PennyWise

PennyWise Bookkeeping Solutions - pennywiseusa.com
Email

info@pennywiseusa.com

For U.S. One-Person Businesses

Accounting & Tax for Solo Business Owners

Everything you need to stay IRS-compliant, file on time, and actually understand your finances — built exclusively for single-member LLCs, S-Corps, freelancers, and independent contractors.

Accounting Dashboard
Who it's for

Built exclusively for solo service businesses

If you run your business alone, bill clients for your expertise, and don't want to overpay for software built for 50-person companies — this is for you.

IT & Tech Consultants

Single-member LLCs and S-Corps billing clients for tech services.

Freelancers & Creatives

Designers, writers, marketers, and content creators paid on 1099s.

Independent Contractors

Subcontractors, project managers, and consultants across industries.

Solo Entrepreneurs

Early-stage startup founders running lean, pre-hire businesses.

How it works

Simple. On autopilot. No surprises.

We handle your books, taxes, and payroll so you can focus on your clients — not QuickBooks tutorials.

1

Sign up & onboard

Connect your accounts, meet your dedicated CPA, and get a clear picture of where your business stands.

2

We handle books

Your transactions are categorized and reviewed every month — accurate books, zero effort on your end.

3

Tax time? Done.

We file your federal and state returns (Form 1120-S, Schedule C, or 1065) on time, every year.

4

Ask us anything

Got a tax question? Our team is here all year, not just in April. Support is included in your plan.

What's included

Everything a solo business owner needs

Monthly Bookkeeping

Clean, accurate books, reconciled accounts, and clear monthly financial statements.

Tax Filing

Federal/state returns for your business, plus your personal Form 1040.

Payroll Services

S-Corp salary calculations, W-2 issuance, and payroll tax deposits done right.

CFO Advisory

Guidance on salary vs. distributions and tax-smart growth decisions.

What you'll get

$0 IRS late-filing penalties — we never miss a deadline.
100% IRS-compliant books and filings from day one.
1 day Average response time for tax questions.
All year Proactive CPA access, not just during tax season.
Pricing

One flat monthly rate. Everything included.

No surprise bills. No per-filing fees. Just straightforward pricing that makes sense for a solo business.

$199 / month
Monthly bookkeeping
Business tax return (1120-S/C)
Personal tax return (1040)
Payroll & W-2 issuance
Quarterly tax calculations
Salary vs. dist. advisory
Year-round CPA support
All tax filing fees included
Get Started Today

"Solo business owners are the most underserved group in accounting. We built this specifically so you'd have a real CPA in your corner — without the big-firm price tag."

What clients say

Loved by solo business owners across the U.S.

Freelancers, consultants, contractors, and solo entrepreneurs.

"I used to dread tax season. Now I don't think about it at all. They handle everything and I just sign when it's done."

James T. — IT Consultant, Texas

"The S-Corp salary advice alone saved me more than the entire year's subscription. Genuinely worth every dollar."

Maria S. — UX Designer, California

"Finally a service that's actually built for people like me. No complicated software, no upsells, just a CPA who gets it."

Kevin B. — Management Consultant, New York

Common Questions

Do you work with sole proprietors?

We work with sole proprietors filing Schedule C, single-member LLCs, and S-Corps. We'll even help you figure out the best structure for your situation.

What tax forms do you file?

Depending on your structure: Form 1120-S (S-Corp), Schedule C (sole prop/LLC), or Form 1065 (partnership), plus your personal Form 1040.

Can you help if I'm behind on filings?

Yes. We can get you caught up on prior-year returns and back bookkeeping, then keep you current going forward.

Do you handle quarterly estimates?

Yes. We calculate your quarterly estimated taxes (Form 1040-ES) and remind you before each IRS due date.

What if I get audited?

We've got you covered. We'll respond to IRS notices and support you through any audit of returns we've filed.

Is there a long-term contract?

No. Our service is month-to-month. You can cancel anytime, though most clients stay for the year-round value.

Ready to stop dreading tax season?

Join hundreds of solo business owners who finally have a CPA in their corner.

Get Started Today