How to Not Pay Taxes Legally and Protect up to $65,500 Per Year

Learn 4 effective strategies to protect up to $65,500 from taxes each year.

When I first started working, I knew about my company’s 401K and I also took advantage of a Roth IRA, but beyond that I didn’t do much else. Little did I know, the government offers many generous ways to save and invest money in a way that minimizes your tax bill.

Every year when I file my taxes, I’m reminded about how much of my income goes towards running the government. A little over 25% of my total income goes towards income taxes, social security taxes, Medicare, and other programs.

Over time, I’ve picked up several strategies that have allowed me to amass a large net worth while either paying no taxes on my gains or only paying taxes when I finally withdraw my investments.

Looking back, I wish someone had told me about all of these strategies when I first started working so I could have implemented them earlier. I wanted to share these 4 steps that I’ve learned so you too can take advantage of these strategies. If there are any others that you know, please share them in the comments.

As a note, I wrote this short guide for people who work for companies and have access to programs like a 401K. Even if you don’t work for a company, this content can still be relevant. For instance, if you work for the government, you’ll have access to a Thrift Savings Plan, which is equivalent to a 401K. Additionally, this article is for people who live and work in the United States.

Step 1: Max out your 401K As a first step, you should absolutely max out your 401K. You can contribute up to $19K/year and you should contribute the full amount. The company I work for is quite generous and they match 50% of your contributions and vesting is immediate. This serves as an incentive to max out my contribution. The earlier I max out in the year, the sooner I have access to the $9K matching. I contribute all of the money pre-tax, so I only pay taxes when I eventually withdraw the money. Amount invested: $28.5K (includes $9.5K matching) Total invested: $28.5K

Step 2: Max out your Roth IRA If you make less than $116K, you can contribute $6K directly into a Roth IRA. You pay taxes up front and you never have to pay taxes again on any of the growth. If you make more than $116K, you can contribute $6K to a traditional IRA and then convert it into a Roth IRA. It’s a backdoor way to skirt around the income restrictions allowing you to still contribute the full amount to your Roth IRA. Amount invested: $6K Total invested: $28.5K + $6K = $34.5K

Step 3: Max out your after-tax 401K and convert to a Roth-IRA Once you’ve maxed out your Roth IRA, contribute $27.5K to your 401K after-tax. Once you max this out, roll it over to your Roth IRA. This allows you to funnel another $27.5K into a Roth IRA. Once in a Roth IRA, you never have to pay taxes on any of the gains. Amount invested: $27.5K Total invested: $28.5K + $6K + $27.5K = $62K

Step 4: Max out your health savings account (HSA) Once you max out your after-tax 401K contributions, contribute $3.5K to your health savings account. This is untaxed money that you can use towards healthcare expenses. Once you’re in your 60s, you can use this for healthcare, or anything else. If you decide to use the money for non-healthcare expenses, it’s just like a traditional IRA where you pay taxes on it when you withdraw. Amount invested: $3.5K Total invested: $28.5K + $6K + $27.5K + $3.5K = $65.5K

The tax service I use and recommend: It’s free for federal income taxes. State taxes cost extra.

I based this video on an article I wrote for my blog:

One thought on “How to Not Pay Taxes Legally and Protect up to $65,500 Per Year

  1. WHAT?`
    “how much of my income goes towards running the government ”
    Your money is not used to run the government but pays for schools, highways, bridges, your beloved military, science and medical research – aid (other than health insurance or Social Security benefits) to individuals and families facing hardship. Such programs keep millions of people out of poverty each year.
    But it seems you are not willing to be part of a society?


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