The Best Tax Breaks for the Self-Employed

The workers who forgo the yoke of traditional employment to strike it out on their own form a vibrant sector of the American economy. From ambitious entrepreneurs to cunning freelancers and everyone in between, self-employed workers say “no” to a punch-the-clock world and enjoy a great deal of freedom in their work.


However, that freedom comes at a price—namely, the onerous self-employment taxes one must pay when they aren’t a W-2 employee. When tax time comes around, the self-employed seek out relief. Fortunately, the IRS allows for deductions and strategies that can take some of the sting out of those tax rates. The best tax breaks for the self-employed allow workers to take honest deductions that won’t burn them in the long run. Here are a few to consider.

The Home Office

home office

The pandemic relegated millions of Americans to their home offices and kitchen where they acquainted themselves with webcams, broadband connectivity tests, and lagging video calls as they packed up their offices and started to work from home. Tantalized by visions of tax deductions for home offices, W-2-bound employees were chagrined to discover that this deduction was no longer available during the pandemic. Self-employed people, on the other hand, continue to enjoy deduction opportunities for home office expenses as long as they maintain dedicated square footage for exclusive and extensive work use. This deduction can help take a bite out of your utilities and mortgage.

SEP IRA

SEP IRA

If you’re self-employed but also have employees of your own, investing in your retirement and theirs can provide a significant tax break. Simplified Employee Pension plans allow employers to make contributions for themselves with matching contributions on behalf of their employees, making this an ideal plan for very small businesses. You can even establish an SEP as a sole proprietorship with no other employees at all. Unlike a 401(k) plan, contributions from an SEP go into traditional IRAs. As pre-tax contributions, they represent a sizable tax break in the short term, which can be quite useful for a small business.

Continuing Education

continuing education tax break

The road to self-improvement can prove costly when it involves the American educational system. The expenses for continuing education can be especially burdensome for self-employed workers. Luckily, the IRS allows for deductions relating to tuition and ancillary costs. Like all the best tax breaks for the self-employed, however, Uncle Sam does maintain some rigorous standards for what qualifies—the lessons you learn and the credentials you earn must pertain to your existing work.

string(3785) "The workers who forgo the yoke of traditional employment to strike it out on their own form a vibrant sector of the American economy. From ambitious entrepreneurs to cunning freelancers and everyone in between, self-employed workers say "no" to a punch-the-clock world and enjoy a great deal of freedom in their work. 


However, that freedom comes at a price—namely, the onerous self-employment taxes one must pay when they aren't a W-2 employee. When tax time comes around, the self-employed seek out relief. Fortunately, the IRS allows for deductions and strategies that can take some of the sting out of those tax rates. The best tax breaks for the self-employed allow workers to take honest deductions that won't burn them in the long run. Here are a few to consider.

The Home Office

home office

The pandemic relegated millions of Americans to their home offices and kitchen where they acquainted themselves with webcams, broadband connectivity tests, and lagging video calls as they packed up their offices and started to work from home. Tantalized by visions of tax deductions for home offices, W-2-bound employees were chagrined to discover that this deduction was no longer available during the pandemic. Self-employed people, on the other hand, continue to enjoy deduction opportunities for home office expenses as long as they maintain dedicated square footage for exclusive and extensive work use. This deduction can help take a bite out of your utilities and mortgage.

SEP IRA

SEP IRA

If you're self-employed but also have employees of your own, investing in your retirement and theirs can provide a significant tax break. Simplified Employee Pension plans allow employers to make contributions for themselves with matching contributions on behalf of their employees, making this an ideal plan for very small businesses. You can even establish an SEP as a sole proprietorship with no other employees at all. Unlike a 401(k) plan, contributions from an SEP go into traditional IRAs. As pre-tax contributions, they represent a sizable tax break in the short term, which can be quite useful for a small business.

Continuing Education

continuing education tax break

The road to self-improvement can prove costly when it involves the American educational system. The expenses for continuing education can be especially burdensome for self-employed workers. Luckily, the IRS allows for deductions relating to tuition and ancillary costs. Like all the best tax breaks for the self-employed, however, Uncle Sam does maintain some rigorous standards for what qualifies—the lessons you learn and the credentials you earn must pertain to your existing work."

MONEY JOURNAL: A Marketing Specialist Living On $75K A Year In Chicago

Chicago Theatre - Night | Photo by Pixabay

In this month’s Money Journal, Celia is organized and disciplined yet enjoys her life “to the Max” Welcome to Money Journal, a monthly Paypath series that examines how Americans really handle their finances. Our participants keep a journal of their earnings, spending, and savings (if any), then share what it’s like to live in their

How to Get Out of Your Gym Membership Without Paying a Penalty

Gym Jumping Woman - Image by StockSnap for Pixabay

Trying to cancel your gym membership can be more tiring than actually attending that kickboxing class you keep skipping. Getting out of your gym contract can be so tough that people are going to great lengths to avoid paying any penalties. After going into debt living a lifestyle she couldn’t afford, this woman forged fake

Living la Vida Frugal – Spend Less With Frugal Living

Tiny Home Image by Clay Banks_Unsplash

Everyone says the economy’s healthier than ever, but some of us still find it necessary to make that paycheck stretch…and stretch…and stretch. The better we understand our spending habits, the better we can manage them. Living frugally can benefit you in many ways. You’ll grow more self-reliant, creative, and resourceful as you learn to make

When Grown-A** Kids Won’t Leave The Nest

Family Home - Photo by Phil Hearing for Unsplash

Most parents welcome visits from their grown-up children. But what happens when the kids head back home when life gets rough and then never leave? This scenario is playing out more and more frequently as 20-something adults try to cope with – or hide from – skyrocketing costs in an increasingly expensive world. Lou Carloza

The Motherhood Penalty

Photo by Sai De Silva (Unsplash)

You Lose $20K Each Year Just For Being a Mom You may not know this, but there was a time when smoking was considered “liberated” behavior for women. There was a cigarette company Virginia Slims that was created specifically to attract female smokers during the bad old 1970s. The slogan was “You’ve come a long