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Case Studies

Real Results for Business Owners Who Needed Their Books & Taxes Fixed — Fast

We help clients clean up books, get current with the IRS, and file with confidence. Here are real outcomes for business owners, contractors, and new LLCs.

375+ Clients Served | $166K+ Recovered in Refunds & Resolved Liabilities | IRS, Payroll & Multi-State Issues Resolved

Bookkeeping Cleanup & Tax Readiness

Client: Small business owner

Challenge: Disorganized books, uncategorized transactions, unreconciled accounts

Our Fix: Reconstructed transactions, corrected categories, reconciled every account, delivered year‑end package

Result: 100% accurate books; smooth, stress‑free tax filing

Construction Contractor: Five Years Unfiled

Client: 1099 subcontractor in construction

Challenge: 5 years unfiled, missing 1099s, mixed accounts, IRS non‑filer notices

Our Fix: Transcripts + deposit reconstruction, expense rebuild, sequential filings, penalty relief + installment plan

Result: Fully compliant; penalties reduced; no enforcement; peace of mind restored

New LLC: First‑Year Setup & Confidence

Client: New single‑member LLC

Challenge: No bookkeeping system; confusion about estimated taxes & deductions

Our Fix: Clean setup + categories, estimate plan, mileage/receipt workflow, year‑end checklist

Result: On‑time filings; accurate books from month one; owner understands cash flow & taxes

Multi‑State Construction S‑Corp — Six Years of IRS, Payroll, and Nexus Errors

Client: Multi‑state construction firm (WI, IL, MI)

Challenge: Six years of incorrect filings, payroll tax issues, and IRS/state notices

Our Fix: Rebuilt books, fixed payroll, corrected returns, resolved nexus, and negotiated with IRS

Result: Payroll liability cut from $87k → $14k, penalties removed, compliance restored

Racine Manufacturer — S-Corp Correction, Section 179 Recovery, and Job Costing Overhaul

Client: 14-employee precision machining S-Corp, Racine County, ~$2.1M revenue

Challenge: Disconnected job costing spreadsheet, S-Corp W-2 set too low, Section 179 election missed on $210,000 equipment, Wisconsin sales tax exemptions not applied

Our Fix: Rebuilt job costing in QuickBooks, corrected S-Corp W-2, filed amended return claiming Section 179, recovered Wisconsin sales tax

Result: $71,400 federal tax refund; $6,200 WI sales tax recovered; $22,000 SEP-IRA established

Estate Administration — Missed 1041 Obligation, Bracket Arbitrage, and a Rental Property Exit

Client: Milwaukee-area successor trustee; estate with Racine County rental property and brokerage account

Challenge: No one flagged Form 1041 obligation; 11 months elapsed; $34,000 distributed without DNI planning; rental property sale pending with 20+ years of depreciation

Our Fix: Filed Form 1041 on extension, allocated DNI to beneficiaries’ lower brackets, structured installment sale to spread recapture, handled Illinois beneficiary return

Result: No late-filing penalties; $5,100 year-one tax savings; $44,000 recapture gain deferred

Frequently asked questions

If you recognized yourself in any of these stories, that’s a good sign. These are real scenarios — messy books, unfiled returns, multi-state confusion, trust paperwork, manufacturing numbers that don’t add up. A short conversation is usually enough to tell you whether we’re the right fit and what the path forward looks like.

No — and most people who call us don’t. Several clients in these case studies came to us with boxes of receipts, years of gaps, or almost no records at all. We’ll start with what you have and help reconstruct what’s missing. That’s part of the work.

It depends on how far back we’re going and how much documentation exists. A single-year bookkeeping catch-up can often be completed in a few weeks. Multi-year situations — like the construction case above — typically run two to four months. We’ll give you a realistic timeline up front before any work begins.

Not at all. Every client in these case studies was in a difficult spot when they called. We’ve seen it before — more than once. Our job is to fix the situation, not to make you feel bad about it.

Don’t ignore them any longer. Several of these situations involved IRS correspondence and state tax notices that had been sitting unopened. When you address things proactively, you typically have more options — including reduced penalties and manageable payment plans. We can help you understand exactly what you’re dealing with before deciding how to respond.

Yes. As shown in the construction case, we handle clients operating across state lines — including payroll tax registration, back-filing, and resolving assessments in Illinois, Michigan, and other states. If your business operates in multiple states, we understand the compliance requirements and know how to work through them.

Yes, and this is an area we’ve invested in specifically. We help manufacturers look at job costing, customer profitability, and underutilized deductions like Section 179. Knowing which work is profitable — and which isn’t — changes how you price, bid, and plan for growth.

Start by calling us. Estates and trusts have filing obligations most people don’t know about, and the timeline matters. We’ll walk you through what needs to be filed, when, and in what order — so nothing gets missed and you don’t accidentally create a problem by waiting.

It varies by scope, but we’re always transparent about pricing before any work begins. In most cases clients find that the value — recovered deductions, reduced penalties, avoided interest, or simply having clean books — more than covers the cost. We’ll tell you what’s involved and what it will cost before you commit to anything.

Schedule a consultation. We’ll talk through your situation, tell you honestly what we think needs to happen, and give you a clear next step. No pressure, no obligation — just a straightforward conversation.

Let’s fix this together.

Bookkeeping Cleanup & Tax Readiness

BOOKKEEPING

from messy books to clean financials

12+ Months
Transactions Rebuilt
100%
Accuracy
Tax Ready
Year-End Delivered

Client

A small business owner managing books with a mix of bank statements, spreadsheets, and outdated software—overwhelmed and unsure about accuracy with tax time approaching.

challenge

  • Uncategorized transactions over 12+ months
  • Duplicate entries from bank imports
  • Personal and business expenses mixed
  • Missing receipts; several unreconciled accounts

Our Fix

  • Reconstructed and categorized all business transactions
  • Corrected misclassifications and missing income
  • Reconciled every account to statements
  • Separated personal and business activity
  • Implemented a clean chart of accounts and a year‑end package

Result

  • 100% accurate, fully reconciled books
  • Clear P&L and Balance Sheet delivered
  • Smooth, stress‑free tax filing

Client Testimonial

This is the cleanest my books have ever been. I finally understand my numbers.

Your books behind? We clean up situations like this regularly across Racine, Kenosha, and Southeast Wisconsin.

Schedule a free consult →

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Construction Contractor — Five Years Unfiled, Fully Resolved

CONSTRUCTION

judgment‐free catch‐up, start to finish

5 Years
Returns Filed
$0
Enforcement Action
Compliant
Status Restored

Client

A 1099 subcontractor in construction with five consecutive years of unfiled returns, mixed accounts, and multiple IRS non‑filer notices.

challenge

  • No organized records or expense tracking
  • Missing 1099‑NECs and mixed personal/business spending
  • Elevated anxiety and avoidance due to IRS notices

Our Fix

  • Judgment‑free consult and clear plan
  • Income reconstruction using IRS transcripts and bank deposits
  • Expense rebuild from statements, tool/material receipts, and mileage
  • Prepared and filed all five years sequentially
  • Secured penalty relief and an affordable installment plan

Result

  • All returns accepted; client fully compliant
  • Significantly reduced penalties; no enforcement action
  • Predictable monthly payments; peace of mind restored

Client Testimonial

I thought I was too far behind. You handled everything without judgment. I can finally sleep again.

Contractor with years of unfiled returns? We handle this. No judgment — just a clear plan forward.

Schedule a free consult →

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New LLC — First‑Year Setup & Tax Confidence

NEW BUSINESS

simple setup, clear plan, no penalties

$0
Penalties
Month 1
Clean Books
On Time
Every Filing

Client

A first‑time business owner who formed a single‑member LLC mid‑year and needed a clean accounting setup, clarity on estimated taxes, and confidence about what’s deductible.

challenge

  • No bookkeeping system or chart of accounts
  • Uncertainty about quarterly estimates and deadlines
  • Confusion about what’s business vs. personal

Our Fix

  • Set up simple accounting with correct categories
  • Quarterly estimate plan with due dates and calendar reminders
  • Deduction education for mileage/vehicle, home office (if eligible), phone/internet, tools, and subscriptions
  • Monthly habits + a year‑end closing checklist

Result

  • On‑time filings with no penalties
  • Accurate books from month one
  • Owner understands cash flow, deductions, and obligations

Client Testimonial

It finally feels like there’s a plan. I’m not guessing anymore.

Just started your LLC? Let’s set up your books, estimates, and filings right from day one.

Get started →

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Multi‑State Construction Firm — Six Years of Incorrect Filings, Missing Records, Payroll Errors, and IRS Debt

MULTI-STATE

six years of damage, fully resolved

$72,700
Payroll Liability Cut
$22,000
MI Assessments Eliminated
6 Years
Returns Corrected

Client

A mid‑sized construction subcontractor operating in Wisconsin, Illinois, and Michigan.

The company had grown quickly — from a single-member LLC to a 12‑employee S‑Corporation — but the accounting never kept up. After multiple bookkeepers, three payroll providers, and years of patch‑work tax filings, the owner realized the business was in serious trouble.

They contacted Jackson Titus & Associates after receiving:

  • An IRS CP2000 underreporting notice
  • Two state nexus letters (Illinois & Michigan)
  • A federal payroll tax delinquency notice
  • A request for substantiation on $480k of equipment purchases

The owner said:

“I don’t even know where to start. I think everything is wrong.”

They were right — but everything was fixable.

challenge

This was one of the most complex cases we’ve ever handled, involving six years of layered issues:

1. Multi‑State Nexus & Apportionment Errors

  • The company was performing work in WI, IL, and MI.
  • They never filed in IL or MI, even though they exceeded economic nexus thresholds.
  • Gross receipts and payroll apportionment were incorrect on every return.

2. Entity Classification Confusion

  • Formed as an LLC in Year 1 →
  • Filed as a partnership accidentally in Year 2 →
  • Elected S-Corp in Year 4 but the IRS never processed the late election →
  • Bookkeeper continued filing as S‑Corp anyway.

Result:
Four years of tax filings were filed under the wrong entity type.

3. Payroll Errors & Missing Forms

  • Three different payroll companies created:
    • Duplicate EIN-level filings
    • Missing 940/941s
    • Incorrect state withholding registrations
    • Wrong classification of two workers (W‑2 vs. 1099)
  • IRS showed $87,000 in unpaid payroll tax liabilities, most caused by misapplied or duplicate filings.

4. Equipment & Depreciation Issues

  • Purchases included excavators, trailers, trucks, and skid-steers.
  • Assets were:
    • Incorrectly expensed
    • Misclassified
    • Depreciated twice
    • Or never capitalized at all

$480,000 needed to be reconstructed and re‑depreciated.

5. Six Years of Books in Disarray

  • QuickBooks had:
    • Mixed personal/business transactions
    • Negative asset accounts
    • Vendor balances lingering from years prior
    • Bank accounts unreconciled for 30+ months
  • Loan proceeds were recorded as income.
  • Loan payments were coded as expenses.

6. IRS & State Notices Already in Motion

  • IRS CP2000 for unreported income
  • IRS CP501 & CP503 notices (intent to levy)
  • IL Department of Revenue nexus questionnaire
  • MI Treasury assessment for unfiled corporate returns

This was the kind of case where one wrong move triggers audits in three states.

Our Fix

We built a multi‑stage recovery plan that addressed immediate threats first, then worked backward.


Step 1 — Immediate IRS Damage Control (72 Hours)

We contacted:

  • IRS Automated Collections
  • IRS Business Accounts
  • IL DOR
  • MI Treasury

We successfully:

  • Placed all accounts on hold (no levies, no liens)
  • Requested transcripts for 6 years (Wage & Income, Account, Return, and AUR)
  • Requested reasonable cause consideration pending cleanup

This stopped the bleeding.


Step 2 — Entity Cleanup & Correcting Six Years of Filings

We:

  1. Filed a Late S‑Corp Election (Form 2553) under Rev. Proc. 2013‑30
  2. Corrected prior returns:
    • Year 1: Schedule C (sole prop) amended
    • Year 2–3: Partnership returns amended/voided
    • Year 4–6: S‑Corp returns filed correctly
  3. Filed Protective Claims for Refund where necessary
  4. Ensured shareholder basis was recalculated & restored (was severely negative)

This established the correct filing position for all six years.


Step 3 — Payroll Reconstruction

We:

  • Retrieved payroll history from all three providers
  • Rebuilt 940/941s
  • Corrected Form W‑2/W‑3 mismatches
  • Reclassified two workers properly
  • Filed missing IL & MI payroll returns
  • Matched payments to IRS accounts to eliminate duplicate penalties

The original $87,000 payroll tax “liability” dropped to $14,300.


Step 4 — Multi‑State Apportionment & Nexus Fix

We:

  • Registered in IL & MI
  • Filed three years of back returns
  • Correctly apportioned revenue, payroll, and equipment
  • Filed Voluntary Disclosure Agreements, reducing penalties significantly
  • Eliminated two years of Michigan non-filer estimated assessments

This prevented the states from initiating audits.


Step 5 — Depreciation Rebuild

Using transcripts, invoices, and bank records, we:

  • Reconstructed the fixed asset schedule
  • Removed duplicate assets
  • Corrected prior depreciation methods
  • Applied Section 179 and bonus depreciation correctly
  • Filed Form 3115 (Change in Accounting Method) for depreciation corrections

This adjusted corporate income downward across multiple years.


Step 6 — Full Bookkeeping Cleanup (Six Years)

We:

  • Reconciled every bank, credit card, and loan account
  • Removed personal transactions
  • Corrected income misstatements
  • Rebuilt A/R and A/P ledgers
  • Reclassified loan proceeds and payments correctly
  • Ensured officer compensation and distributions matched IRS requirements

Once the books were clean, we re‑ran all tax calculations.

Result

✓ Reduced IRS Payroll Liability from $87,000 → $14,300
✓ IRS Accepted the Late S‑Corp Election

No penalties. No audit. Entity type aligned correctly.

✓ Corrected 6 Years of Tax Returns

All accepted. All penalties removed or reduced.

 

✓ Eliminated $22,000 in Michigan estimated assessments

(VDA approval.)

✓ Illinois penalties waived

Filed under reasonable cause.

✓ Recovered $38,600 in federal tax refunds

From depreciation corrections and amended returns.

✓ Clean, reconciled books for the first time in six years

The owner finally understood the company’s real cash flow.

✓ No liens. No levies. No audits.

All accounts closed as compliant.

Client Testimonial

I thought this was the end. You rebuilt six years of my business and dealt with the IRS, Illinois, and Michigan like it was nothing. This is the first time I’ve slept in months.

Dealing with IRS notices or tax issues across multiple states? This is exactly what we do.

Schedule a free consult →

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Racine Manufacturer — S-Corp Correction, Section 179 Recovery, and a Job Costing System That Finally Works

MANUFACTURING

from guessing which jobs made money to knowing — and getting a refund in the process

$71,400
Federal Tax Refund
$6,200
WI Sales Tax Recovered
$22,000
SEP-IRA Established

Client

A 14-employee precision machining S-Corp in Racine County with roughly $2.1 million in annual revenue. The owner came to us after losing a contract bid he wasn’t sure he should have taken. He’d worked with the same bookkeeper for nine years. The books were clean on the surface — payroll on time, accounts reconciled — but job costing lived in a spreadsheet, the S-Corp W-2 hadn’t been reviewed in years, and a $210,000 CNC machining center purchased the prior tax year had never been discussed from a tax planning standpoint.

Challenge

  • Job costing maintained in a disconnected spreadsheet — no reliable margin data by job, customer, or crew
  • Owner W-2 set at $42,000 against $310,000 in net profit — IRS reasonable compensation risk and years of missed retirement contributions
  • $210,000 CNC machining center from the prior year depreciated on 5-year MACRS — Section 179 election not taken
  • Wisconsin manufacturing equipment exemption not applied to tooling and consumable purchases — sales tax paid on exempt items for three years
  • No WIP schedule — project revenue recognized inconsistently, distorting monthly P&L

Our Fix

  • Rebuilt job costing inside QuickBooks using job and class tracking — labor, materials, and overhead allocated by job from the current period forward
  • Reviewed IRS reasonable compensation benchmarks for precision machining; corrected owner W-2 to $88,000 — eliminated exposure and unlocked a $22,000 SEP-IRA contribution
  • Filed an amended prior-year return claiming the Section 179 election on the $210,000 equipment purchase — generated a $71,400 federal tax refund
  • Filed Wisconsin sales tax refund claims for tooling and equipment purchases — recovered $6,200 over three prior years
  • Implemented a monthly WIP schedule synchronized with QuickBooks — revenue and costs now match the period work was performed

Result

  • $71,400 federal tax refund from amended return (Section 179 election on prior-year equipment)
  • $6,200 in Wisconsin sales tax recovered on exempt manufacturing purchases
  • $22,000 SEP-IRA contribution established — owner’s first year funding retirement
  • Job costing now tracked in real time — identified two contract customers running below 12% gross margin; repriced within 60 days
  • IRS reasonable compensation risk eliminated going forward

Client Testimonial

I had no idea I was leaving that kind of money on the table. The Section 179 refund alone covered years of accounting fees. And now I can see exactly which customers are making us money — that’s completely changed how I price new work.

Running a manufacturing business? Let’s find the money you’re leaving on the table.

Schedule a free consult →

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Estate Administration — Missed Fiduciary Filing Obligations, Bracket Arbitrage, and a Rental Property Exit Strategy

TRUST & ESTATE

the estate was closed. the tax obligations weren’t.

$5,100
Year-One Tax Savings
$44,000
Recapture Gain Deferred
$0
Late-Filing Penalties

Client

A Milwaukee-area woman became sole successor trustee after her mother’s death. The estate held a Racine County rental property ($395,000), a brokerage account ($265,000), and several bank accounts. Her mother’s longtime family CPA filed the final Form 1040, issued a closing letter, and moved on. Eleven months later, the trustee received an unexpected brokerage K-1 and called us. She had never heard of Form 1041. The first trust tax year was approaching its deadline with no return prepared, and she had already distributed $34,000 to the two beneficiaries without realizing the income tax consequences.

Challenge

  • No one told her the trust required its own annual tax return — the family CPA handled only individual returns and never flagged the fiduciary obligation
  • Eleven months elapsed before engagement; the first trust year deadline was approaching with no filing started
  • $34,000 already distributed to beneficiaries included distributable net income (DNI) that flows to their personal returns as K-1 income — neither beneficiary was expecting it
  • Rental property carried over 20 years of accumulated depreciation — a pending sale would trigger significant unrecaptured Section 1250 gain; the property was already under a listing agreement
  • One beneficiary lived in Illinois — out-of-state filing implications had not been considered

Our Fix

  • Filed Form 1041 for the initial trust tax year on extension — no late-filing penalty despite the 11-month gap
  • Calculated and allocated distributable net income correctly — shifted $34,000 of income from the trust’s 37% bracket to the beneficiaries’ 22% and 24% brackets
  • Prepared Schedule K-1s for both beneficiaries with filing guidance; handled the Illinois beneficiary’s IL-1040 as part of the engagement
  • Analyzed the rental property before closing — identified $67,000 in unrecaptured Section 1250 gain and structured an installment sale to spread recapture across three years rather than concentrating it in year one
  • Established an ongoing fiduciary engagement through trust termination — annual 1041 filings, estimated payment schedule, and beneficiary coordination handled each year

Result

  • Form 1041 filed on time with no penalties despite the 11-month gap
  • DNI bracket shift saved approximately $5,100 in combined federal income tax in year one
  • Installment sale deferred $44,000 of the $67,000 recapture gain into years two and three — reduced year-one tax exposure by approximately $9,700
  • Illinois beneficiary state return handled; no out-of-state surprises
  • Trustee has a clear annual roadmap and defined timeline through trust termination

Client Testimonial

My mother’s CPA is wonderful for what he does — but no one told me the trust had its own obligations. By the time I found you, I was already worried I’d done something wrong. You filed everything correctly, explained every piece of it, and took the whole thing off my plate.

Handling an estate or trust? We’ll guide you through every filing obligation — so nothing gets missed.

Get started →

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5 Days to Financial Control: Transform Your Books and Your Business

Messy books and unclear reports don’t have to slow you down. Get organized and take charge of your finances in 5 days.

Plus simple monthly tips to keep your books clean and stress-free..

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