Business and payroll tax
Business Tax Attorney and CPA for Illinois Small Businesses
A business tax problem is rarely only the business's problem. Unpaid payroll taxes become personal liability, a sales tax audit threatens the certificate that lets you sell, and the entity choice you made years ago sets the bill every April.
Firm particulars
- Attorney
- Hani H. Khatib, Attorney at Law · CPA · LL.M. (Taxation)
- Office
- 6600 W College Dr, Ste 207, Palos Heights, IL 60463
- Hours
- Monday to Friday, 9:00 a.m. to 5:00 p.m.
- Telephone
- (708) 722-2222
- info@khatiblaw.com
- Accreditation
- BBB Accredited since April 2022 · A+
Start here
Is this you?
A business tax attorney is hired for three kinds of problem. The business owes payroll or sales tax it cannot pay; the IRS or the Illinois Department of Revenue is auditing the business; or the owner wants the entity and compensation structure to stop costing more tax than it should. Khatib Law LLC handles all three for small businesses in Chicago, Cook County and the southwest suburbs from its office in Palos Heights, as part of its tax practice.
The adviser is Hani H. Khatib, Attorney at Law · CPA · LL.M. (Taxation). Payroll tax cases turn on who signed the checks and what the books show; entity questions turn on salary against distributions. One person doing both halves removes a hand-off that costs owners time and money.
Cash got tight, you paid suppliers and staff, and the Form 941 deposits fell two or three quarters behind.
A revenue officer has asked for an interview about who in the company is responsible for paying the taxes.
The Department of Revenue is auditing your sales tax and wants exemption certificates for sales you never taxed.
Your S corporation pays you a small salary and large distributions and your preparer has started to worry.
You are selling or passing on the business and want the tax structure settled before the buyer's accountant finds it.
Every pay period an employer withholds federal income tax and the employee share of Social Security and Medicare from wages. The IRS's description is that the employer "actually hold[s] the employee's money in trust" until it is deposited. Deposits are made electronically on a monthly or semi-weekly schedule set by the business's prior liability (Publication 15 has the lookback rules). The quarterly Form 941 reports them, and Form 940 reports federal unemployment tax annually.
Because the money belongs to employees, unpaid trust fund taxes are the IRS's highest collection priority. Late deposits accrue a failure-to-deposit penalty, the balance grows each quarter, and a revenue officer is usually assigned early. The officer's two goals are to stop the bleeding (current deposits must start immediately) and to identify who can be made personally liable for what is already owed.
The trust fund recovery penalty is the mechanism that moves a business's payroll debt onto individuals. It equals 100 percent of the unpaid trust fund portion, which is the withheld income tax plus the employee share of FICA, and it is assessed against each "responsible person" who "willfully" failed to pay.
Who is responsible. The IRS lists officers, directors, shareholders, members, employees with authority over funds, and anyone else with the power to decide which creditors get paid. That can include people at payroll service providers and professional employer organizations. Signature authority on the bank account, the power to hire and fire, and a hand in deciding which bills to pay are the facts the revenue officer looks for in the interview.
What willful means. Not bad intent. The IRS's own statement is that no evil motive is required; a responsible person is willful if he knew or should have known the taxes were unpaid and paid other creditors anyway. Paying rent and suppliers while the 941 balance grew is the standard fact pattern.
The procedure. The revenue officer interviews each candidate, usually with a written questionnaire, and recommends the penalty. The IRS then sends a letter proposing the assessment; you have 60 days (75 if addressed outside the United States) to appeal to the Independent Office of Appeals before it becomes final. Once assessed, the penalty is collected from the individual like any other tax debt and is not extinguished by closing the business.
The firm's work in these cases runs on two tracks: contesting responsibility or willfulness for people who were not in fact in control, and arranging payment for the business so the penalty is never assessed.
A business that owes $25,000 or less in trust fund taxes may qualify for a simple payment plan with up to ten years to pay and no financial statement. The plan is applied for by phone, at a Taxpayer Assistance Center or through the revenue officer; larger balances take a Form 433-B financial statement and a negotiated agreement. The wider menu of collection alternatives is on the tax debt relief page.
IRS business examinations are field audits: a revenue agent, the whole return, and the books first. The standard opening is a bank-deposit analysis reconciling every deposit in the business and owner accounts to reported receipts, followed by the largest expense categories, officer compensation, worker classification and payroll compliance. Mixed personal and business accounts, cash sales and related-party payments are where adjustments come from.
The firm handles the audit under Form 2848, so the agent's requests come to the office and the owner is not interviewed without counsel. Procedure, the 30-day letter, appeals and the Tax Court petition period are described on the IRS audit representation page.
Illinois businesses answer to the Department of Revenue for three recurring filings. Form ST-1, the sales and use tax return, is due the 20th of the month after the reporting period; Form IL-941, the withholding return, is due the last day of the month after each quarter; and the business income tax return is annual. Unemployment insurance contributions go separately to the Department of Employment Security.
Sales tax audits are the Department's bread and butter for restaurants, retailers, contractors and dealers. The auditor tests a sample period, projects it across the audit period and demands an exemption certificate for every untaxed sale, so the case is won or lost on the business's records. The audit steps, the Informal Conference Board and the 60-day protest deadline are on the Illinois Department of Revenue page.
Two Illinois rules mirror the federal trust fund penalty. A responsible officer or employee who willfully fails to pay a trust tax is personally liable for the full amount (35 ILCS 735/3-7). The Department may also revoke a retailer's certificate of registration after notice and a hearing (35 ILCS 120/2b). The Department's statutory audit authority is explained in our article on its audit powers.
Illinois taxes a C corporation at 7 percent plus a 2.5 percent replacement tax. S corporations, partnerships and LLCs taxed as partnerships pay a 1.5 percent replacement tax at the entity level and pass the rest through to owners at the 4.95 percent individual rate. That makes the entity decision mostly a federal one, and the federal question for most profitable small businesses is the S election.
An S corporation owner who works in the business must be paid a reasonable salary through payroll; distributions above that are free of employment tax. The IRS reclassifies distributions as wages when the salary is unreasonably low, using the factors listed in the FAQ on this page, and the reclassification brings back employment tax plus penalties for the open years. A documented compensation analysis, prepared with the return, is the protection.
The election itself is made on Form 2553 within two months and 15 days of the start of the tax year it is to cover. A missed deadline can often be cured under Rev. Proc. 2013-30 if the request is made within three years and 75 days. The mechanics, the break-even and the Illinois treatment are on the S-corp election page; the broader comparison of structures is in business entity selection.
The tax structure of a business matters most on the day it changes hands. Asset sale or stock sale, the purchase-price allocation on Form 8594, the treatment of goodwill and seller financing all set the tax bill, and they are negotiated before the letter of intent, not after. See buying or selling a business and business succession planning; for the owner's own planning, see tax planning.
The difference
Why a business tax attorney who is also a CPA
The responsible-person case is built from the books
Who had signature authority, who approved payables, and what the cash flow actually allowed are accounting questions. The defense to a trust fund penalty is written by someone who can read the general ledger.
Reasonable compensation is a number with a legal consequence
A CPA builds the comparables; a lawyer argues why the salary is defensible. Here it is one memo.
One adviser for the business and its owner
The payroll debt, the owner's personal exposure and the entity's tax structure are one problem, handled in one engagement with the privilege that attaches to legal advice; the bookkeeping and the returns themselves are not privileged. The business hub describes the firm's wider work with owners.
Process
How a business tax matter runs
The consultation
Usually within the first week · about an hour · in person or by phone
Attorney Hani Khatib reviews the notices, the last returns and the ownership structure, and explains the exposure, including any personal exposure, and the realistic outcomes.
Power of attorney and current deposits
Week one onward · Form 2848 or IL-2848 goes in first
If a revenue officer or auditor is already assigned, the firm takes over contact. Current deposits are brought up to date, because the IRS will not discuss the old balance with a business that is still falling behind.
The plan or the answer
Weeks to months, depending on the matter · you approve every submission
The old balance is put on a plan or contested, the responsible-person question is answered with the books, or the structural question is answered in writing.
Request a consultation
Talk it through with the attorney.
Tell us what you are facing in a sentence or two. We will tell you what the first meeting involves, and whether there is a charge for it, before you commit to anything.
Related
Related services
S-corp election
What is an S-corp election and who should make it?
An S-corp election can cut an owner's self-employment tax, or it can add payroll, a second return and Illinois replacement tax for no net saving. The difference is arithmetic, and the deadline is short. Khatib Law LLC runs the numbers and files the form.
Form 2553, deadline and salary ruleIllinois Department of Revenue
What happens if I owe the Illinois Department of Revenue?
The Illinois Department of Revenue has its own audit bureau, its own notices, its own 60-day protest clock and its own tribunal. None of it works like the IRS.
Audits, protests and the Tax TribunalBusiness succession
What happens to my business when I retire?
Business succession planning decides who owns the business, who runs it, and how the transfer is taxed when you retire, become disabled or die. Khatib Law LLC drafts the plan so the business, the estate plan and the tax return all say the same thing.
Keeping the business in the family
Questions
Questions we are asked
What happens if my business falls behind on payroll taxes?
The IRS treats withheld income tax and the employee share of Social Security and Medicare as money held in trust, and it moves faster on unpaid Form 941 taxes than on any other debt. Penalties for late deposits and late filing accrue each quarter, a revenue officer is typically assigned, and the officer investigates who inside the business was responsible for paying. If the business cannot catch up, the IRS assesses the trust fund recovery penalty against those people personally. The first move is to get current on this quarter's deposits, because the IRS will not discuss the old balance with a business that is still falling behind.
What is the trust fund recovery penalty and who is personally liable?
A penalty equal to 100 percent of the unpaid trust fund taxes (withheld income tax plus the employee share of FICA), assessed personally against each 'responsible person' who willfully failed to pay. Responsible persons include officers, directors, shareholders, members, bookkeepers, and any employee with authority over which bills get paid; the IRS says even people at a payroll service provider can qualify. Willfulness means knowing the taxes were unpaid and paying other creditors anyway; no bad motive is required. Before assessing, the IRS sends a letter proposing the penalty, and you have 60 days to appeal.
Can the IRS shut down a business for unpaid 941 taxes?
It can seize business assets and accounts receivable by levy. In a case of repeated non-compliance it can seek a court order barring the business from continuing to accrue payroll tax debt, which has the same effect. More commonly it collects from the business while separately assessing the trust fund recovery penalty against the owners, so the debt follows the people even if the business closes. A business that owes $25,000 or less in trust fund taxes may qualify for a simple payment plan of up to ten years without a financial statement.
S corporation or LLC: which saves tax in Illinois?
An LLC taxed as a partnership or sole proprietorship pays self-employment tax on all of its profit; an S corporation pays employment tax only on the owner's salary, with the rest distributed free of it. A multi-member LLC taxed as a partnership and an S corporation both pay the Illinois 1.5 percent replacement tax; a single-member LLC taxed as a sole proprietorship pays none. All of them pass income through to the owner at 4.95 percent. The S election saves money once profit comfortably exceeds a reasonable salary, and costs money below that because of payroll administration. The arithmetic for your numbers is on the S-corp election page.
How does an IRS business audit differ from an individual audit?
It is almost always a field audit by a revenue agent at the business or the representative's office, and it covers the whole return rather than a few items. It starts with the books: the general ledger, bank deposits reconciled to reported receipts, and the owner's personal accounts if business and personal money were mixed. Payroll compliance, worker classification and officer compensation are examined alongside income. The firm's audit representation page covers procedure and appeals.
What is reasonable compensation for an S corporation owner?
The IRS requires that payments to a shareholder who works in the business be treated as wages to the extent they are reasonable compensation for the services performed, and it reclassifies distributions as wages when the salary is too low. The factors it cites are training and experience, duties and responsibilities, time devoted, what comparable businesses pay for the role, what non-shareholder employees are paid, and whether the company's income comes from the owner's work or from capital and other employees. A documented salary analysis is the defense.
Can a business get an IRS payment plan?
Yes. Businesses that owe $50,000 or less in non-trust-fund taxes, or $25,000 or less in trust fund taxes ($50,000 for an out-of-business sole proprietorship), may qualify for a simple payment plan with up to ten years to pay and no collection information statement. Businesses apply by phone, at a Taxpayer Assistance Center or through the assigned revenue officer; the online application is for individuals. Larger balances require Form 433-B and a negotiated agreement. The plan defaults if a later deposit or return is missed.
What happens if my business collected Illinois sales tax and did not remit it?
Sales tax collected from customers is a trust tax in Illinois, so the Department of Revenue treats the shortfall the way the IRS treats unpaid payroll tax. The business owes the tax with penalties and interest, the Department can revoke its certificate of registration after notice and a hearing (35 ILCS 120/2b), and any officer or employee who was responsible for filing and paying and willfully did not can be held personally liable for the full amount (35 ILCS 735/3-7). If the Department has not yet contacted you, its Voluntary Disclosure Program limits the look-back to four years and removes penalties once the tax and interest are paid; the procedure is on the Illinois Department of Revenue page.
Your attorney
Hani H. Khatib
Attorney at Law · CPA · LL.M. (Taxation)
Founder and managing attorney of Khatib Law LLC, established in Palos Heights in 2017. An attorney licensed in Illinois and a Certified Public Accountant, he concentrates his practice in estate planning, real estate, tax controversy and small-business matters. About Hani Khatib
Request a consultation
Tell us what you are facing.
A sentence or two is enough to start. We will tell you what the first meeting involves, and whether there is a charge for it, before you commit to anything.
(708) 722-2222
Monday to Friday, 9:00 a.m. to 5:00 p.m. · 6600 W College Dr, Ste 207, Palos Heights
What happens next
Your message goes to the firm’s office, not a call centre.
If you mention a deadline, it is read first.
We run a conflicts check and, if we can help, call or email you to set a time.
We confirm the kind of matter and what the first meeting involves, including whether there is a charge for it.
If we go forward, you receive a written engagement letter.
Scope and fee basis in writing before any work begins. Please do not email documents until we have confirmed an engagement in writing.
What to bring to the first meeting
- The Forms 941 and 940 for the quarters involved, and the deposit history from your payroll service or bank.
- Any revenue officer's letter, interview request or questionnaire (Form 4180), and any Department of Revenue notice.
- Who signs checks and approves payables: the bank signature cards and a short description of who does what.
- The entity's formation documents, any S election, and the last business return filed.
- For a sales tax audit, the ST-1 returns, sales journals and exemption certificates for the audit period.
