I Thought I Was Saving Money—Then the IRS Came Knocking

A Client’s Story: How a “Cheap” Bookkeeper Nearly Cost Him Everything At Fynlo, we work with entrepreneurs every day to build and protect their businesses. Recently, a new client came to us with a story so cautionary, we felt it had to be shared. With his permission, here is the real story of how a single decision—hiring the wrong bookkeeper—led to the collapse of his company, and the powerful lessons every business owner can learn from his experience. Table of Contents How It All Started It started with a simple desire to save a few bucks. As the owner of a growing trucking service, he knew every penny counted. Fuel costs, maintenance, insurance – the overhead was already sky-high. So, when he found a bookkeeper who promised to handle all his finances for a fraction of the price of the more established firms, it felt like a savvy business move. It was a decision he would come to regret more than any other.  His name was John, a friendly, soft-spoken man the client found after a quick Google search. John’s website highlighted years of bookkeeping experience, so the client trusted him. He talked a good game, promising to streamline everything, maximize deductions, and keep the IRS and state tax authorities happy. For the first year, everything seemed to be running smoothly. The paperwork was filed, the owner received reports that looked professional, and most importantly, he was saving a significant amount on bookkeeping fees. Money he ploughed back into the business, buying a new rig and taking on more drivers. The business was growing, and he felt like he was finally living the dream he’d worked so hard for.  The first crack in the facade was small. A letter from the state tax office about a discrepancy in the company’s fuel tax filings under the International Fuel Tax Agreement (IFTA). John brushed it off as a minor clerical error, assuring the owner he would handle it. Busy managing a fleet that was now running 24/7, the owner took him at his word. Then came another notice—this time from the IRS—about underpaid payroll taxes. Again, John had a plausible explanation. It was the government’s bureaucracy, he said, always getting things mixed up.  The Audit That Changed Everything The real trouble began when the company was selected for a random audit by the IRS. The owner wasn’t too worried at first; he believed his operation was clean. When he called John to let him know, for the first time, he heard a flicker of panic in the bookkeeper’s voice. John became evasive, promising to get all the necessary documents in order. That was the last proper conversation they ever had.  As the audit date loomed, John became harder and harder to reach. Voicemails went unanswered. Emails bounced back. A visit to his small rented office found it empty, cleared out as if he had vanished into thin air. It was then, the owner described, that a cold, hard knot of dread began to form in the pit of his stomach. With the auditors waiting, he had no choice but to hire a reputable accounting firm to make sense of the mess John had left behind. What they uncovered was a nightmare. John, the “affordable” bookkeeper, had been running a sophisticated scam. He wasn’t filing the IRS or state tax returns properly at all. The professional-looking reports he’d been given were complete fabrications. John had been pocketing a portion of the money intended for tax payments, making only the minimum payments required to avoid immediate red flags. He had misclassified employees, failed to remit payroll taxes correctly, and completely ignored the company’s compliance with IFTA. The audit revealed the full, horrifying extent of the damage. The business owed a staggering amount in back taxes—and that was just the beginning. The penalties and interest were astronomical, a testament to years of neglect and deceit. The business, the dream he had poured his life’s savings and countless sleepless nights into, was insolvent. The cost of getting compliant, of paying the IRS and state penalties, was simply more than the company could bear. The Bitter Decision The choice was brutal: face a mountain of debt and potential legal action, or shut down the company he had built from the ground up. With a heavy heart, he closed the doors of his trucking service. The good people he had employed lost their jobs. The trucks were sold off. His dream had turned to dust.  He is now in the process of building a new company from the ashes, this time with our team of trusted, verified professionals. The lessons he learned were paid for at a painfully high price.  The Hidden Costs of a “Cheap” Bookkeeper Our client’s story is a cautionary tale for every small business owner. The allure of saving money on professional services is strong, but the risks are profound. A bad bookkeeper can do more than just make a few errors; they can systematically destroy a business from the inside out. These are the crucial red flags he now advises every business owner to recognize:  Protecting Your Business Before you entrust your finances to anyone, you must do your due diligence. Here’s what our client is doing differently with his new venture—and what we advise for all business owners:  Ready to Safeguard Your Finances? Don’t wait until the IRS is at your door to get serious about your bookkeeping. At Fynlo, we combine expert accountants—many with backgrounds at top firms like Grant Thornton, BDO, and Baker Tilly—with cutting-edge software to ensure your books are accurate, compliant, and stress-free.  Schedule your free call today and pave the way for a confident, mistake-free financial future.  You may also like these articles: 

5 Best States to Incorporate In and Why

When I started my first small business, I remember staring at a blank screen, Googling “where should I incorporate?” I found conflicting advice, fees that seemed to change overnight, and legal jargon that made my head spin. Over time—after a few “oops” moments and some late-night research—I narrowed it down to five states that consistently offer the best mix of low costs, solid legal protections, and friendly environments for entrepreneurs. Here’s what I’ve learned, with real numbers (as of 2025) and a few personal notes about why these states stand out. Table of Contents Delaware: The Gold Standard for Big (and Small) Businesses “People joke that Delaware exists just so corporations can incorporate there—and it almost feels that way when you see how slick their system is.”  Why Delaware?  Fees (2025):  If you budget about $540/year (minimum franchise tax + report), you’re covered. And if your business grows—say, you issue more shares or have a high par-value capital structure—you might pay more, but startups typically stay at the minimum.  Personal note: My first LLC wasn’t in Delaware—it was in my home state. But after attending a startup accelerator and hearing investors talk about “Delaware C-Corp, please,” I re-formed there. I still recall breathing a sigh of relief when I realized investors are so comfortable with Delaware entities that legal due diligence becomes that much smoother. Wyoming: The Friendly, Low-Cost Option for Small Businesses “Think of Wyoming as the underdog—no one talks about it as much as Delaware, but it quietly checks all the right boxes for a lean, mean small-business machine.”  Why Wyoming?  Personal note: When I was a freelancer, I formed a single-member Wyoming LLC just because the yearly cost was so low. It felt thrilling to pay only $160 total each year and know my personal assets had a legal buffer.  Nevada: Privacy-Focused with No Corporate Income Tax “Nevada is like Wyoming’s more opulent cousin—privacy protections, no state income tax, and a reputation as the ‘Florida of the West’ for tax benefits.”  Why Nevada?  Fees (2025):  In total, expect around $875 in year one (incorporation + list + license). Subsequent years are $650 (license $500 + list $150). I know that sounds steeper than Wyoming, but if privacy and zero state tax on profits matter, many entrepreneurs find Nevada worth the up-front costs.  Personal note: A colleague once told me, “If you live in California but want to keep your taxes honest, move to Nevada for your mental health.” He wasn’t wrong—no state income tax means one fewer headache at tax time.  Texas: No State Income Tax + Seller’s Market for Services “Texas is booming—no state income tax, a thriving entrepreneurial scene, and a sense of ‘everything’s bigger in Texas,’ including opportunities.”  Why Texas?  Personal note: I once thought I’d set up shop in California, but I cringed at that 13.3% top-bracket personal rate on top of corporate taxes. Texas felt like a breath of fresh air—zero state income tax, and Austin’s startup vibe makes you feel like anything’s possible. Florida: No Personal Income Tax + Moderate Corporate Tax “Florida is that friend who loves to chill in flip-flops but still knows how to hustle—no personal income tax, solid consumer market, and a growing tech ecosystem.”  Why Florida?  Personal note: I spent a summer in Miami Beach brainstorming a business plan on the sand. The idea of paying zero state income tax gave me the energy to work late nights—and if you’ve ever tried running spreadsheets in 90-degree heat, trust me, you’ll appreciate anything that saves you a percentage point of tax.  Things to Consider When Choosing a State TL;DR A quick overview of the five best states to incorporate in, plus why they might be a fit for you: State  Formation Fee  Annual Cost  Corporate Tax  Personal Tax  Key Benefits  Delaware  $89 (C-Corp)  $400 franchise tax + $50 report  None on C-Corp profits  None on pass-through  – Chancery Court– Flexible corporate laws– Investor-friendly  Wyoming  $100 (LLC)  $60 annual report  None  None  – Lowest fees– Strong privacy & asset protection– No state income tax  Nevada  $75 (C-Corp)  $500 business license + $150 list  None  None  – Robust privacy– No corporate/personal income tax– Business court by 2026  Texas  $300 (Corp)  Exempt under $1.23M revenue; otherwise 0.375%–0.75% margin tax  0.375%–0.75% (varies)  None  – No personal income tax– Large business ecosystem– Franchise tax exemption under $1.23M  Florida  $70 (C-Corp)  $150 annual report  5.5%  None  – No personal income tax– Growing tech hubs– Moderate corporate tax  Final Thoughts There’s no one-size-fits-all “best state”—it really depends on your budget, growth plans, and tolerance for paperwork. When I first started, the difference between $60/year (Wyoming) and $540/year (Delaware) felt huge. But as my business matured and I talked to investors, it became clear that Delaware could save me weeks of legal back-and-forth. Meanwhile, friends who run lean e-commerce stores from home still swear by their $160/year Wyoming LLCs. In the end, pick the state that aligns with your current priorities: cost, privacy, investor confidence, or community. And remember, you can always form in one state and later register as a foreign entity in another (it’s called “qualifying” to do business in your home state). That’s exactly what many growth-stage startups do: incorporate in Delaware, then register in their home state so they can open a bank account, hire W-2 employees, and sign leases without legal headaches. I hope this guide helps you sleep a little easier as you choose your business’s “home.” Wherever you decide to incorporate, know that every entrepreneur—myself included— started exactly where you are right now: staring at a blank filing form, hoping they made the right choice. Need Help with Your Accounting? At Fynlo, we know every state has its own quirks—whether it’s Delaware’s Chancery Court, Wyoming’s low fees, Nevada’s privacy rules, Texas’s franchise tax, or Florida’s corporate rate. Our expert team can handle your bookkeeping, annual filings, and state-specific tax planning no matter where you incorporate. Schedule a call today, and let us make sure your business stays

What is the Delaware Franchise Tax? Tax Calculation and Payment Process Explained

If you’re a freelancer or small business owner with a registered entity in Delaware, you’ve likely heard of the Delaware Franchise Tax. Don’t let the name intimidate you. It’s not a tax on your income or profits, but rather a fee you pay to the state of Delaware for the privilege of having your business registered there. Think of it as an annual maintenance fee for your business entity. This guide will break down everything you need to know about the Delaware Franchise Tax in simple, easy-to-understand terms. Table of Contents Who Needs to Pay the Delaware Franchise Tax? Any business entity registered in Delaware is required to pay this tax. This includes: Note: Exempt domestic corporations (e.g., non-profits) are not required to pay the tax but must still file an annual report (and pay the $50 report fee). Fast Facts & Data (Sources: Delaware Division of Corporations, 2023 Annual Report)  Due Dates: Mark Your Calendar! Entity Type  Tax Due  Report Due  Penalty for Late Filing  C-Corporations $175–$200K March 1 $200 + 1.5% interest/month on unpaid LLCs, LPs, GPs $300 June 1 $200 + 1.5% interest/month on unpaid How to Calculate the Delaware Franchise Tax Delaware offers two ways to calculate your corporate franchise tax—Authorized Shares or Assumed Par Value Capital—and you’ll pay the lower amount. When you file on the official Delaware Division of Corporations website, it defaults to Authorized Shares, so run the Assumed Par Value Capital calculation yourself to compare.  For LLCs and Partnerships: A Simple Flat Fee  For LLCs, LPs, and GPs, the calculation is straightforward. It’s a flat annual fee of $300.  For Corporations: Two Calculation Methods  For corporations, the calculation is more complex. Delaware provides two methods to calculate your franchise tax. You are permitted to pay the lower of the two amounts. When you go to pay your tax online, the state’s system will default to the Authorized Shares Method, so it’s worth taking the time to calculate your tax using both methods.  Here is a step-by-step breakdown of the calculation: Step 1 – Calculate the “Assumed Par”: Divide your Total Gross Assets by your Total Issued Shares. Carry the result to six decimal places. This gives you the “assumed par.”  Step 2 – Calculate the “Assumed Par Value Capital”: Multiply the “assumed par” you just calculated by the Total Number of Authorized Shares.  Step 3 – Calculate the Tax: The tax rate is $400 for every $1,000,000 of Assumed Par Value Capital. If your Assumed Par Value Capital is less than $1,000,000, you will divide it by 1,000,000 and then multiply by $400. If it’s over $1,000,000, you round up to the next million.  Since the minimum tax for this method is $400, your final tax due using the Assumed Par Value Capital Method would be $400.  By using the Assumed Par Value Capital Method and paying the minimum of $400 (plus the $50 annual report fee), a corporation in this example would save a significant amount compared to the Authorized Shares Method, which would have resulted in a much higher tax bill.  How to Pay Your Delaware Franchise Tax The state of Delaware requires online payment for the franchise tax and annual report filing. Here’s how to do it:  By understanding these simple blocks—and knowing where to look on the official Delaware Division of Corporations website—you’ll stay in good standing and keep your focus on growing your business.  Take the Next Step Ready to take the hassle out of your business finances? At Fynlo, we specialize in helping freelancers and small business owners—just like you—stay compliant, organized, and focused on growth. From managing your Delaware Franchise Tax filings to crafting custom financial dashboards, our team acts as your in-house finance department—without the overhead. Schedule your free discovery call Continue your learning journey with these related accounting insights:

LLC vs Inc.: Everything You Need to Know

Choosing a business structure is like picking the right tool for a job—each has its strengths, quirks, and costs. For new entrepreneurs, the Limited Liability Company (LLC) and Corporation (Inc.) are two of the most popular options in the U.S. Both protect your personal assets, but they differ in taxes, management, ownership, and paperwork. This guide breaks it all down in plain English and a clear comparison table, so you can choose the structure that fits your business dreams. Let’s get started! Table of Contents What is an LLC? A Limited Liability Company (LLC) is like bubble-wrap for your personal assets: it shields them from business debts and lawsuits while remaining simple to run. LLC owners, called members, enjoy liability protection with fewer formalities than a corporation. To form an LLC, you file Articles of Organization with your state’s Secretary of State and pay a fee—usually between $50 and $500 (e.g., $50 in Colorado; $500 in Massachusetts). While an Operating Agreement isn’t required in every state, it’s a smart way to spell out ownership, profit splits, and decision-making rules.  Fun Fact: LLCs existed in limited form starting in the late 1970s, but their popularity has exploded since the mid-1990s. In recent years, LLCs have become the most common structure chosen by small-business owners, reflecting their appeal to modern entrepreneurs. What is an Inc. (Corporation)? A corporation is a separate legal person with shareholders, a board, and more built-in formality. You file Articles of Incorporation (fees range from $90 in Delaware to $125 in New York), adopt bylaws, and hold annual shareholder and board meetings. Corporations come in two tax flavors:  Fun Fact: Although corporations account for roughly 8% of all business tax returns, they generate about 60% of total U.S. business receipts, underscoring how most revenue still flows through corporate entities.  Key Differences at a Glance Below we compare five critical areas: liability protection, taxation, management, ownership, and compliance.  Comparison Table: LLC vs. Inc. Factor  LLC  Inc. (C Corp)  Inc. (S Corp)  Liability  Members protected unless they commit fraud/negligence. Courts pierce veil very rarely.  Shareholders protected. Veil-piercing more common than with LLCs.  Same as C Corp.  Taxation  Pass-through (Schedule C/K-1); can elect C/S Corp status; Members pay self-employment tax on profits by default.  Double taxation: 21% corporate tax + dividend tax (0%–20%).  Pass-through; no self-employment tax on distributions; strict limits.  Management  Flexible: member-managed or manager-managed; no board or meetings required.  Formal: board + officers; annual meetings and minutes mandatory.  Same as C Corp.  Ownership  Unlimited members; no stock; transfers need approval.  Unlimited shareholders; stock easy to sell; ideal for VC.  Max 100 U.S. shareholders; one stock class.  Compliance  Minimal: annual report (fees $0–$500) and basic bookkeeping.   High: adopt bylaws, hold annual meetings and minutes; several thousand dollars per year.   High: same formalities as C Corp plus S-Corp eligibility upkeep; several thousand dollars per year.  Best For  Small businesses, freelancers, hands-on owners.  Scalable startups, VC-funded ventures, public companies.  Small firms wanting pass-through taxation with corporate structure.  1. Liability Shield  Both LLCs and corporations protect personal assets, but the strength of that shield depends on following the rules.  2. Taxes  Below is a condensed overview of how each structure is taxed, focusing on key points a newcomer needs to know. LLC (Default Pass-Through):  LLC Electing S-Corp Status (Optional):  C-Corp (Traditional Corporation):  S-Corp (Standalone Election):  Taxation Summary Table:  Structure  Entity Tax Rate  Owner Tax Treatment  Self-Employment Tax on Profits?  Key Notes  LLC (Default) 0% (pass-through) Owner reports on Schedule C or K-1 → Form 1040 Yes, 15.3% on net earnings Single-member uses Schedule C; multi-member files 1065 → K-1. QBI deduction up to 20%. LLC → S-Corp 0% (pass-through) Owner takes reasonable salary (W-2); rest is dividends Only on salary (FICA) Savings vs. 15.3% if distributions > salary; requires payroll setup. LLC → C-Corp 21% Profits taxed at 21% → dividends taxed again (0%–20%) — Potential double taxation; can retain earnings; access to corporate credits. C-Corp (Standalone) 21% Dividends taxed at 0%–20% on shareholders — Traditional corporate structure; double taxation. S-Corp (Standalone) 0% (pass-through) Owner salary (W-2) + distributions via K-1 Only on salary (FICA) Must meet eligibility (≤ 100 U.S. shareholders, one stock class). 3. Management Style  4. Ownership Flexibility  5. Compliance & Cost  LLC  C Corp  S Corp Pros and Cons of LLC vs. Inc. LLC Pros  LLC Cons  Inc. Pros  Inc. Cons  Which Should You Choose? The choice between an LLC and Inc. depends on your business goals, size, and growth plans:  Need Help Deciding? At Fynlo, we understand that choosing the right business structure can feel overwhelming. Our accounting software and expert team are here to simplify the process, from formation to tax planning. Whether you’re leaning toward an LLC or a corporation, we can help you navigate the paperwork, optimize your taxes, and stay compliant.  Ready to get started? Schedule a call with Fynlo today to discuss your business goals and find the perfect structure for your success. Let’s build your dream business together!  You may also like these articles: