocks?

The Rule of 90 is a grim statistic that serves as a sobering reminder of the difficulty of trading. According to this rule, 90% of novice traders will experience significant losses within their first 90 days of trading, ultimately wiping out 90% of their initial capital.

Should I sell my stocks now in a recession?

As long as you have sufficient time and money—whether from wages, retirement income, or cash reserves—it's important to stay the course so you can potentially benefit from the eventual recovery. That said, it generally makes sense to sell some investments and buy others as part of your regular portfolio maintenance.

What is the 20% rule in stocks?

The “20% rule,” as it is commonly known, requires Nasdaq and NYSE-listed companies in certain situations to receive shareholder approval before they can issue 20% or more of their outstanding common stock or voting power in a private offering, such as a PIPE (private investment in public equity).

When to exit a stock?

You should be looking to exit a stock trade when a price trend breaks down. This is supported by technical analysis and emphasises that investors should exit regardless of the value of the trade. It is recommended that you go back to the initial reasons for entering the trade.

How to recover from a big loss in the stock market?

How to recover from stock market loss?
  1. Acknowledge the loss and keep your calm. The first step to recovery is to accept it. ...
  2. Analyse what went wrong. Once your mind calms down, analyse what went wrong. ...
  3. Revisit your plan. ...
  4. Learn from your mistakes. ...
  5. Start with small trades. ...
  6. Stay informed. ...
  7. Have a positive mindset.

What is the 11am rule in stocks?

The "11 am rule" refers to a guideline often followed by day traders, suggesting that they should avoid making significant trades during the first hour of trading, particularly until after 11 am Eastern Time.

What is the golden rule of stock?

2.1 First Golden Rule: 'Buy what's worth owning forever'

This rule tells you that when you are selecting which stock to buy, you should think as if you will co-own the company forever.

What is No 1 rule of trading?

Rule 1: Always Use a Trading Plan

A decent trading plan will assist you with avoiding making passionate decisions without giving it much thought. The advantages of a trading plan include Easier trading: all the planning has been done forthright, so you can trade according to your pre-set boundaries.

At what age should you get out of the stock market?

The reality is that stocks do have market risk, but even those of you close to retirement or retired should stay invested in stocks to some degree in order to benefit from the upside over time. If you're 65, you could have two decades or more of living ahead of you and you'll want that potential boost.

Is it worth buying 10 shares of a stock?

The number of shares you should buy depends on the price of the stock and how much money you are willing to invest. For example, if a stock is worth $10 and you have a $10,000 portfolio, a good number of shares would be between 20 to 100 depending on your risk tolerance.

What are signs that a stock will go up?

Generally, you want to see up weeks in higher volume and down weeks in lower trade. Also look for churn, or heavy volume with little change in stock price. This type of action can signal a change in direction for stocks, either up or down.

Why 25k for day trading?

Why Do I Have to Maintain Minimum Equity of $25,000? Day trading can be extremely risky—both for the day trader and for the brokerage firm that clears the day trader's transactions. Even if you end the day with no open positions, the trades you made while day trading most likely have not yet settled.

Can I rebuy a stock after selling?

Is It OK to Have Wash Sales? It isn't illegal to buy a substantially similar security 30 days before or after selling one, but you're not allowed to deduct any losses incurred from the sale and purchase to offset your taxable income.

What is the 10 minute rule in trading?

Some traders consider placing a stop under the lowest price reached in the first 10 minutes. A stop order is an order to buy or sell a stock at the market price once the stock has traded at or through a specified price (the "stop price").