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Taxes Shouldn't Be the Thing That Stops Solopreneurs

Taxes Shouldn't Be the Thing That Stops Solopreneurs

For many Solopreneurs, tax season is when everything feels the hardest. Not because they’re doing anything wrong. Not because they aren’t responsible. But because the system was never built for how they actually work.

You can be great at your job — driving, cleaning, landscaping, repairing, delivering — and still feel completely lost when tax season comes around.

It is the moment when a year’s worth of administrative work (or lack thereof) either pays off or wreaks havoc on your professional life.

Either way – it shouldn’t be this hard. With Solo – we make it easy.

The Anxiety Starts Long Before Tax Day

For Solopreneurs, tax stress doesn’t show up once a year. It’s unfortunately always lingering. And it’s not just a worry about whether they’re paying enough in taxes, but also what they may be missing out on.

  • What counts as a writeoff?
  • Did I keep all my receipts?
  • Did I keep my mileage tracking on? Is it IRS Compliant?
  • How much am I potentially leaving on the table?

One of the greatest benefits of being in business for yourself is that you can deduct your work related expenses from your taxable income. In the case of many mobile Solopreneurs, you can deduct 72.5 cents for every mile your car is used for work purposes. That alone can eliminate a large part of your tax bill. Further, as a Solopreneur, you should be tracking and deducting:

  • Equipment, Software & Supplies: Tools, software subscriptions (like Solo), and supplies.
  • Health Insurance: Premiums for yourself, spouse, and dependents if you are not eligible for an employer plan.
  • Business Expenses: Advertising (web hosting, business cards), marketing, bank fees, and professional liability insurance.
  • Education & Fees: Courses, certifications, and professional organization dues.
  • Retirement Contributions: Contributions to SEP-IRA, SIMPLE IRA, or Solo 401(k).
  • Meals: 50% of business-related meals.

There aren’t many tools that make this easy to do in one place.

Why We Automated the Back Office of the Business of One

At Solo, we know that the best way to make tax time a breeze is by doing the mundane administrative work everyday of the year. However, that shouldn’t be you up late after a long shift tallying expenses.

That’s why we built our AI powered, Business in a Box solution that is constantly doing the little administrative work behind the scenes – allowing you to focus on earning the most money with your time.

The Solo app is designed to give Solopreneurs a real business foundation — not just in name, but in their everyday life. One place where your work, income, and financial setup are aligned from the start.

When your business is set up correctly:

  • Income from all of your jobs is automatically tracked and organized – helping you make the most of your time
  • Work mileage is tallied in the background and allocated to your jobs without you having to press a button
  • Expenses are seamlessly classified with every swipe of the Hustle Card
  • Tax Estimates are updated with every action – allowing Solopreneurs to plan ahead

All these little actions add up to make tax time easy.

Filing, Without Leaving Solo

Even with the right setup, filing taxes is still intimidating — especially if you have to export data, switch apps, or start from scratch every year.

That’s why we’re working with April Tax.

Through this partnership, Solopreneurs can now file their taxes directly in the Solo app — using the information they already tracked, without re-entering everything or guessing along the way.

All those dollars, decisions and miles from the past year are neatly organized to make tax time not only simple, but accurate.

This Is What We Mean by Support

When we talk about making 2026 the Year of the Solopreneur, this is exactly what we mean. Tools to earn more. Tools to keep more.  Tools to stress less. Solopreneurs already do the hard work – we’re excited to make life a little easier.

If this resonates, stick with us. We’re building this step by step — with Solopreneurs at the center.

Bryce Bennett
Founder & CEO, Solo

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