Resources

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Tax Savings & Strategies

2 min read

Are S Corps More Likely to Be Audited by the IRS?

Lettuce: Sep 11, 2025

If you're self-employed and considering switching to an S Corporation (S Corp) to save on taxes, you’ve probably heard a common fear: “Won’t that increase...

5 min read

A Solopreneur’s Guide to Deducting Business Expenses (Without Raising Red Flags at the IRS)

Kat Boogaard: Aug 25, 2025

From setting your own schedule to having the freedom to work from anywhere, there are plenty of perks of self-employment. Another big one? Tax write-offs.

6 min read

Breaking Down Solo Taxes: Types, Brackets, Fines, and Penalties

Lettuce: Sep 3, 2025

When you work for yourself you’re on the hook to calculate and pay your taxes on your own. But unfortunately how much you owe depends on how much you make...

2 min read

How the New Tax Law Impacts Solos

Lettuce: Jul 8, 2025

On July 4, 2025, a new budget reconciliation law was passed–officially known as the One Big Beautiful Bill Act–containing hundreds of changes to tax and...

4 min read

How to Avoid an Audit: The Solopreneur’s Compliance Checklist

Kat Boogaard: Jul 31, 2025

If there are any three words that every solopreneur dreads, it’s these: You’re being audited.

7 Financial Mistakes Freelancers and Solopreneurs Should Avoid

4 min read

7 Financial Mistakes Solopreneurs Make (and How to Avoid Them)

Kat Boogaard: Jul 2, 2025

There’s no such thing as a perfect solopreneur—everybody makes mistakes. But while it’s normal to mix things up now and then, financial planning is one...

3 min read

Understanding Self-Employment Tax (and How You Can Pay Less)

Kat Boogaard: Sep 9, 2025

Ask a group of solopreneurs what the most daunting aspect of self-employment is, and somebody is sure to utter this word: taxes.

5 min read

Lowering Your Tax Bill: What Every Solopreneur Should Know

Kat Boogaard: Jun 9, 2025

Let’s be real: You know you need to pay taxes on your self-employment income. But you don’t want to pay more than you have to. As long as you pay enough...

4 min read

4 (Legal and Legitimate) Ways to Stop Overpaying Your Self-Employment Taxes

Kat Boogaard: Apr 4, 2025

When you’re self-employed, so much advice focuses on paying your taxes—but fewer people talk about saving on your taxes. Yet that feels equally important....

4 min read

The Ultimate Self-Employed Tax Calendar

Kat Boogaard: Apr 4, 2025

When freelancers and solopreneurs take the leap into self-employment, tax planning isn’t high on the list of things they’re passionate about. But,...

3 min read

Tax Planning When You’re Self-Employed: How to Stay Ahead (and Stress Less)

Kat Boogaard: Apr 4, 2025

Tax planning might sound like a standalone process—something you need to grit your teeth and get through once every year or so.

4 min read

How to Maximize Your Tax Savings When You’re Self-Employed

Kat Boogaard: Sep 4, 2025

Listen, nobody wants to pay more taxes. The more money you can keep, the better—especially when you’re self-employed.

4 min read

What Are Estimated Tax Payments (and How Do You Pay Them)?

Kat Boogaard: Sep 4, 2025

Ask any solopreneur what intimidated them most about self-employment (or has kept them from pursuing self-employment altogether) and the vast majority...

4 min read

Year-End Tax Deadlines Every Self-Employed Person Needs to Know

Kat Boogaard: Sep 4, 2025

Taxes are intimidating when you’re self-employed. Your income tax isn’t automatically withheld from your paycheck like when you’re a traditional employee,...

6 min read

The Self-Employed Guide to Stress-Free Tax Time

Kat Boogaard: Sep 4, 2025

It’s time to file your taxes. Gulp. Cue the horror movie soundtrack.

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Resources

Tax Savings & Strategies

Are S Corps More Likely to Be Audited by the IRS?

A Solopreneur’s Guide to Deducting Business Expenses (Without Raising Red Flags at the IRS)

Breaking Down Solo Taxes: Types, Brackets, Fines, and Penalties

How the New Tax Law Impacts Solos

How to Avoid an Audit: The Solopreneur’s Compliance Checklist

7 Financial Mistakes Solopreneurs Make (and How to Avoid Them)

Understanding Self-Employment Tax (and How You Can Pay Less)

Lowering Your Tax Bill: What Every Solopreneur Should Know

4 (Legal and Legitimate) Ways to Stop Overpaying Your Self-Employment Taxes

The Ultimate Self-Employed Tax Calendar

Tax Planning When You’re Self-Employed: How to Stay Ahead (and Stress Less)

How to Maximize Your Tax Savings When You’re Self-Employed

What Are Estimated Tax Payments (and How Do You Pay Them)?

Year-End Tax Deadlines Every Self-Employed Person Needs to Know

The Self-Employed Guide to Stress-Free Tax Time

Got a tax question?

Got a tax question?