The Best Tax Prep Software for One-Person Businesses

Tax season doesn’t have to be overwhelming for solopreneurs. This guide compares top tax prep tools—TurboTax, H&R Block, TaxAct, and TaxSlayer—and shows how Cashflowy keeps your finances organized all year, so filing becomes quick, accurate, and stress-free.

Aug 28, 2025

Heidi DeCoux

Heidi DeCoux

Heidi DeCoux is the founder of Cashflowy, an AI-powered bookkeeping platform, and has worked with thousands of self-employed professionals to simplify finances and improve profitability.

Navigating taxes as a solopreneur can be overwhelming. Between tracking expenses, finding deductions, and filing the right forms, it’s easy to feel buried under paperwork. That’s why tax prep software for one-person businesses exists: to simplify the process, ensure accuracy, and save you both time and money.

The right tool can help you maximize deductions, reduce stress at tax time, and free you up to focus on running and growing your business.

This guide compares the top tax prep software options, highlighting their strengths, weaknesses, and best fits for different types of self-employed.

TurboTax

TurboTax is the most recognizable name in tax prep. Its guided, interview-style interface simplifies even complex filings, making it especially popular with first-time solopreneurs. While premium-priced, it offers the most polished experience and robust support options.

Key Features

  • Guided interview Q&A process.

  • On-demand CPA/expert help (add-on).

  • One-on-one audit support with premium plans.

Pros

  • Best-in-class ease of use.

  • Extensive support options.

  • Friendly, step-by-step Q&A system.

Cons

  • Highest cost among competitors.

  • Frequent upselling.

Best For
Solopreneurs who want maximum guidance and are willing to pay for a premium experience.

H&R Block

H&R Block combines solid online software with the unique advantage of in-person support through its nationwide offices. It’s a strong middle-ground choice that balances affordability, features, and professional help.

Key Features

  • Hybrid support (online, chat, phone, in-person).

  • Maximum Refund & Accuracy Guarantees.

  • Mobile document upload via app.

  • Bundled business + personal filing.

Pros

  • In-person help available.

  • Strong guarantees.

  • Balanced pricing.

Cons

  • Less polished user interface.

  • Add-on upselling.

Best For
Solopreneurs who want flexibility: file online, but have the safety net of visiting a local office if needed.

TaxAct

TaxAct is the no-frills, affordable competitor to TurboTax and H&R Block. Its transparent pricing and strong accuracy guarantees make it ideal for solopreneurs who want reliability without overpaying.

Key Features

  • Transparent pricing structure.

  • $100,000 Accuracy Guarantee.

  • Supports all IRS forms and schedules.

  • Mobile-friendly site for filing on the go.

Pros

  • Great value.

  • Straightforward interface.

  • Strong accuracy guarantee.

Cons

  • Limited support compared to premium options.

  • Less intuitive guidance for beginners.

Best For
Budget-conscious solopreneurs who want accuracy and reliability without premium pricing.

TaxSlayer

TaxSlayer offers one of the cheapest and fastest filing experiences. It’s geared toward confident filers who know their way around taxes and don’t need step-by-step handholding.

Key Features

  • Transparent, low-cost pricing.

  • All plans cover all forms.

  • Audit assistance with self-employed plan.

  • Fast and efficient filing experience.

Pros

  • Very affordable.

  • No constant upsells.

  • Quick filing process.

Cons

  • Minimal guidance for beginners.

  • Fewer support options.

Best For
Self-employed solopreneurs who want speed and savings.

Comparison Table

How to Make Tax Season Easier 

No tax prep software, no matter how good... can save you from a year’s worth of messy spreadsheets, missing receipts, and guesswork. That’s where most self-employed go wrong. The stress doesn’t come from filing; it comes from not being organized before you file.

That’s exactly where Cashflowy changes the game.

Instead of scrambling in March or April, Cashflowy keeps your finances organized all year long. Every invoice, every expense, and every payment is automatically tracked and categorized. When tax season rolls around, you’re not piecing things together, you’re downloading a clean, tax-ready report in seconds.

From there, filing is effortless: just upload your Cashflowy reports into TurboTax, H&R Block, TaxAct, or TaxSlayer, and you’re done. No panic. No late nights. No missed deductions.

Here’s how Cashflowy makes tax season easier (and better):

  • Download-and-go reports — instant Profit & Loss, Balance Sheet, and categorized expenses.

  • Maximize deductions automatically — never miss write-offs for mileage, software, or supplies.

  • Track overdue invoices — know what’s unpaid before you file, so your income records are accurate.

  • AI-powered bookkeeping — every transaction is sorted automatically, saving hours of manual work.

In short: With Cashflowy, tax prep tools stop being stressful—they’re just the final step. Your books are already clean, organized, and ready to file.

Why make tax season harder than it has to be? Try Cashflowy free today and experience your easiest tax year ever.

FAQs About Solopreneur Tax Prep Software

Q: What’s the best tax prep software for solopreneurs?
It depends on your needs. TurboTax is great for beginners who want step-by-step help, H&R Block offers online filing plus in-person support, TaxAct is affordable and accurate, and TaxSlayer is best for confident filers who want speed. However, all of these tools work best when paired with Cashflowy, which keeps your books organized year-round so filing takes minutes, not hours.

Q: Do solopreneurs really need tax prep software?
Yes. Tax prep software for solopreneurs simplifies filing, maximizes deductions, and ensures IRS accuracy. Without it, you risk costly errors and missed write-offs. But remember—software alone doesn’t organize your finances. That’s where Cashflowy comes in: it prepares clean, tax-ready reports so filing is effortless.

Q: What’s the easiest tax software for solopreneurs?
TurboTax Self-Employed is one of the easiest, thanks to its guided Q&A. But if you want tax season to be truly stress-free, pair it with Cashflowy. Cashflowy automatically tracks expenses, categorizes transactions, and creates tax-ready reports—so you spend less time entering data and more time filing.

Q: Can tax prep software replace a bookkeeper for solopreneurs?
Not fully. Tax prep tools help you file, but they don’t manage your finances during the year. Cashflowy bridges that gap by automating bookkeeping, tracking income and expenses, and creating reports—eliminating much of the need for a bookkeeper.

Q: What’s the difference between tax prep software and bookkeeping software?
Tax prep software is designed to help you file taxes (forms, deductions, compliance). Bookkeeping software, like Cashflowy, helps you stay organized throughout the year by tracking income, expenses, and overdue invoices. The best approach is to use both: bookkeeping to prepare, tax prep to file.

Q: How can solopreneurs make tax season easier?
The key is organization before filing. With Cashflowy, you can track your finances in real time, generate Profit & Loss statements, and download categorized expense reports. Then, upload those reports into TurboTax, H&R Block, TaxAct, or TaxSlayer for a fast, stress-free tax season.