Calloway Hart CPAs

Certified public accountants in Roscoe Village, Chicago

Bring the pile. Leave with a plan.

Taxes, bookkeeping and planning for Chicago families, freelancers and small businesses. Flat fees in writing, a secure portal, and a CPA who still answers in August.

Schedule a free consultation

Call or text (312) 555-0147

4.9 from 230 reviews

Licensed CPAs

Since 2008

Individual returns from $350, flat

Who we work with

Families

Freelancers

Landlords

Restaurants and bars

General contractors

Salons and barbers

Design agencies

Physicians' practices

Real estate agents

Food trucks

Nonprofits

How it works

From the pile to filed.

01 / 04

Upload the pile

W-2s, 1099s, receipts and last year's return go into your secure portal, from your phone or your desk. Never by email.

02 / 04

A CPA sorts it

The same CPA as last year reads all of it, sends one list of what's missing, and quotes a flat fee in writing.

03 / 04

Review, then e-sign

A 20-minute call, on video or at our office, to walk through the return line by line. Then you sign in the portal.

04 / 04

Filed, with a plan

We e-file, tell you the moment it's accepted, and send one page on what to set aside for next year, and when.

W-2

Wages

1099-NEC

Freelance income

1098

Mortgage interest

1099-B

Brokerage sales

K-1

Partnership share

Receipts

Childcare, charity

Form 1040

Your 2026 return

Ready to e-sign

Filed. Accepted.

What we take off your desk.

Individuals, freelancers and companies of up to about 50 people. Every return is prepared and signed by a licensed CPA, never handed to a seasonal preparer.

Federal and Illinois

Tax returns, prepared and signed by a CPA

For families, the self-employed, landlords, partnerships and S-corps. A second CPA reviews every return before it reaches you.

Individual

from $350

Business

from $900

Monthly bookkeeping

Reconciled every month, with your profit and loss in your inbox by the 15th, so you always know where the year stands.

S-corp setup

The election, payroll, and a reasonable salary worked out, so the savings are real and nothing invites a question.

IRS letters and audits

Send a photo of the letter. We read it, answer it and close it within two business days. Audits get a flat fee, quoted first.

Quarterly planning

A meeting with your CPA every quarter, the week your estimated tax is due, with the number worked out to the dollar.

Year-round, not just April.

Year-round clients meet their CPA four times a year, the week each federal estimated tax is due. By the time April comes, the return is mostly done.

April 15

Filing season

Returns filed, first estimate paid

Your return is in, and the first quarter's estimated tax is worked out to the dollar before the deadline, not on it.

June 15

Mid-year

A look at the first five months

We read the books so far, set the second estimate, and check that an S-corp salary still makes sense.

September 15

Extensions

Extended business returns filed

Partnership and S-corp returns on extension go in, and the third estimate is set from real numbers.

January 15

Year-end

December's moves, then the last estimate

Retirement contributions, equipment and bonuses are decided before December 31. The fourth estimate follows.

Flat fees, quoted first.

Your fee is quoted in writing before we start. If the return turns out simpler, it goes down. It never goes up without a phone call first.

For business owners

The year-round plan

Monthly bookkeeping, quarterly planning, your business and personal returns, and every IRS letter answered.

from

$650/mo

Ask about the plan

Individual return

Federal and Illinois. W-2s, investments, a home, kids.

from $350

Self-employed or 1099 return

With next year's estimated payments set.

from $575

Rental property

Added to your return, per property.

$150 each

Business return

Partnership or S-corp, with K-1s for every owner.

from $900

Monthly bookkeeping

Reconciled every month, your P&L by the 15th.

from $400/mo

S-corp setup

The election, payroll and a reasonable salary.

$750

IRS letter

Read, answered and closed in two business days.

from $250

Catch-up return

For a year you didn't file.

from $350/yr

Eighteen seasons, and counting.

4.9 from 230 reviews

18

filing seasons since 2008

1,140

returns filed last season

640

households and businesses

2

business days to answer an IRS letter

“Three years of returns I hadn't filed, and Joanna had them all done by June. Nobody made me feel stupid about it.”

Luis, Logan Square

“Marcus moved us to an S-corp, and the savings covered his fee in the first quarter.”

Priya, West Loop

“I got a letter from the IRS on a Friday. By Tuesday it was answered and closed.”

Dana, Evanston

Eight of us, one floor in Roscoe Village.

Joanna Calloway started the firm in 2008, after nine years at a big downtown firm, because she wanted clients she'd still know in ten years. Five CPAs and three bookkeepers now, and every return is prepared and signed by a licensed CPA.

Joanna Calloway, CPA

Founder. Families, individuals and the years nobody filed.

Marcus Hart, CPA

Partner since 2017. S-corps, partnerships and the monthly books.

April 16

The day after the deadline

Every April 16 the office closes and the whole team takes the day. The phones are back on the 17th, and they stay on all summer.

The questions we hear every week.

Anything else, call or text. A CPA answers, not a call center.

Call or text (312) 555-0147

How much will my return cost?

Individual returns start at $350 and self-employed returns at $575, and we quote yours in writing before we start. The fee is flat: it doesn't grow with every email or phone call.

Do I have to come to the office?

No. Most clients upload to the portal and meet us on video. If you'd rather sit across a table, come in any weekday or Saturday.

I haven't filed in a few years. Can you help?

Yes, and it's more common than you'd think. We pull your IRS transcripts, prepare the missing years, and set up a payment plan if you need one. From $350 a year.

I got a letter from the IRS. What now?

Don't call the number on it yet. Upload a photo to the portal, and we'll tell you what it means and answer it within two business days.

Should my business be an S-corp?

Often, once your profit is steady and above about $60,000 a year. We run your numbers on a free consultation, and setup is $750 if it makes sense.

Do you only work during tax season?

No. Most of our work happens in the other eight months: bookkeeping, quarterly planning, IRS letters, and the year-end moves in December.

Twenty minutes with a CPA, free.

Tell us what's in the pile. We'll tell you what it needs, what it costs, and whether we're the right firm for it. By phone, on video or at our office.

Rather call or text?

(312) 555-0147

hello@callowayhart.com

2156 W Roscoe St, Suite 2, Chicago, IL 60618

Mon–Fri

9am–5:30pm

Sat

10am–2pm

Sun

Closed

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