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Kat Boogaard

Kat has operated a successful solo business as a freelance writer for more than a decade, writing content for a variety of brands and publications. She's experienced many of the trials and tribulations of solopreneurship firsthand and is passionate about offering practical, tactical advice that makes self-employment feel more dreamy (and less daunting).

Solo Business Tax Management

3 min read

Choosing the Right Tax Approach for Your Solo Business: DIY or Automation?

While it’s certainly not the most dreamy part of running a solo business, tax management is an important and necessary aspect of self-employment.

S Corps

4 min read

Why Smart Sole Proprietors Are Switching to S Corps in 2025

There’s a lot to keep track of as a small business owner—which means a few small things will likely fall through the cracks every now and then.

AI in Finance

4 min read

Your (Simple and Straightforward) Guide to Using AI for Your Solo Business Finances

Utter the terms “AI in finance” or “fintech” to a group of freelancers and solopreneurs, and most people’s eyes are going to glaze over. It all feels...

Self-Employed Guide

4 min read

S Corps Made Simple: Your Step-by-Step Guide to Your First 90 Days

From tax savings to protecting personal assets, an S Corp offers plenty of advantages for solopreneurs. However, this business entity does come with a...

Business Entity 101

5 min read

Sole Proprietor, LLC, or S Corp? Here’s How to Make Your Choice

Whether you’re just starting your solo business or looking to improve your operations (and save some money), at some point you’re going to need to think...

Business Expense Deductions

5 min read

Lowering Your Tax Bill: What Every Solopreneur Should Know

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...

Lower Your Taxable Income

4 min read

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

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....

Self-Employed Tax Deadlines

4 min read

The Ultimate Self-Employed Tax Calendar

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,...

The Self-Employed Guide

3 min read

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

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

Maximize Your Tax Savings

4 min read

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

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

Estimated Tax Payments

4 min read

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

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

Year-End Tax Deadlines

4 min read

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

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,...

Stress-Free Tax Time

6 min read

The Self-Employed Guide to Stress-Free Tax Time

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

The Freelancer’s Guide

5 min read

5 Tips to Keep Your Business Finances In Check

It’s tax time—and after months spent ignoring your business receipts and bank statements, you know it’s time to get organized. It’s not long before you’re...

Business Bank Accounts

4 min read

Self-Employed? Here's Why You (Really) Need a Separate Bank Account for Your Business

As someone who’s self-employed, you’ve probably heard a few (or many) times how important it is to separate your business finances from your personal ones.

Got a tax question?

Got a tax question? 

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