Windfall Planning Makes Sense for Everyone

5 min read

Windfall Planning, what are Financial windfallsFinancial windfalls are not uncommon. Every year, entrepreneurs who build their businesses from scratch sell them for millions in profit. In 2024 alone, state lotteries paid out a combined $70.2 billion to prize winners. Additionally, over the next 20 years, around $84.4 trillion in wealth transfers are expected to take place, with $72.6 trillion of this going to heirs and the other $11.9 trillion going to charities.

After scrimping and saving for years, a large windfall of money can seem like a dream come true. However, there are many factors to consider when receiving a substantial sum of money all at once. The key to making a windfall last beyond initial purchases is to think about what you want your money to do for you. If it’s enough to substantially change your life, then you should take some time to figure out what you want your new life to look like. The bigger the windfall, the more time and professionals you’ll need to consult to determine how to manage your assets going forward.

The first step is to answer three questions:

  1. What are your short- and long-term financial goals? (And have they – or should they – change after learning about your windfall?)
  2. Who should be involved in the financial decision-making? (e.g., spouse/family, financial advisor, tax expert, estate planning attorney)
  3. What is the nature of the funds to be received? (e.g., cash, investments, property, a business, etc.)

Do not be rash with large sums of money. It can take three months or more to set up certain accounts, trusts, and various strategies for receiving and managing a windfall. Take plenty of time to make decisions and conduct transactions appropriately to ensure they minimize tax liability and meet your short- and long-term goals.

Speaking of which, start out by making a priority list. It’s a good idea to use a cash windfall to meet the first two goals in the list below before considering other options.

  • If you don’t already have one, establish a three to six-month emergency fund in a high-yield, liquid account.
  • Pay off debt such as credit cards, auto loans, medical bills, perhaps even your mortgage.
  • Consider the merits of allocating funds toward a variety of expenses instead of spending it all in one place. For example, consider the impact of appropriating money to investments in your house, your children’s education and retirement. Spreading your windfall across multiple accounts allows those dollars to grow even if you do not continue contributing – getting started with a little is better than having nothing growing toward those goals.
  • Consider how to use the money to make more money. For example, invest in a business or purchase property for rental income and/or equity growth.
  • If you’re thinking of making charitable gifts, consider how you can honor your benefactor (assuming the windfall comes from an inheritance) by donating money in their name. You might be able to offset your own tax liability by transferring a portion of the windfall directly to the charitable entity. Also consider creating your own private foundation or directing a donor-advised fund to manage the assets and donate to specific charities; this tactic enables the assets to continue growing for future charitable donations.

Family Business

Should you inherit a family business or partnership, consult with an experienced tax advisor to decide whether to continue participating in the business interest or even use it as collateral for other investments. This strategy positions the asset for continued growth so you don’t have to cash out and pay taxes on gains in order to use the money.

Lottery or Structured Settlement

If you win big with the lottery, you’ll need to decide whether to receive the assets as a lump sum or an annuity. Be aware that when you take the prize money all at once, the IRS automatically withholds 24 percent of the winnings off the top. Furthermore, if your windfall tops $640,600 for a single filer or $768,700 for a married couple filing jointly (2026), it will be subject to federal income tax at the 37 percent top tax rate. That money also may be subject to state and municipal taxes based on local laws. In some high-income-tax states, that could mean you lose half of the winnings.

If you opt to receive money as an annuity (i.e., guaranteed income spread out over time, such as 30 years), the total payout might be cumulatively higher because it spreads out your tax liability. Depending on your long-term income trajectory, you could avoid the highest income tax bracket. Other windfalls that function like a lottery payout include structured settlements from civil lawsuits (e.g., personal injury, wrongful death)and retirement pension plans.

Depending on the amount of money coming your way, it is highly advisable to consult with financial planning professionals, because how fund transfers are conducted and how much money you withdraw each year can greatly influence your tax bill. It is important to solicit one or more opinions to ensure that your financial moves address both your current and future objectives.

Understanding Horizontal Analysis

3 min read

Understanding Horizontal Analysis, What is Horizontal AnalysisHorizontal Analysis provides businesses a method to examine financial statement entries by looking at the documents’ number for a specific accounting time frame compared to the same length of a historical period for the same accounting line item.

Breaking the Process Down

It’s a way to measure trends and variances by looking at the current year’s values versus the reference year. This helps an analyst figure out if the values increase or decrease. It’s either done on an absolute value or a percentage change basis. The analysis provides a company’s growth and financial position against competitors.

This method is different compared to vertical analysis because vertical analysis looks at a single reporting period and measures the proportional relationship between items, compared to horizontal analysis evaluating multiple periods and multiple ratios for a more comprehensive approach.

Generally Accepted Accounting Principles (GAAP) require uniform and standardized financial statements for adequate financial statement analysis. This entails consistent accounting practices and fundamental principles being employed annually. Comparability constraints mandates that the business’ financial statements are in a form that permits analysts to evaluate them against other competitors in the same field. This is where horizontal analysis comes into play, creating consistency.  

This analysis determines what impacts a company’s growth over time. For cyclical or seasonal companies, it lets analysts get a handle on what’s normal and what’s not. It also permits identification of variances in different product/business segments and how to project a company’s future performance.

Along with the three financial statements (balance sheet, cash flow statement, and income statement) providing working outcomes, it can similarly identify issues and strengths by looking at certain metrics like profit margins or the rate of inventory changing hands.  

If a company reports higher earnings per share due to increases in revenue or lowers its figures of the COGS (cost of goods sold), analysts looking at the interest coverage ratio or cash flow-to-debt ratio, for example, can use horizontal analysis to gauge if a business has enough liquidity for continued operations.

Real World Example of Horizontal Analysis

Let’s say Company X had revenue of $100 million in the previous year and accounts receivable of $200 million during the “base year.” This is compared to revenue of $300 million in the present year and accounts receivable of $600 million. Based on these numbers, the calculations are as follows:

Revenue Comparison

[($300 million – $100 million)/$100 million)] x 100 = 200 percent

Accounts Receivable

[($600 million – $300 million)/$300 million)] x 100 = 100 percent

When it comes to interpreting horizontal analysis, the process needs context to ensure it’s used appropriately. The most prominent consideration is understanding what contributed to the base year’s numbers and the current year’s numbers. Did the company sell off a segment that increased profitability, or did they face massive lawsuits or spend excessive amounts of capex to ensure their viability and competitiveness in the upcoming years?

The calculation is straightforward, but being able to delve into what happened – and why – is the role of the business owner and investor to determine the true health of the business.

The IRS Could Owe You Money Thanks to a Pandemic-Era Court Ruling

4 min read

IRS Could Owe You Money, COVID Court RulingHere’s something that flew under the radar for most people: a court decision from late last year could put money back in your pocket if you got hit with IRS penalties during COVID. But you need to act fast! For some taxpayers, the deadline to file a claim is July 10.

What This Case Is Actually About

Remember when COVID was declared a federal disaster? That designation wasn’t just symbolic. It triggered real protections under the tax code, specifically Section 7508A, which lets the IRS push back deadlines and waive penalties when taxpayers are caught up in a disaster. We’re talking about failure-to-file and failure-to-pay penalties here, and those fees can add up to almost 50 percent of what you already owe, which is brutal!

The Kwong v. United States decision came down from the Court of Federal Claims in November 2025, and it changed the game. The court said the nationwide COVID emergency created a mandatory postponement running from Jan. 20, 2020, through July 10, 2023. Everything that came due in that window should have been bumped to July 11, 2023. In other words, a lot of people may have been penalized when they shouldn’t have been.

This Got Real on April 30

The case had been percolating quietly until the National Taxpayer Advocate (NTA) made some noise about it on April 30. That’s when things got interesting. According to the NTA, tens of millions of taxpayers could be eligible for refunds. Not just on the penalties themselves, but on the interest that piled up on top of those penalties.

The NTA isn’t being shy about this either. The office has pushed hard for the IRS to apply relief broadly instead of making people jump through hoops. They want systemic fixes, not case-by-case battles. And they’ve asked Congress to make sure procedural red tape doesn’t rob people of money they are owed.

There’s another wrinkle worth knowing about. Some refunds issued during 2020 through 2023 may have shortchanged taxpayers on interest because the IRS treated their returns as late. If Kwong holds up, you might be able to claim that missing interest, too.

Expats Had It Especially Rough

If you were living overseas when the pandemic hit, you know the chaos was next level. Borders slammed shut with no warning. People got stranded in countries they were just passing through. Others couldn’t get back to the places they’d been living for years.

Good luck reaching your accountant when consulates are closed, mail isn’t moving, and you’re dealing with a 12-hour time zone difference. Some folks couldn’t access their bank accounts. Others couldn’t get basic documents. And plenty of people were simply stuck, unable to go anywhere, when their filing deadlines rolled around.

Slapping penalties on taxpayers who were dealing with all of that? It misses the point entirely. The disaster relief rules exist for exactly these situations. The NTA has been clear: fair treatment means recognizing what people were actually going through.

You Need to File a Protective Claim

Here’s the practical part. If you want to preserve your right to get this money back, you have to file something called a protective claim. Think of it as a placeholder that keeps your options open while the legal dust settles.

For many people, the deadline is July 10, 2026, though it depends on the tax year involved. Don’t wait until the last minute to figure this out.

The good news is the paperwork isn’t complicated. You can use IRS Form 843 or just file an amended return. You need to list the tax years you’re claiming and note that your refund depends on how the Kwong case plays out. You don’t have to calculate the exact dollar amount right now. The whole point is just to get yourself on record before time runs out.

A Few Limitations to Know About

This relief is specifically about federal income taxes under the Internal Revenue Code. If you’re worried about Report of Foreign Bank and Financial Accounts (FBAR) penalties, that’s a different animal. FBARs fall under the Bank Secrecy Act, so Kwong doesn’t automatically help there. That said, you might still have a reasonable cause argument based on the same COVID disruptions.

State taxes? Every state did its own thing. Most offered some pandemic extensions, but those programs were separate and usually more limited than what we’re talking about here.

Conclusion

If there’s any chance this applies to you, file that protective claim now. Especially if you were overseas during the pandemic years. Once that deadline passes, the door closes for good.