Resources

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Solo business owner holding bike

5 min read

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

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

Happy solo business owner

5 min read

What Is a C Corp? Why Solopreneurs Should Think Twice

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

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?

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...

truck driver standing by their truck

10 min read

11 Truck Driver Tax Deductions: The Complete Guide for Solopreneurs

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

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

5 min read

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

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

5 min read

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

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?

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

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...

Freelancer woman in her early 40s seated in a parked car, looking at her phone with a confident soft smile while parked outside a client's modern office; warm natural daylight and shallow depth of field keep focus on her and the car interior.

8 min read

IRS Mileage Rate 2026: Everything Freelancers And Self-Employed Workers Need To Know

The 2026 IRS mileage rate is now 72.5 cents per mile, and for freelancers and self-employed workers, that adds up to real tax savings. This guide covers...

Confident solo business owner working on a laptop in a bright coffee shop corner, surrounded by organized paperwork and a cup of coffee, displaying a calm, focused expression. Shot with shallow depth of field and soft natural backlit rim light to emphasize the subject and cozy workspace.

4 min read

S Corp Vs C Corp for Solopreneurs: Stop Overcomplicating Your Business

Choosing between an S Corp vs C Corp comes down to how your business is built and where it's headed. For solopreneurs, the S Corp structure typically wins...

1099 Taxes for Real Estate Agents Fix Cash Flow First

6 min read

1099 Taxes For Real Estate Agents: When An S Corp Helps

1099 taxes for real estate agents work better as a system, not a scramble. This article shows you how to set aside and pay taxes as each commission check...

Discover how a real estate agent's salary really works. Learn what solo agents earn after commissions, expenses, and taxes. Get tips to keep more. Try Lettuce.

3 min read

Real Estate Agent Salary: The Complete Guide For Solo Professionals

Real estate agent salary numbers can be deceiving. What you actually take home depends on your sales volume, commission rate, brokerage split, expenses,...

Real Estate Agent Taxes: The Ultimate Guide

9 min read

Real Estate Agent Taxes: The Ultimate Guide

Real estate agent taxes get easier when you stop treating deductions as the whole game. This guide covers the full picture: your tax status, the quarterly...

What is Schedule C? Discover how solo business owners and freelancers use Schedule C to maximize deductions and simplify tax filing. Learn more now!

5 min read

What Is Schedule C? The Solo Business Owner's Guide To Smarter Tax Filing

What is Schedule C? It's the IRS form freelancers, consultants, and solopreneurs use to report income and expenses each tax season. Getting it right means...

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