How To Use Your Losses To Pay Less Taxes

Legally pay less taxes using this one simple trick they don't teach you in school

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👉️ Wall Street: They Aren’t Worried About A Market Crash, And Neither Should You đźš« 

👉️ Tax Loss Harvesting: Using Your Losses To Decrease Your Taxes (Legally) đź”» 

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“Waiting helps you as an investor and a lot of people just can’t stand to wait. If you didn’t get the deferred gratification gene, you’ve got to work very hard to overcome that.”

- Charlie Munger

Wall Street isn’t worried about a stock market crash and you shouldn’t be either

The market has been rising at an astronomical rate recently, but Wall Street isn’t worried about it all coming crashing down.

Why?

Because of the SKEW index of the last 15 years (see below), which measures perceived volatility in the stock market.

The majority of investors have become even more bullish than they were before.

How does it work?

The SKEW index measures the divergence between the consensus expectation of the majority of traders and the view of a “super-bearish” minority. As the spread between these two groups widens, the SKEW index rises meaning there is less worry in the market.

Bull markets and a rising SKEW index have a positive correlation. Over the past 15 years, the correlation coefficient is 56.3% between the S&P 500’s SPX TTM return and the SKEW index.

This is good data for investors and one that puts us somewhat at ease… for now.

Do you hate taxes?

So do I.

Which is why I’m going to show you how to pay less of them. Legally.

Some of the wealthiest people in the world pay the least amount of taxes because of it.

It’s called tax loss harvesting. 

“By utilizing tax loss harvesting, you are in essence making lemonade out of lemons”.

Let’s make some lemonade shall we?

What is Tax Loss Harvesting?

Tax-loss harvesting happens when you sell an investment that has dropped below the price you bought it, also known as a “capital loss”.

It’s a strategy often used to limit the taxes an investor would pay on short-term capital gains, which are typically taxed at a higher rate than long-term capital gains.

Bear markets offer great opportunities to use this strategy.

Also, if tax loss harvesting is used properly, you will find yourself keeping more of your money as the market recovers.

There are different tax rules depending on where you live, so I won’t be diving too much into the numbers specifically.

But in any case, this is an important concept to learn because it might just save you a few dollars.

Tax loss harvesting won’t put money in your pocket (although some would argue it does) but it will lessen the impact of your losses.

Note: Tax loss harvesting can only be done in a taxable account.

Example:

Say you bought $5,000 worth of Apple stock in your taxable account.

6 months later the value of your investment has fallen to $4,000.

If you wanted to use tax-loss harvesting in this scenario, you would sell the Apple stock for a total loss of $1,000 ($5,000 - $4,000) buy a DIFFERENT stock, and claim the $1,000 loss against the other stock’s capital gains (in the event it appreciates).

Tax loss harvesting is most effective when you sell out of a position at a loss to enter another similar position that helps maintain your overall investment strategy.

There is something called a “superficial loss” that you need to be aware of as an investor using tax loss harvesting.

This rule states that when claiming a capital loss on the sale of an asset, an investor cannot buy the SAME investment within 30 days of the sale.

There’s also something called a “wash sale” which you also need to be aware of.

A “wash sale” occurs when an investor does not follow the superficial loss rule.

Here’s an example:

Let’s say you own 100 shares of Stock ABC that you paid $10,000 for.

You decide to sell all of your shares on September 1 for $6,000, which means you incurred a total loss of $4,000.

That loss is claimable.

But if you decide you want to repurchase the shares anytime between September 2 (the day after) and October 1 (30 days after) then the sale is considered a “wash sale” and you cannot use the capital losses to offset future capital gains.

This rule also applies to investors who buy the same shares 30 days before the sale. For example, if on August 2 or after that date you bought shares equal to the amount you sold on September 1 ($6,000), then that would also be considered a “wash sale”.

The above rule works on a 1:1 ratio. If you repurchased 20 shares, then it would wash out 20 shares of the taxable loss.

Fun Fact 🚨 

Some Robo-Advisors can implement tax loss harvesting for you.

You don’t even need to think or do any calculations.

The Robo-advisor will automatically provide tax loss harvesting to minimize the amount of tax you pay on future capital gains.

Note: not all brokerages offer this feature. Please check with the one you currently use if this is available.

Alex (The Dividend Dominator)
Founder and CEO of Dividend Domination Inc.
Follow me on Twitter, Instagram and LinkedIn

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