Resources

Have questions? Looking for answers? You can find them here.

7 min read

HMO vs. PPO — Which Is Right for You?

Christopher Potter: Aug 26, 2026

The HMO vs. PPO decision hits differently when there's no HR team to walk you through it. One keeps costs low and predictable inside a tighter network....

solo business owner unpacking office equipment

10 min read

What Therapists Need to Know About the One Big Beautiful Bill: QBI, 100% Bonus Depreciation & Hiring Workers

Diane Kennedy, CPA: Aug 26, 2026

This article breaks down what the One Big Beautiful Bill means for therapists in private practice, including the now-permanent QBI deduction, the return...

Solo business owner happy about business

10 min read

Part 3: The Business-of-One Operating System: Tools You Need to Run Profitably

Diane Kennedy, CPA: Aug 24, 2026

Businesses-of-one operate on a completely different model than traditional small businesses, which means they need a different set of tools to run...

7 min read

Part 2: The $10,000 Tax Problem: Why Solopreneurs Overpay (and the S Corp Fix)

Diane Kennedy, CPA: Aug 23, 2026

Businesses-of-one face a costly blind spot: overpaying on taxes simply because of how their entity is structured. Operating as a sole proprietor or...

7 min read

Part 1: What Is a Business-of-One? The Definitive Guide for Solo Entrepreneurs, Freelancers & Independent Contractors

Diane Kennedy, CPA: Aug 22, 2026

Businesses-of-one are reshaping the American economy, with solo operators now representing the majority of U.S. small businesses. Freelancers,...

Confident solo consultant reviewing a contract payment notification

8 min read

Consulting Fees: How to Set Rates and Keep More of What You Earn

Alex Zelaya: Aug 26, 2026

Your consulting fees should reflect true costs, including self-employment tax, benefits, and overhead, not just your time. Choosing the right pricing...

5 min read

Above-the-Line Deductions (for Solopreneurs): 7 Deductions You Can't Afford to Miss

Alex Zelaya: Aug 19, 2026

Above the line deductions for solopreneurs work harder than most write-offs because they lower your adjusted gross income first, which can widen your...

5 min read

What Is a C Corp? Why Solopreneurs Should Think Twice

Alex Zelaya: Aug 19, 2026

C corporations are rarely the right fit for solopreneurs. Built for investor-backed companies, they come with double taxation and heavy compliance costs...

Consultant considering her healthcare enrollment options sitting at her laptop

7 min read

When Is Open Enrollment for Health Insurance 2026? Key Dates and What Solopreneurs Need to Know

Alex Zelaya: Aug 18, 2026

Marketplace open enrollment for 2026 coverage runs from November 1, 2025, through January 15, 2026, in most states. If you enroll by December 15, your...

A man with short dark hair wearing a brown cardigan and teal shirt talks on a phone while gesturing with one hand, sitting at a wooden desk with a laptop, notebook, glasses, and coffee mug in a bright home office decorated with plants, colorful books on dark teal shelving, and a cozy couch by the window.

8 min read

Sole Proprietorship vs S Corp: What's the Difference?

Alex Zelaya: Aug 18, 2026

Sole proprietorship vs S Corp comes down to one thing: keeping more of what you earn. As a sole proprietor, you pay self-employment tax on every dollar of...

10 min read

11 Truck Driver Tax Deductions: The Complete Guide for Solopreneurs

Lettuce: Aug 17, 2026

Truck driver tax deductions add up fast when you track them right. From per diem meals to maintenance, home office costs, and retirement contributions,...

5 min read

How to File Taxes as a Real Estate Agent: Step-by-Step Guide for 2026

Alex Zelaya: Aug 26, 2026

Learning how to file taxes as a real estate agent starts with picking the right structure, since an S-Corp can save you thousands in self-employment...

5 min read

What Is a 1099-R? Your Guide to Retirement Distributions for Solopreneurs

Alex Zelaya: Aug 15, 2026

What is a 1099-R? It's the form that reports distributions from your retirement accounts, and it's personal, not tied to your business, even if you run an...

AI Built Your Business. Now, Who Manages the Self-Employment Taxes?

6 min read

AI Built the Solopreneur Economy. Now, Who Manages Self-Employment Taxes?

Lettuce: Aug 14, 2026

AI handed one person the keys to a whole company. It didn't hand them a finance team. Here's the gap, and how to close it.

4 min read

Halfway Through 2026. Your Mid-Year Check-in with 5 Questions

Lettuce: Aug 11, 2026

A candid, low-pressure mid-year check-in for your solo business. A move or two can still scale the year. Welcome back to The Wedge, the newsletter for...

1 2 3 4 5 Next

Resources

HMO vs. PPO — Which Is Right for You?

What Therapists Need to Know About the One Big Beautiful Bill: QBI, 100% Bonus Depreciation & Hiring Workers

Part 3: The Business-of-One Operating System: Tools You Need to Run Profitably

Part 2: The $10,000 Tax Problem: Why Solopreneurs Overpay (and the S Corp Fix)

Part 1: What Is a Business-of-One? The Definitive Guide for Solo Entrepreneurs, Freelancers & Independent Contractors

Consulting Fees: How to Set Rates and Keep More of What You Earn

Above-the-Line Deductions (for Solopreneurs): 7 Deductions You Can't Afford to Miss

What Is a C Corp? Why Solopreneurs Should Think Twice

When Is Open Enrollment for Health Insurance 2026? Key Dates and What Solopreneurs Need to Know

Sole Proprietorship vs S Corp: What's the Difference?

11 Truck Driver Tax Deductions: The Complete Guide for Solopreneurs

How to File Taxes as a Real Estate Agent: Step-by-Step Guide for 2026

What Is a 1099-R? Your Guide to Retirement Distributions for Solopreneurs

AI Built the Solopreneur Economy. Now, Who Manages Self-Employment Taxes?

Halfway Through 2026. Your Mid-Year Check-in with 5 Questions

Got a tax question?

Got a tax question?