4 min read
How to Avoid an Audit: The Solopreneur’s Compliance Checklist
Kat Boogaard: Jul 8, 2026
If there are any three words that every solopreneur dreads, it’s these: You’re being audited.
Tax Savings & Strategies (8)
Kat Boogaard: Jul 8, 2026
4 min read
7 Financial Mistakes Solopreneurs Make (and How to Avoid Them)
Kat Boogaard: May 15, 2026
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: Jul 27, 2026
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: Jul 20, 2026
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: May 4, 2026
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: Jul 24, 2026
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: Jul 24, 2026
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: Jul 28, 2026
Listen, nobody wants to pay more taxes. The more money you can keep, the better—especially when you’re self-employed.
7 min read
What Are Estimated Tax Payments (and How Do You Pay Them)?
Kat Boogaard: Aug 12, 2026
Estimated quarterly tax payments don't have to be stressful for solopreneurs. This guide breaks down what they are, when they're due, and how to calculate...
4 min read
Year-End Tax Deadlines Every Self-Employed Person Needs to Know
Kat Boogaard: Jul 28, 2026
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: Jul 24, 2026
It’s time to file your taxes. Gulp. Cue the horror movie soundtrack.
4 min read
How a Solo 401(k) and SEP IRA Help S Corp Owners with Retirement Planning
Lettuce: Jun 10, 2026
Retirement savings are often overlooked without employer-sponsored plans because of confusing tax laws and competing financial needs. This can lead to...
4 min read
Managing Your S Corp Taxes with an Unpredictable Income
Lettuce: Mar 24, 2026
As a self-employed business owner with an S Corp, managing its taxes can feel like a juggling act, especially when your income is unpredictable. While the...
4 min read
Unlocking S Corp Tax Benefits: How to Keep More of What You Earn
Lettuce: May 13, 2026
For many self-employed individuals or solopreneurs, tax planning feels like a never-ending maze. Between deductions, credits, and countless forms, it's...
4 min read
Stop Leaving Money on the Table: Freelancers’ Guide to Deductions
Lettuce: Jul 15, 2026
As a freelancer, consultant, or solopreneur, keeping track of tax deductions often feels like a chore that gets pushed to the back burner. Maybe you toss...
