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Why Some Charitable Donations No Longer Lower Tax Bills

February 23, 2026 by Brandon Marcus Leave a Comment

Why Some Charitable Donations No Longer Lower Tax Bills

Image Source: Unsplash.com

A generous donation once came with a predictable bonus: a lower tax bill. That assumption no longer holds true for millions of households, and the shift has reshaped how giving fits into financial planning. Many people still write checks or click “donate” with the belief that April will reward their generosity.

In reality, tax law changes, income thresholds, and stricter rules around eligible organizations now block that benefit in many situations. Anyone who gives regularly needs to understand what changed and how those changes affect the bottom line.

The Standard Deduction Changed the Game

The most significant reason charitable donations no longer reduce tax bills for many households comes down to one number: the standard deduction. The Tax Cuts and Jobs Act of 2017 nearly doubled the standard deduction beginning in 2018. The figures continue to adjust annually for inflation.

This shift surprised many households because they continued their usual giving patterns without realizing that the math no longer worked in their favor. A couple who once itemized mortgage interest, state taxes, and charitable contributions may now find that the total falls below the standard deduction. In that case, itemizing offers no advantage, and the charitable contribution delivers no tax savings.

Itemizing Requires Clearing a Higher Bar

To deduct charitable contributions, taxpayers must itemize on Schedule A. That requirement sounds simple, but it demands that total itemized deductions exceed the standard deduction. Those itemized deductions include mortgage interest, state and local taxes (capped at $10,000 under current law), medical expenses above certain income thresholds, and charitable gifts.

The $10,000 cap on state and local tax deductions, often called the SALT cap, makes itemizing harder for many middle- and upper-income households. Even those who live in high-tax states may struggle to reach the standard deduction threshold when the SALT cap limits how much they can claim. If mortgage interest has declined because of refinancing or a paid-off home, the hurdle grows even higher.

Charitable donations must compete with those other deductions for space. If the total does not exceed the standard deduction, the tax code effectively ignores the charitable gift. That reality explains why many people feel confused at tax time when their donation receipts fail to move the needle.

Not Every Donation Qualifies

Even taxpayers who itemize cannot deduct every contribution. The Internal Revenue Service only allows deductions for gifts made to qualified organizations. That includes most 501(c)(3) nonprofits, religious organizations, and certain governmental entities. Political campaigns, social clubs, and some foreign charities do not qualify.

Donors must also follow documentation rules. Cash donations require bank records or written communication from the charity. Noncash donations, such as clothing or household goods, must remain in good condition or better. For high-value noncash contributions, additional forms and appraisals may apply.

If someone gives to a friend’s online fundraiser that lacks a qualified nonprofit sponsor, that gift does not count as a deductible charitable contribution. If someone drops cash into a jar without documentation, that money cannot support a deduction. These details matter, and the IRS enforces them.

Income Limits Can Shrink the Benefit

Even when a donation qualifies and the taxpayer itemizes, income limits may reduce the deductible amount. In general, cash contributions to public charities can reach up to 60 percent of adjusted gross income. Contributions of appreciated assets, such as stocks, often face a 30 percent limit of adjusted gross income. Excess amounts can carry forward for up to five years, but that carryforward requires planning and recordkeeping.

High-income households sometimes assume they can deduct the full value of a large gift in one year. In reality, income limits may restrict the deduction, especially for substantial contributions. If income fluctuates from year to year, the timing of a donation can change how much of the gift produces a tax benefit.

These limits rarely affect modest annual donations, but they matter for major gifts, estate planning strategies, and large transfers of appreciated property. Anyone contemplating a significant contribution should review those thresholds before finalizing the gift.

Why Some Charitable Donations No Longer Lower Tax Bills

Image Source: Pexels.com

The Temporary Pandemic Break Is Gone

During the height of the COVID-19 pandemic, Congress allowed a temporary above-the-line deduction for charitable contributions for taxpayers who did not itemize. But that temporary rule expired. For tax years after 2021, the tax code returned to its traditional structure: no itemizing, no deduction for charitable contributions. Many taxpayers grew accustomed to seeing at least some small tax benefit from donations during those pandemic years. When that line disappeared from returns, confusion followed.

Anyone who last reviewed tax strategy during that temporary window may now operate under outdated assumptions. The current rules offer no comparable above-the-line deduction for charitable gifts.

Smart Giving Still Makes Financial Sense

A charitable donation should never rely solely on tax savings, but smart planning can still maximize the financial impact. Taxpayers who want to restore the deduction effect sometimes use a strategy called “bunching.” Instead of giving the same amount every year, they combine two or more years of donations into one tax year to push itemized deductions above the standard deduction. In the off years, they claim the standard deduction.

Donor-advised funds can help with that strategy. A donor can contribute a larger lump sum in one year, claim the deduction in that year, and then recommend grants to charities over time. This approach allows steady support for nonprofits while concentrating deductions in a single year.

Donating appreciated assets, such as long-held stocks, can also improve tax efficiency. By transferring shares directly to a qualified charity, a donor avoids paying capital gains tax on the appreciation and may deduct the fair market value, subject to income limits. This strategy often delivers more tax value than selling the asset and donating the cash proceeds.

Qualified charitable distributions from individual retirement accounts offer another option for those age 70½ or older. A direct transfer from an IRA to a qualified charity can count toward required minimum distributions and exclude the amount from taxable income. That move does not require itemizing and can lower adjusted gross income, which may affect other tax calculations.

Giving With Eyes Wide Open

Charitable giving still matters, and nonprofits rely on consistent support. The tax code, however, no longer guarantees a reward for every donation. Larger standard deductions, stricter caps on other itemized deductions, qualification rules, and expired temporary provisions all contribute to the change.

Anyone who gives regularly should review total deductions, income levels, and long-term goals before assuming a tax benefit will follow. A tax professional can model scenarios and suggest timing strategies that align generosity with financial efficiency. Financial software can also estimate whether itemizing makes sense in a given year.

The most powerful approach combines purpose with planning. Donations should reflect values and priorities, but donors should also understand the current rules that govern deductions. When generosity meets informed strategy, both the cause and the household budget can thrive.

The Real Reward of Giving

Tax law has shifted, and charitable deductions have narrowed, but generosity has not lost its impact. A donation may no longer shrink a tax bill in many cases, yet it can still strengthen communities, fund research, and provide relief where it matters most. Financial clarity empowers smarter decisions, and smarter decisions can stretch each dollar further.

Before making the next contribution, review whether itemizing makes sense this year and consider whether bunching, appreciated assets, or qualified charitable distributions could improve the outcome. Giving works best when intention and strategy move in the same direction.

How has the change in tax rules affected personal giving strategies, and has it altered the way donations are planned each year? We want to hear your stories in our comments section.

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Brandon Marcus
Brandon Marcus

Brandon Marcus is a writer who has been sharing the written word since a very young age. His interests include sports, history, pop culture, and so much more. When he isn’t writing, he spends his time jogging, drinking coffee, or attempting to read a long book he may never complete.

Filed Under: tax tips Tagged With: Charitable Donations, donor-advised funds, Estate planning, IRS rules, itemized deductions, nonprofit organizations, Personal Finance, philanthropy, standard deduction, Tax Deductions, tax planning, taxes

Property Tax Exemptions Expiring Automatically in Multiple States

February 21, 2026 by Brandon Marcus Leave a Comment

Property Tax Exemptions Expiring Automatically in Multiple States

Image Source: Unsplash.com

Are you sitting on a tax benefit right now that could evaporate if you’re not paying attention? That shockingly common scenario isn’t just about dodging a growing tax bill; it’s about understanding the quirks in how states treat property tax exemptions after they’re first granted.

Whether you’re a seasoned homeowner, a first‑time buyer, or somewhere in between, you should know this: some states make exemptions automatic year after year, while others demand annual paperwork or risk losing your break entirely.

Why States Play Favorites: Automatic Renewals vs Annual Filings

Right now across the country, some property tax exemptions renew each year automatically once they’re approved, while other exemptions will quietly vanish if you don’t reapply by a state‑set deadline. In some places, once you’ve qualified for the basic homeowner or senior homestead exemption, the local tax authority rolls them over onto your tax bill every year without you hiking back to the assessor’s office. That’s a sweet deal, especially since these exemptions shave thousands off your tax bill by reducing your property’s taxable value. But here’s the catch: many other exemptions, like senior freeze or veteran disability breaks, still require annual applications even in places where other exemptions auto‑renew. Fail to reapply and your savings disappear on next year’s bill.

In other states, the rules flip. In states like Florida, homestead exemptions cast a wide safety net, but you still need to file an initial application by a fixed deadline (often early in the calendar year) to claim the benefit at all. After that initial grant, the law generally allows your exemption to continue year to year unless something about your eligibility changes — like converting your home to a rental or selling the property. But don’t treat that as a free pass: you’ll still see mail from the property appraiser asking you to confirm or renew your status, and if you ignore that notice, you can lose the benefit you’ve counted on.

This difference creates a fascinating patchwork across the U.S.: in some places, you’ll barely lift a finger each year and your tax break silently keeps ticking; in others, skip one form or miss one deadline and the exemption evaporates as quickly as a summer thunderstorm.

How Automatic Renewals Can Save You Stress (and Money)

Automatic renewals feel like magic — you fill out one application, qualify once, and the system takes care of you year after year. This frees up brainpower and keeps your property taxes predictable. In counties that support this system, the annual hassle of qualifying disappears for most homeowners. That means fewer surprises at tax time and more certainty that you’ll keep the benefits you earned.

But automatic doesn’t mean guaranteed. Even in jurisdictions where exemptions carry over, the authorities still check eligibility. If your property changes hands, you sell a portion of it, or local rules shift, the exemption can be removed — and you might never get direct notification. The lesson here is simple: mark your calendar to check your property tax notice each year, not just assume savings will continue forever.

When Exemptions Expire If You Don’t Act

Now let’s hit the parts that can really zap your wallet if you’re not careful. In states where homestead or other exemptions don’t auto‑renew, skipping an annual filing means the exemption simply lapses. That can lead to a tax bill that’s dramatically higher the next year because your savings fall off the books. Think of it like losing a discount card. You used to get thousands knocked off, and now you’re suddenly paying full price with no warning.

Rules vary wildly. In some locations, property tax exemptions and additional benefits — including homestead relief — have strict filing windows. Ignore that window and you may have to wait a full year to apply again. Even if you applied once and received the homestead exemption, your county appraiser still sends renewal notices and requires you to confirm your continued eligibility. Skip that step and you risk forfeiting your benefit.

If that feels like a trap, that’s because it can be. It pays to jot these deadlines down and check in with your assessor’s office early every year. Often they’ll send reminders, but local governments sometimes assume you’re watching your mail as closely as they are.

Deadlines Looming: What You Should Know Now

Across multiple states, deadlines to secure exemptions or renew them come early in the year — January through March in many counties — because property tax rolls are assessed based on ownership and residency on January 1. To make sure your exemption applies to the next cycle, you need to get documentation in before that new tax year kicks off. In some districts, if you miss that window entirely you’re locked out for the year, forcing you to pay higher taxes without the cushion of exemptions. That’s tough news that usually hits in late summer or fall when tax bills arrive.

Because local practices shape these deadlines, here’s a quick mental checklist you can use wherever you own property: first, find your county property appraiser’s website; second, look for the exemption or homestead section; third, note the last day to apply or renew; and fourth, set a recurring annual reminder to check your status well before that date. You can even allow yourself a small reward once you’ve done it for the year — because remembering this once can save you hundreds, even thousands.

Savvy Moves to Keep the Breaks Coming

Don’t assume automatic renewal means “never think about it again.” Always look at your yearly tax statement to confirm that all the exemptions you qualified for are listed. A missing line item could mean you lost a valuable break without realizing it. Additionally, if your life changes, check how that affects your exemptions. Sometimes a small change triggers the need to reapply or submit new documentation.

Another tip: build a simple spreadsheet with deadlines for your local exemptions. Even if you own just one home, having your own dashboard of deadlines takes the pressure off email reminders that often go to spam or get lost in other mail.

Property Tax Exemptions Expiring Automatically in Multiple States

Image Source: Pexels.com

Locked In or Losing Out — What’s the Big Picture

Every state’s property tax game has different rules. Knowing them is like having insider knowledge that pays off every year you own property. Some places keep your benefits rolling like clockwork once you start receiving them; others make you jump through annual hoops that can trip you up if you’re distracted even for one season.

That might surprise you, but it’s just the nature of decentralized tax systems in the U.S. There is no national rule forcing consistency across states — so your best defense is information and vigilance.

Don’t Let Deadlines Steal Your Savings

You’re in a race against paperwork and calendars, and the stakes are real. Missing a renewal or application deadline can cost you, quite literally, hundreds or even thousands of dollars in extra property taxes over the years. Take a moment once a year to confirm your exemptions, note deadlines, and reach out to your tax assessor if anything looks off. Your future self — and your wallet — will thank you for it.

Are you planning to check your property tax exemptions this year and beat your next deadline? Let us know what’s up with your local rules in the comments.

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Brandon Marcus
Brandon Marcus

Brandon Marcus is a writer who has been sharing the written word since a very young age. His interests include sports, history, pop culture, and so much more. When he isn’t writing, he spends his time jogging, drinking coffee, or attempting to read a long book he may never complete.

Filed Under: tax tips Tagged With: Cook County, exemption deadlines, Florida property tax, homeowners, homestead exemption, property tax, property tax renewal, state tax policy, tax exemptions expiration, tax planning, veteran property tax breaks

The IRS Timing Rule That Can Push Income Into a Different Tax Year

February 13, 2026 by Brandon Marcus Leave a Comment

The IRS Timing Rule That Can Push Income Into a Different Tax Year

Image source: shutterstock.com

Have you ever thought about how the exact timing of a paycheck or a freelance invoice could drastically alter your tax bill? It might sound like a small detail, but the IRS has rules that can move income from one tax year to the next, and getting them right—or wrong—can have serious implications.

This isn’t about loopholes or tricks; it’s about understanding the rhythm of the tax system, and why knowing when income officially “counts” can make a huge difference in how much you owe.

When Timing Is Everything: Understanding the IRS “Constructive Receipt” Rule

The IRS has a rule called “constructive receipt,” and it’s deceptively simple but incredibly powerful. In essence, income is taxable in the year you have control over it, not necessarily when you actually deposit it in your bank. If a check is in your mailbox, a payment is available electronically, or you have the ability to draw from an account—even if you haven’t yet taken it—the IRS considers that income as received. This means a December 31st invoice can technically count for that year if you could have cashed it before the clock strikes midnight, even if you wait until January.

Understanding constructive receipt isn’t just academic; it can influence real decisions. Freelancers, small business owners, and anyone with irregular payments often strategize around this rule to manage their taxable income, but there are boundaries. You can’t postpone income by choice if it’s available to you—that’s what the IRS specifically warns against. The nuance lies in whether circumstances beyond your control prevent access, like a bank delay or a client holding a check until January. Timing matters, and knowing these boundaries lets you plan with precision rather than guesswork.

Why This Rule Can Save or Cost You Big

Imagine finishing a year with a windfall of income that pushes you into a higher tax bracket. One invoice hitting December instead of January can mean thousands of extra dollars owed to Uncle Sam. Conversely, delaying income until the next year, when it won’t push you over a critical bracket, can save you a significant sum. This is where constructive receipt becomes a financial strategy. Business owners often schedule invoicing, bonuses, or even sales closing dates around this timing.

However, it’s important to note that some payments are automatically recognized as income when issued, such as interest earned in a bank account. For anyone who deals with freelance work, royalties, or commissions, understanding exactly when you have the right to access funds can prevent overpaying taxes in one year or facing penalties for underreporting in another.

Real-World Scenarios Where Timing Changes Everything

Consider a freelance designer who completes a big project in December but agrees with the client to receive payment in January. From the IRS’s perspective, if the designer had no ability to access the funds in December, the income counts for the following year. On the other hand, if the client cut a check in late December and mailed it, but the designer simply didn’t deposit it, the IRS views the income as received in December.

Small business owners often face similar dilemmas with year-end invoices, prepaid services, and bonuses. Strategic timing of issuing and receiving payments can optimize taxable income, but it requires careful tracking and documentation. Without clear records, a simple misunderstanding can trigger audits or unexpected tax bills. Knowing the rule and applying it thoughtfully allows individuals and businesses to make smart decisions that align with both their financial goals and IRS expectations.

Tools and Tactics to Keep Income in the Right Year

Managing income timing doesn’t require a PhD in accounting, but it does require attention to detail. For individuals, it might be as simple as planning when to send invoices or requesting a client to delay payment slightly. For businesses, accounting software that flags income by receipt date versus deposit date can prevent misreporting. Another tactic is communicating clearly with clients or payroll services about payment schedules to avoid accidental constructive receipt.

Additionally, tax professionals can provide guidance specific to your situation. For example, certain retirement contributions or charitable deductions can interact with income timing in ways that either enhance or reduce benefits.

The IRS Timing Rule That Can Push Income Into a Different Tax Year

Image source: shutterstock.com

When the Clock Strikes Midnight

At the end of the day, constructive receipt is a reminder that taxes aren’t just about numbers—they’re about timing and control. Being aware of the exact moment income counts helps avoid surprises and enables smarter decisions around invoicing, bonuses, and other payments. Delaying or accelerating income should always be done within the rules, but the strategic benefit is undeniable: even a few days can make a difference in tax liability.

Documenting payments, tracking when money is legally yours, and consulting professionals when needed ensures compliance and maximizes opportunities. Income is like water flowing into a bucket: the moment it enters, you need to know whose bucket it belongs to for tax purposes.

Timing Isn’t Just a Technicality

Understanding the IRS timing rule on constructive receipt gives individuals and businesses a surprising degree of control over taxable income. While it might seem like a minor bureaucratic detail, it has real-world implications for how much you pay and when. Knowing the difference between having access to money and actually depositing it is a subtle, but powerful, tool in the financial toolkit. By planning and documenting carefully, it’s possible to navigate the rules smoothly, avoid penalties, and even optimize your tax situation without bending any laws.

Have you ever noticed how the timing of your payments or invoices impacted your tax bill? Tell us any IRS tips that you have in our comments section.

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Brandon Marcus
Brandon Marcus

Brandon Marcus is a writer who has been sharing the written word since a very young age. His interests include sports, history, pop culture, and so much more. When he isn’t writing, he spends his time jogging, drinking coffee, or attempting to read a long book he may never complete.

Filed Under: tax tips Tagged With: accounting, deductions, income timing, IRS, Personal Finance, Planning, tax planning, tax rules, tax strategy, tax tips, tax year, taxes

LLC Changes Most Small Business Owners Still Haven’t Accounted For

January 29, 2026 by Brandon Marcus Leave a Comment

The 2026 LLC Tax Changes Most Small Business Owners Still Haven’t Accounted For

Image source: shutterstock.com

Starting a small business is usually fueled by excitement, not spreadsheets. For many owners, forming an LLC feels like checking the “official” box and moving on.

Taxes and rules, however, have a way of sneaking back into the picture when you least expect them, especially when regulations shift quietly instead of with big announcements. Over the years, several important LLC-related tax and rule changes have taken effect or begun phasing out, and many owners are still operating as if nothing has changed. That can mean smaller deductions. It can also lead to higher tax bills, or compliance headaches that come as an unpleasant surprise.

These are the sort of surprises a small business owner does not want. A little knowledge can go a long way.

The Big Misunderstanding About How LLCs Are Taxed

One of the most common points of confusion is that an LLC is not taxed the same way for everyone. That hasn’t changed, but the impact of that flexibility has. By default, single-member LLCs are taxed like sole proprietorships. Meanwhile, multi-member LLCs are taxed like partnerships, meaning profits pass through to the owners’ personal tax returns.

LLCs can also choose to be taxed as an S corporation or a C corporation, which can change how income and payroll taxes work. What’s new is that changes in deductions and thresholds make these choices more important than they used to be. If you set your LLC tax structure years ago and never revisited it, now is a smart time to review whether it still fits your income and goals.

Proven and dedicated LLC owners will consistently reevaluate the latest tax laws to ensure they are in compliance. Anything short of following the rule correctly could lead them into hot water with the federal government. That can bring any business, no matter the size, to a screeching halt.

Bonus Depreciation (For Some) Is Here To Stay

Many LLC owners built their expectations around generous deductions that are changing. Bonus depreciation, which allows businesses to immediately deduct some or all of the cost of certain equipment purchases, has been made permanent by recent legislation. But that is only for specific equipment and machinery, also referred to as “qualified property,” purchased after January 19, 2025.

This is a reversal of previous plans that called for a “phase-out” over 20% annually. This change is a blessing to some companies. However, some LLC owners aren’t aware of the change, leading to unnecessary budgeting and planning.

A smart move for owners is to dig into their purchase history and ensure that their depreciation qualifies.

LLC Tax Changes Most Small Business Owners Still Haven’t Accounted For

Image source: shutterstock.com

New Reporting Rules That Catch Owners Off Guard

New reporting rules have become a major blind spot for LLC owners, and it’s leading to some wasting their precious time.

As of March 2025, LLCs are not required to report beneficial ownership information, also known as BOI, to the federal government. Previously, they were tasked with identifying who actually owns or controls the business. Now, only foreign entities are subject to BOI reporting—at least for now.

What was once true is not anymore, and knowing about this change could save business owners a ton of energy. However, it’s important to remember that these rules could change again. That’s another reason why business owners need to stay up-to-date.

The One Habit That Helps LLC Owners Stay Ahead

The most important takeaway from all of this is that LLC taxes and regulations are no longer something you can set and forget. Rules change gradually, and rollout takes time. Sometimes, the rollouts are completely reversed, meaning business owners need to pay close attention. Meanwhile, deductions fade away quietly, and reporting obligations expand or contract without much notice.

Owners who schedule regular check-ins, even once or twice a year, are far less likely to be caught off guard. Keeping basic records organized and asking direct questions about what’s changed can make a real difference. Staying curious and proactive is often the simplest way to protect your business and your peace of mind.

Have you ever been surprised by a tax, rule, or filing requirement you didn’t know applied to your LLC? Share your experience in the comments.

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Brandon Marcus
Brandon Marcus

Brandon Marcus is a writer who has been sharing the written word since a very young age. His interests include sports, history, pop culture, and so much more. When he isn’t writing, he spends his time jogging, drinking coffee, or attempting to read a long book he may never complete.

Filed Under: Business Tagged With: Business, business compliance, business practices, business rules, IRS rules, LLC tax, LLC taxes, pass-through income, R&D expensing, small business basics, small business taxes, Tax Deductions, tax planning

The IRS Reporting Threshold Change That Just Created a Tax Risk for Millions in 2026

January 26, 2026 by Brandon Marcus Leave a Comment

The IRS Reporting Threshold Change That Just Created a Tax Risk for Millions in 2026

Image source: shutterstock.com

If you’ve ever sold a vintage jacket on an app, picked up extra cash doing freelance work, or split dinner with friends via Venmo, you might have heard rumblings about a tax reporting change that could have snared millions of everyday Americans into unexpected IRS reporting paperwork in 2026.

The chatter about a strict new $600 rule had everyone from Etsy flippers to neighborhood babysitters biting their nails — but then Congress stepped in with a twist that changed the story entirely. And just like a tax-season plot twist, the IRS reporting threshold that once seemed so imminent has now shifted — in a big way.

The $600 Rule That Almost Was

For years, the IRS had been working toward lowering the reporting threshold for Form 1099-K, the tax document that payment processors like PayPal and Venmo send to both you and the IRS to report income received through their platforms. Under the American Rescue Plan Act of 2021, that threshold was slated to plummet to just $600, with no minimum transaction count attached — meaning that even a handful of casual transactions could have triggered a 1099-K form in 2026.

Tax professionals and everyday sellers alike were alarmed. Selling a couch, doing some freelance work, or even collecting contributions for a group gift suddenly looked like it could generate IRS paperwork. Millions of people stood on the brink of receiving tax forms for what they considered ordinary financial behavior — and that’s a recipe for confusion.

Enter The One Big Beautiful Bill Act

Then came a curveball: the One Big Beautiful Bill Act of 2025 — a massive tax and spending law signed July 4, 2025. Among its many provisions, it rewrote how 1099 reporting thresholds work. Instead of embracing the $600 threshold, Congress essentially hit rewind.

Under the new law, the 1099-K reporting threshold no longer drops to $600. Instead, it reverts to the old school standard that was in place before all this turmoil: you’ll receive a Form 1099-K only if you have more than $20,000 in gross payments and more than 200 transactions on a single payment platform in a calendar year.

That’s the rule that originally existed before the American Rescue Plan Act stirred the pot — and this reinstatement is retroactive for reporting years going back to 2022.

Why This Is Huge (But Not In The Way You Think)

Let’s be candid: for most folks, that old-school requirement of $20,000 and 200 transactions was already pretty high. Casual sellers, hobbyists, and part-time gigsters were rarely hitting both of those marks on a single platform in a year. So repeating that threshold makes a huge difference for day-to-day people.

Suddenly, that tiny Etsy shop selling handmade postcards — or that spinach quiche you flipped after thrift-shopping — probably won’t generate a 1099-K heading to your mailbox. But this doesn’t mean the IRS thinks the money isn’t taxable. It just means you won’t automatically get a tax form from PayPal or another processor for smaller totals.

It’s worth repeating: even if you don’t get a 1099-K, all income is still taxable. That’s tax law 101 — the presence (or absence) of a form doesn’t dictate your obligation to report income on your return.

The IRS Reporting Threshold Change That Just Created a Tax Risk for Millions in 2026

Image source: shutterstock.com

The New 1099 Thresholds For Businesses And Freelancers

But wait — the tax fun doesn’t stop with Form 1099-K. The same law made other changes to reporting forms that matter to small businesses and freelancers. Specifically, the reporting threshold for Form 1099-MISC and Form 1099-NEC — used to report payments to contractors, landlords, and miscellaneous income — has been increased. Starting in 2026, businesses generally won’t need to issue these forms unless the total payments reach at least $2,000 in a year, and this threshold will be adjusted for inflation in future years.

This is a big deal for small outfits and side hustlers. Under the old $600 rule, a small business that paid a freelancer $800 could have had to send out a 1099-NEC. Now? Not until payments hit that higher $2,000 mark. That’s less paperwork, fewer forms flying around, and fewer opportunities for innocent mistakes to turn into IRS penalties.

 

What Do You Think?

This change in tax reporting thresholds for 2026 is one of those rare moments when tax law manages to ease confusion rather than amplify it. Between reinstating the $20,000/$200 1099-K standard and raising the bar on other 1099 forms, the law reshapes how everyday earners interact with IRS reporting. We’ve covered the facts, the history, and the implications — now we want to hear from you.

Tell us what this change means to you, how it might affect your side hustle or business, or even the tax tales you’ve lived through — drop your thoughts or experiences in the comments below!

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Brandon Marcus
Brandon Marcus

Brandon Marcus is a writer who has been sharing the written word since a very young age. His interests include sports, history, pop culture, and so much more. When he isn’t writing, he spends his time jogging, drinking coffee, or attempting to read a long book he may never complete.

Filed Under: tax tips Tagged With: 2026, 2026 laws, 2026 taxes, family finances, family money, finance, finances, general finance, Internal Revenue Service, IRS, IRS reporting, Money, money issues, tax planning, tax risk, tax risks, tax tips, taxes

Why Wealthy Families Are Moving Cash Out of Traditional Banks Before Jan 31st

January 14, 2026 by Brandon Marcus Leave a Comment

Why Wealthy Families Are Moving Cash Out of Traditional Banks Before Jan 31st

Image Source: Shutterstock.com

The financial world is buzzing with whispers, and not the boring kind that happens at a quiet dinner party. Imagine champagne bubbles of strategy popping in high-rise offices and sprawling estates, as wealthy families make moves that could change the way money flows in 2026. Suddenly, bank statements aren’t just numbers—they’re puzzles, and the puzzle solvers are plotting their moves before January 31st.

The stakes feel almost cinematic: hedge funds, tax incentives, and the looming presence of regulatory changes are all playing into a high-stakes game that affects fortunes, lifestyles, and yes, even the way you might think about your own checking account.

Changing Banking Habits Among The Wealthy

Over the past decade, there’s been a subtle but dramatic shift in how affluent families handle their liquid assets. Traditional banks, once the gold standard for safety and convenience, are now being scrutinized in a whole new way. With rising inflation, interest rate volatility, and new tax legislation, keeping large sums of money parked in conventional accounts is starting to look less like security and more like opportunity cost.

Wealth advisors are advising clients to diversify holdings, not just into investments like stocks and real estate, but into instruments that offer both protection and growth potential. The result? Families are moving cash into private banking solutions, alternative investment vehicles, and trusts designed to keep funds working harder than a savings account ever could. Timing is critical—January 31st isn’t just a date on the calendar; it’s a financial deadline that can influence tax outcomes and liquidity strategies.

Tax Planning Is Driving Urgency

One of the primary motivators behind these moves is tax strategy. The end of January often signals the close of certain fiscal opportunities for the previous year, especially for those who operate with complex estate plans or international assets. By transferring money out of traditional banks before this date, wealthy families can reduce exposure to specific taxes or take advantage of deductions and exemptions that vanish after the month ends. This isn’t about evading taxes—it’s about precision planning.

Wealthy families hire teams of tax attorneys and accountants who can choreograph financial maneuvers down to the exact day. In this context, the difference between moving cash on January 30th versus February 1st can amount to tens of thousands, sometimes even hundreds of thousands, of dollars in tax savings. The intensity of this timing creates a ripple effect, influencing financial behavior across sectors, from real estate to private equity.

Alternative Banking And Private Solutions Are Trending

Traditional banks offer convenience, but when money reaches the multi-million-dollar mark, families often crave more tailored solutions. Private banks, family offices, and alternative banking services provide options that standard accounts simply cannot. This can include higher-yield savings alternatives, structured products, or sophisticated hedging strategies designed to preserve wealth while generating returns. By moving funds before January 31st, families ensure they position themselves optimally for investment opportunities that only present themselves at the start of the calendar year.

These alternative solutions also offer enhanced privacy, more personalized advisory services, and sometimes exclusive investment opportunities that are simply inaccessible through conventional banking channels. In essence, it’s a move from mass-market convenience to boutique financial craftsmanship, and timing is everything.

Why Wealthy Families Are Moving Cash Out of Traditional Banks Before Jan 31st

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The Role Of Economic Uncertainty

Economic uncertainty is another factor fueling this behavior. Interest rate changes, stock market fluctuations, and geopolitical tensions all play into how cash is managed at the highest levels. For families with substantial wealth, parking large sums in a traditional bank can feel like leaving money on a table in a casino where the odds are stacked against you. Moving money into more dynamic financial vehicles mitigates risk while opening doors to strategic opportunities. Advisors stress that proactive movement of funds is not reactive panic; it’s careful navigation. The period leading up to January 31st is critical because it aligns with financial reporting deadlines, investor cycles, and the release of new investment products, making timing not just strategic but essential. In a world where even a 1% difference in yield can represent millions, precision becomes almost an art form.

Estate Planning And Multi-Generational Strategy

For many wealthy families, moving cash isn’t just about the present—it’s about legacy. Estate planning often drives the redistribution of assets into trusts, family foundations, and intergenerational funds. By acting before January 31st, families can set up these structures in a way that maximizes both current tax benefits and long-term growth for heirs. It’s a delicate dance: ensure compliance with regulations, protect wealth from market volatility, and align with philanthropic goals. These actions often involve collaboration between legal teams, financial advisors, and investment managers, orchestrating a complex symphony of wealth preservation. This isn’t simply about money changing hands; it’s about shaping financial futures and ensuring that legacies endure across generations.

Technology And Data Are Changing The Game

Finally, technological tools have made these transitions smoother, faster, and more strategic than ever before. High-net-worth individuals now rely on sophisticated platforms to track global assets, automate transfers, and analyze tax implications in real time. Data analytics can simulate hundreds of scenarios, pinpointing the exact timing for optimal financial outcomes. This tech advantage magnifies the urgency of acting before January 31st, as algorithms crunch numbers that would take humans days to analyze manually. In this way, the movement of money is no longer just a practical necessity; it becomes a game of strategy where timing, intelligence, and foresight converge.

What’s Your Banking Take?

The January 31st deadline is more than a date—it’s a financial landmark that has families, advisors, and investors buzzing. Whether it’s about taxes, alternative banking, economic uncertainty, or legacy planning, the reasons wealthy families are moving cash out of traditional banks are varied, sophisticated, and fascinating.

If you’ve witnessed, been part of, or even just pondered the strategies behind such financial maneuvers, the floor is open. Drop your thoughts or stories in the comments below and let’s dive into the world where money, strategy, and timing intersect.

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Brandon Marcus
Brandon Marcus

Brandon Marcus is a writer who has been sharing the written word since a very young age. His interests include sports, history, pop culture, and so much more. When he isn’t writing, he spends his time jogging, drinking coffee, or attempting to read a long book he may never complete.

Filed Under: Wealth Building Tagged With: banking, banking costs, banking habits, banking policies, Banks, Family, family advice, family issues, family money, money issues, tax planning, traditional banks, Wealth, wealthy families

Tax Foresight: 6 Planning Moves That Could Save You Money Soon

January 5, 2026 by Brandon Marcus Leave a Comment

Tax Foresight: 6 Planning Moves That Could Save You Money Soon

Image Source: Shutterstock.com

Fireworks don’t usually go off when someone mentions taxes, but this is where the story flips. Smart tax planning can feel like unlocking a secret level where the rewards are real cash, less stress, and way more control. Instead of scrambling at filing time, a little foresight lets you play offense, not defense, with your money.

These moves aren’t about loopholes or gimmicks; they’re about using existing rules wisely and confidently. Listen closely, because the right planning today can make future-you very glad you paid attention.

1. Maximize Retirement Contributions Early

Putting more into retirement accounts can reduce taxable income while building long-term wealth at the same time. Contributions to traditional 401(k)s and IRAs are often tax-deductible, which can lower what you owe this year. Starting early in the year spreads the impact across paychecks and feels less painful than a late rush. Many employers also match contributions, which is essentially free money with tax advantages. Over time, tax-deferred growth can turn consistent planning into serious savings.

2. Harvest Investment Losses Strategically

Tax-loss harvesting allows investors to sell underperforming assets to offset taxable gains elsewhere. This move can help reduce capital gains taxes without changing long-term investment strategy. Losses beyond gains may even offset a portion of ordinary income, within IRS limits. Timing matters, especially around year-end and wash sale rules. Done carefully, this strategy turns market dips into a planning advantage instead of a frustration.

3. Use Health Accounts As Stealth Tax Shields

Health Savings Accounts are one of the most tax-efficient tools available when paired with eligible health plans. Contributions are typically pre-tax, growth is tax-free, and qualified withdrawals avoid taxes entirely. Few accounts offer this triple benefit, which makes HSAs powerful long-term planning vehicles. Funds can roll over year after year, unlike flexible spending accounts. Treating an HSA as an investment account can quietly protect thousands from future taxes.

4. Time Income And Deductions With Intention

When income or expenses can be shifted, timing becomes a powerful planning lever. Deferring income to a later year may reduce exposure to higher tax brackets. Accelerating deductions, like charitable gifts or business expenses, can increase immediate tax benefits. This approach works especially well for freelancers, business owners, and retirees with flexible income streams. Thoughtful timing can smooth out tax bills and prevent unpleasant surprises.

Tax Foresight: 6 Planning Moves That Could Save You Money Soon

Image Source: Shutterstock.com

5. Take Credits Seriously, Not Casually

Tax credits directly reduce taxes owed, making them more valuable than deductions in many cases. Credits for education, childcare, energy efficiency, and dependent care can add up quickly. Eligibility rules matter, so awareness is key to claiming what’s allowed. Some credits are refundable, meaning they can boost refunds even if taxes owed are low. Missing credits often means leaving real money on the table.

6. Review Withholding And Estimated Payments Regularly

Withholding that’s too high gives the government an interest-free loan, while too low can trigger penalties. Regular reviews help align payments with actual tax obligations as life changes. Job shifts, side income, bonuses, and investments can all throw off estimates. Adjusting throughout the year keeps cash flow predictable and stress levels lower. This simple habit can prevent last-minute panic and unexpected bills.

Plan Ahead And Stay Curious

Tax planning doesn’t require obsession, but it does reward attention and curiosity. Each move builds on the idea that informed choices today can unlock savings sooner than expected. Everyone’s situation is different, which makes learning from others especially valuable.

If you’ve tried any of these strategies or learned something the hard way, the comments section below is waiting. Your experiences might spark someone else’s next smart move.

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Brandon Marcus
Brandon Marcus

Brandon Marcus is a writer who has been sharing the written word since a very young age. His interests include sports, history, pop culture, and so much more. When he isn’t writing, he spends his time jogging, drinking coffee, or attempting to read a long book he may never complete.

Filed Under: Tax Planning Tagged With: 401(k), deductions, filing taxes, health accounts, Income, income taxes, retirement accounts, retirement contributions, retirement savings, tax planning, tax plans, tax tips, taxes

5 Reasons To Talk To Your Kids About Taxes

January 5, 2026 by Brandon Marcus Leave a Comment

Here Are 5 Reasons To Talk To Your Kids About Taxes

Image Source: Shutterstock.com

Taxes might sound like a snooze-fest, but they’re actually a secret superhero origin story for your kids’ financial future. This topic is packed with real-world drama, everyday relevance, and just enough mystery to spark curiosity at the dinner table. Kids already notice money leaving their wallets through games, apps, and allowances, so taxes are the next logical plot twist.

When you pull back the curtain early, you turn confusion into confidence and anxiety into “oh, I get it now.” Talking about taxes can be surprisingly fun, wildly empowering, and way more exciting than it gets credit for.

1. Taxes Teach Kids How The Real World Works

Taxes are woven into almost every grown-up money decision, so learning about them helps kids understand how society functions. Roads, schools, libraries, and parks suddenly make sense when kids see how dollars turn into shared benefits. This knowledge builds awareness that money isn’t just personal, but communal too. Kids begin connecting their daily experiences to larger systems around them. That connection helps them feel informed rather than confused as they grow.

2. Early Tax Talks Build Financial Confidence

When kids hear about taxes early, money stops feeling mysterious and intimidating. They learn that deductions, income, and paychecks are just concepts, not monsters. Confidence grows when kids realize adults are also learning and adapting, not magically born knowing everything. These conversations create a safe space for questions without embarrassment. Over time, kids trust their ability to handle real financial choices.

3. Taxes Encourage Smart Earning And Spending Habits

Understanding taxes helps kids see the difference between gross money and take-home money. That realization makes budgeting feel practical instead of restrictive. Kids start thinking ahead about saving, spending, and planning instead of impulse-buying everything in sight. They also learn that earning more doesn’t always mean keeping all of it. This perspective encourages thoughtful decisions long before adulthood hits.

Here Are 5 Reasons To Talk To Your Kids About Taxes

Image Source: Shutterstock.com

4. Tax Knowledge Sparks Curiosity About Careers And Goals

Talking about taxes opens the door to conversations about jobs, entrepreneurship, and side hustles. Kids discover that different careers are paid in different ways, each with unique tax responsibilities. This insight can spark curiosity about what they want to do and how they want to earn. It also introduces the idea that planning matters as much as passion. Suddenly, future goals feel tangible and exciting.

5. Taxes Teach Responsibility And Civic Awareness

Taxes show kids that being part of a community comes with responsibilities as well as benefits. They learn that contributing helps support things everyone relies on. This lesson encourages empathy, accountability, and awareness beyond personal gain. Kids begin to see themselves as active participants in society. That mindset sticks with them long after the conversation ends.

Turning Tax Talk Into A Family Superpower

Talking to your kids about taxes isn’t about drilling rules or memorizing forms, but about opening doors to understanding. These conversations can be light, playful, and surprisingly empowering when framed the right way. They help kids grow into adults who feel capable, informed, and ready for real-world challenges.

If you’ve had a funny moment, a tough question, or a big win while explaining taxes to your kids, we’d love to hear it. Drop your thoughts or stories in the comments below and keep the conversation rolling.

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Brandon Marcus
Brandon Marcus

Brandon Marcus is a writer who has been sharing the written word since a very young age. His interests include sports, history, pop culture, and so much more. When he isn’t writing, he spends his time jogging, drinking coffee, or attempting to read a long book he may never complete.

Filed Under: tax tips Tagged With: children., families, Family, family issues, family money, financial choices, financial confidence, financial discussions, income taxes, kids, overspending, Smart Spending, spending, Spending Habits, tax planning, taxes

Tax Finale: 6 Year-End Moves to Complete Before New Rules Arrive

January 1, 2026 by Brandon Marcus Leave a Comment

Tax Finale: 6 Year-End Moves to Complete Before New Rules Arrive

Image Source: Shutterstock.com

The clock is ticking, the calendar is flipping, and tax season is creeping closer than you think. But before the champagne corks pop and the New Year kicks off, savvy taxpayers know there’s a final sprint to financial finesse that can save serious money.

This is not your average dull accounting lecture—this is a high-stakes, year-end tax finale where strategy meets opportunity. From clever deductions to timing income, every move you make now can be a game-changer. Today, we’re diving into six essential maneuvers that could protect your wallet before new rules shake everything up.

1. Max Out Retirement Contributions For Maximum Benefits

Contributing to retirement accounts isn’t just about securing your future—it’s an immediate tax shield. IRAs, 401(k)s, and other retirement vehicles allow you to potentially lower your taxable income before the year ends. If you haven’t maxed out your contributions, now is the perfect moment to catch up and claim those tax advantages. Even a few extra thousand dollars funneled into these accounts can significantly reduce your 2025 tax liability. Don’t wait until January; every dollar counted this year could make a real difference.

2. Harvest Tax Losses To Offset Gains

Investors, this one’s for you. Selling underperforming investments before year-end allows you to claim a tax loss, which can offset capital gains and even reduce ordinary income up to certain limits. Known as tax-loss harvesting, this tactic is a powerful way to lower your tax bill while keeping your portfolio aligned with long-term goals. Remember, you can carry over unused losses into future years, extending the benefit beyond 2025. Check your investment statements carefully, because strategic sales now could save you big in April.

3. Accelerate Or Delay Income Strategically

Timing is everything when it comes to taxable income. If you expect to be in a higher tax bracket next year, consider accelerating deductions and deferring income to reduce your current-year liability. Conversely, if your income might spike this year, delaying certain receipts until the next tax year can lower your immediate tax exposure. Even bonuses, freelance payments, or consulting fees can be shifted with careful planning. Consulting a tax professional ensures these maneuvers follow IRS rules without triggering unwanted penalties.

4. Review Charitable Contributions For Extra Deductions

Charitable giving isn’t just about goodwill; it can also be a smart tax strategy. Cash donations, appreciated stocks, and even certain expenses can qualify as itemized deductions, reducing your taxable income. Be sure to document everything carefully with receipts and acknowledgment letters from the charities. Consider bunching contributions into a single year to surpass the standard deduction and maximize savings. Doing a year-end charitable review could turn your generosity into a strategic financial win.

Tax Finale: 6 Year-End Moves to Complete Before New Rules Arrive

Image Source: Shutterstock.com

5. Check Flexible Spending And Health Savings Accounts

Your FSA and HSA balances aren’t just numbers—they’re potential tax savers. Use up remaining FSA funds on eligible medical or dependent care expenses before they vanish, as many accounts have a “use-it-or-lose-it” policy. Contributions to HSAs can be made until the tax filing deadline, offering both immediate tax deductions and long-term growth potential. Investing in healthcare expenses now not only benefits your health but also reduces taxable income. Review deadlines and eligible expenses carefully to avoid missing out on these hidden benefits.

6. Reevaluate Estate And Gift Planning Moves

Estate planning isn’t just for the ultra-wealthy—it’s a tool anyone can leverage for tax efficiency. Gifts up to the annual exclusion amount may be tax-free, helping reduce your taxable estate while benefiting loved ones. Consider strategies like 529 plan contributions for education or gifting appreciated assets instead of cash to maximize tax advantages. Reviewing trusts, wills, and beneficiary designations ensures everything aligns with your current goals. Year-end is the perfect checkpoint to make sure your estate strategy is both effective and compliant.

Last-Minute Tax Moves Can Make A Big Difference

Year-end tax planning may feel overwhelming, but taking action now can pay dividends in both savings and peace of mind. These six moves—maxing retirement contributions, harvesting losses, timing income, boosting charitable deductions, checking FSAs/HSAs, and reviewing estate strategies—are all tools in your financial toolkit. Waiting until the new rules take effect could mean missed opportunities and higher tax bills.

Take a proactive approach, assess your finances carefully, and consult a professional if needed. Let us know your thoughts or any experiences you’ve had with year-end tax planning in the comments section below.

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Brandon Marcus
Brandon Marcus

Brandon Marcus is a writer who has been sharing the written word since a very young age. His interests include sports, history, pop culture, and so much more. When he isn’t writing, he spends his time jogging, drinking coffee, or attempting to read a long book he may never complete.

Filed Under: tax tips Tagged With: charitable contributions, Estate plan, Estate planning, flexible spending, gift plan, gift planning, health savings account, Income, retirement accounts, retirement contributions, retirement plan, retirement planning, tax losses, tax plan, tax planning, tax regulations, tax rules, tax tips, taxes

Tax Ahead: 4 Strategic Moves If You Think Congress Will Rewrite Tax Rules

December 30, 2025 by Brandon Marcus Leave a Comment

Tax Ahead: 4 Strategic Moves If You Think Congress Will Rewrite Tax Rules

Image Source: Shutterstock.com

Congress is like that unpredictable relative who shows up to dinner unannounced, changes the rules mid-meal, and somehow leaves you scrambling to adjust. When it comes to taxes, the stakes are even higher. One minute your strategy seems solid, the next a new proposal or legislative tweak could flip your financial plan upside down.

For anyone who wants to keep more of their hard-earned money and avoid last-minute panic, understanding potential changes—and acting before they happen—is crucial.

1. Reassess Your Retirement Contributions Immediately

If Congress hints at changing tax treatment for 401(k)s, IRAs, or other retirement vehicles, waiting until the last minute could cost you thousands. By reassessing contributions now, you can maximize tax-deferred growth before any new limits or rules hit. Consider whether shifting from a traditional account to a Roth account—or vice versa—aligns with potential legislative changes. Tax-free withdrawals in the future could be a game-changer if rates go up. Staying proactive now allows you to adapt smoothly without scrambling when new rules become law.

2. Reevaluate Capital Gains Strategies

Capital gains taxes are notoriously sensitive to legislative tinkering. If Congress starts talking about raising rates or changing how gains are calculated, it’s wise to examine your investments. Harvesting losses strategically can offset gains and reduce tax liability, even before any law changes take effect. Long-term planning, such as holding assets for over a year, might save you from higher future rates. Working with a financial advisor now ensures your portfolio is positioned to ride out potential changes without unnecessary losses.

3. Explore Timing Large Deductions Or Expenditures

The timing of deductions can suddenly become a high-stakes game when tax rules are in flux. If new legislation limits deductions or alters thresholds, accelerating deductible expenses now could lock in savings. Charitable donations, mortgage interest, and state taxes paid might be especially worth front-loading. Conversely, some taxpayers may benefit from deferring expenses if future rules allow higher deductions. Paying attention to timing isn’t just strategic—it can transform potential tax headaches into manageable planning wins.

Tax Ahead: 4 Strategic Moves If You Think Congress Will Rewrite Tax Rules

Image Source: Shutterstock.com

4. Reconsider Business And Investment Structures

Business owners and investors should treat potential tax reforms like a chessboard. Changing how corporations, partnerships, or LLCs are taxed can dramatically impact take-home profits. Evaluating the structure of your business or investment accounts now could avoid costly restructuring later. Shifts in pass-through taxation, qualified business income deductions, or international tax rules are not far-fetched under current congressional conversations. Taking action early helps you stay flexible and potentially minimize liabilities while Congress debates new rules.

Take Control Before Rules Change

Waiting until Congress finalizes new tax laws is like waiting for a storm to hit before closing the windows—you’ll almost always regret it. The smartest taxpayers act preemptively, reassessing contributions, investments, deductions, and business structures now. Planning ahead can turn uncertainty into opportunity, saving money and stress. By taking deliberate steps today, you position yourself to adapt without scrambling.

Let us know your thoughts, experiences, or strategies in the comments section below—we’d love to hear how you approach shifting tax landscapes.

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Brandon Marcus
Brandon Marcus

Brandon Marcus is a writer who has been sharing the written word since a very young age. His interests include sports, history, pop culture, and so much more. When he isn’t writing, he spends his time jogging, drinking coffee, or attempting to read a long book he may never complete.

Filed Under: Tax Planning Tagged With: capital gains, Congress, deductions, Government, government policy, retirement account, retirement contribution, retirement plan, retirement planning, Tax, tax moves, tax planning, tax rules, taxes, United States

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