Category Archives: Taxes

January 31st is swiftly approaching! If you’ve paid contractors, freelancers, or vendors this year, the 1099 filing deadline should already be on your radar. Don’t panic—but don’t procrastinate either. Here’s your survival checklist for getting it right. 

Start NOW: Your Pre-Filing Action Items 

Pull your payment records. Review all payments made to non-employees throughout 2025. Look through your accounting software, bank statements, and credit card records. You’re looking for anyone you paid $600 or more for services. 

Collect missing W-9 forms. This is the number one mistake that trips up small business owners. You need a completed W-9 from every vendor before you can file their 1099. Missing information means you can’t file, and missing the deadline means penalties. Reach out now to anyone who hasn’t provided one. 

Identify which forms you need. Not all vendors get the same form. Understanding which 1099 to use prevents costly filing errors. 

Know Your 1099 Forms 

1099-NEC is for payments to independent contractors and freelancers totaling $600 or more. This includes your graphic designer, bookkeeper, marketing consultant, or anyone providing services who isn’t your employee. Due January 31st to both the recipient and the IRS. 

1099-MISC reports other types of payments like rent ($600+), prizes and awards ($600+), or royalties ($10+). The deadline is February 28th for paper filing or March 31st for electronic filing. 

1099-K is issued by payment processors like PayPal, Venmo, or Stripe. For 2025, you’ll receive one if you processed $20,000 and had 200+ transactions through these platforms. Be careful not to double-count this income if you also receive a 1099-NEC from the same client. 

1099-INT reports interest income of $10 or more from business accounts or investments. 

Who Doesn’t Get a 1099? 

This is where many small business owners get confused. Generally, you don’t issue 1099s to corporations (S-Corps or C-Corps). However, attorneys are the major exception—they get a 1099 regardless of their entity structure if you paid them $600 or more. 

LLCs can be tricky. Some are taxed as corporations, some aren’t. This is exactly why you need that W-9 form—it tells you how the LLC is taxed and whether a 1099 is required. 

The Real Cost of Getting It Wrong 

Let’s talk penalties, because they add up fast. If you’re 1-30 days late, it’s $60 per form with a maximum penalty of $232,500 for small businesses. Miss the deadline by 31 days to August 1st? That jumps to $130 per form with a $664,500 maximum. File after August 1st and you’re looking at $330 per form with a $1.3 million cap. 

Intentional disregard? That’s $660 per form with no maximum penalty. The IRS doesn’t mess around with this. 

Your Action Plan for the Next Two Months 

Review your vendor list this week and identify everyone who needs a 1099. Send requests for W-9s immediately to anyone you’re missing. Verify that LLCs and other entities have provided accurate tax classification information. Set up your filing method—if you’re filing 10 or more forms, electronic filing is required. Mark January 31st on your calendar in red ink, and consider having everything ready by mid-January to avoid last-minute chaos. 

Don’t Navigate This Alone 

Think of 1099 filing as a narrow trail with steep drop-offs on either side—one misstep and you’re dealing with penalties and IRS notices. At Lightening the Load, we help small business owners get their 1099 filing right the first time. We’ll review your vendor payments, identify who needs forms, verify your information, and handle the filing to ensure you meet all deadlines without the stress. 

The January 31st deadline isn’t flexible, but your approach to it can be. Start now, and you’ll file with confidence instead of panic. 

Let us lighten your load. 

 

New year, new you—and maybe a new business structure? January isn’t just about setting goals; it’s the critical window for making tax elections that could save you thousands of dollars this year. 

If you’re running your business as a sole proprietor or your LLC isn’t quite working the way you hoped, now is the time to evaluate your options. The decisions you make in January can dramatically impact your tax bill come April. 

The March 15th Deadline You Can’t Ignore 

Here’s what many small business owners don’t realize: if you want to elect S-Corporation status for the current tax year, you generally need to file Form 2553 by March 15th. Miss that deadline, and you’re waiting another year to see the benefits. 

This deadline makes January the perfect time for a business structure check-up. You have enough time to carefully evaluate your options, gather necessary information, and file properly—without the last-minute scramble. 

When S-Corp Status Makes Sense 

For profitable LLCs, electing S-Corp taxation can be a game-changer. Here’s why: as an LLC, all your business income is subject to self-employment tax (15.3%). With S-Corp status, you pay yourself a reasonable salary (subject to payroll taxes), and additional profits can be distributed as dividends—avoiding that self-employment tax hit. 

But there’s a catch: S-Corp status comes with additional compliance requirements, including payroll processing and more stringent recordkeeping. It’s not right for every business, but for many profitable small businesses, the tax savings far outweigh the extra administrative work. 

Sole Proprietors: It Might Be Time to Level Up 

Still operating as a sole proprietor? You’re missing out on liability protection and potentially paying more in taxes than necessary. Forming an LLC provides legal separation between you and your business, and it opens the door to more favorable tax treatment. 

The good news? You can form an LLC and elect S-Corp status in the same strategic move—maximizing both protection and tax benefits right from the start. 

Don’t Forget the QBI Deduction 

Your business structure also affects your eligibility for the Qualified Business Income (QBI) deduction—a valuable deduction that can reduce your taxable income by up to 20%. Different entity structures navigate the QBI deduction’s phase-outs and limitations differently, making your January review even more critical. 

Getting It Right 

Choosing the right business structure isn’t a one-size-fits-all decision. It depends on your income level, business type, growth plans, and long-term goals. What worked when you started your business might not be optimal now. 

Think of this as reaching a new waypoint on your business journey—sometimes you need to reassess your route to reach the summit more efficiently. At Lightening the Load, we help small business owners evaluate their entity structure and make informed decisions about S-Corp elections, LLC formations, and ongoing compliance requirements. We’ll analyze your specific situation and guide you toward the structure that makes the most tax sense for your business. 

Don’t let this January pass without a structure review. The tax savings could be substantial. 

Let us lighten your load. 

Working from your lake house in Tennessee while your company is based in Illinois? Spending winters in Arizona but keeping your primary home in Michigan? Congratulations—you’ve just entered the complex world of multi-state tax compliance. 

Here’s the thing: states are getting more aggressive about claiming you as a resident, and with remote work becoming the norm, the lines have never been blurrier. What used to be straightforward—live in one state, file in one state—has become a maze that trips up even the most organized taxpayers. 

Understanding Tax Residency: It’s Not Where You Think You Live 

Most people assume they’re a resident of the state where they own a home or where their driver’s license is issued. But states have their own rules, and they often don’t agree. Some states consider you a resident if you spend just 183 days there. Others look at where your “domicile” is—essentially, the place you intend to return to and consider your permanent home. 

The catch? You can only have one domicile, but you might owe taxes in multiple states depending on where you earn income, own property, or spend significant time. 

Common Multi-State Scenarios That Create Tax Headaches 

Remote workers face unique challenges. If you live in Georgia but work remotely for a company in another state, you might owe taxes in both places. And if you’re considering that move to Florida or Tennessee for their no-income-tax appeal, timing and documentation matter more than you think. 

Property owners need to be especially careful. Owning a rental property on the Carolina coast or in the Smoky Mountains? You’ll likely need to file there. And if you’re a snowbird spending winters in Florida while maintaining your Georgia home, both states might try to claim you as a resident if you’re not carefully tracking your days and maintaining clear ties to your domicile. 

Small business owners navigating multi-state operations face even more complexity—from nexus rules to apportionment formulas, especially as they expand across the Southeast. 

The Cost of Getting It Wrong 

States are conducting more residency audits than ever, and the penalties for incorrect filing can be steep. We’re talking back taxes, interest, and penalties that add up quickly. Some states even charge penalties for failing to file when you didn’t know you had an obligation. 

Your Path Forward 

Think of multi-state tax compliance as navigating unfamiliar terrain—it’s much easier with an experienced guide. At Lightening the Load, we help individuals and small business owners understand their specific state tax obligations and create a compliance strategy that works for their unique situation. 

Whether you’re a remote worker, own property across state lines, or split your time between locations, we’ll help you understand where you need to file, what income is taxable where, and how to avoid costly mistakes. Because tax compliance shouldn’t feel like a guessing game. 

Let us lighten your load. 

 

The tradition of giving and receiving year-end bonuses is a great way to celebrate a successful year. However, for both businesses and employees, understanding the tax implications of these bonuses is crucial. The timing and tax rules matter, and a little foresight can help you maximize the benefit and avoid a surprise tax bill. 

For the Business Owner 

Bonuses are a powerful tool for employee morale and retention, and they are generally deductible as a business expense. 

• Timing is Everything: For cash-method businesses, a bonus is deductible in the year it’s paid. For accrual-method businesses, you may be able to deduct a bonus for a given tax year even if it’s paid in the following year, as long as it’s paid within two-and-a-half months of year-end. 

• Know the Rules for Related Parties: Be aware that the deduction rules change for bonuses paid to “related parties,” such as a family member or a business owner. 

• Withholding Requirements: Bonuses are considered supplemental wages and are subject to federal and state income tax withholding, as well as Social Security and Medicare taxes. You can choose to withhold taxes using a flat percentage or the aggregate method, which can affect how much is withheld from the employee’s check. 

For the Employee 

When you receive a bonus, it’s important to understand how it will be taxed. 

• Bonus as Income: A bonus is considered a part of your taxable income, not a separate type of income. It’s added to your total annual earnings and is taxed at your regular tax bracket. 

• High Withholding: You may notice that the tax withholding on your bonus check is higher than on your regular paycheck. This is because employers often use a flat withholding rate for supplemental wages. Don’t worry, this is just a withholding rate; it doesn’t mean your actual tax rate is higher. When you file your return, all your income and withholding will be accounted for, and you’ll either receive a refund or owe a balance. 

• A Chance for Tax Planning: A year-end bonus can be a great opportunity for some proactive tax planning. For example, some individuals may be able to contribute a portion of their bonus to a tax-advantaged account to reduce their taxable income. 

Don’t let the details of year-end bonuses catch you off guard. Whether you’re a business owner looking to maximize deductions or an employee trying to make the most of your hard-earned bonus, the timing and tax rules matter. 

The end of the year is a natural time to look ahead, and in the world of taxes, 2026 is already on the horizon with some significant changes. New tax legislation has been enacted that permanently alters key provisions, and for individuals and families, understanding these shifts now is crucial for proactive tax planning. At Lightening the Load, we believe in staying ahead of the curve so you can face the future with confidence. 

Here’s a breakdown of the biggest tax changes from the new bill and how they could impact you in 2026 and beyond. 

Goodbye to Personal Exemptions 

A major change that was originally scheduled to return in 2026 was the personal exemption. However, the new law permanently repeals this, continuing the system introduced in the 2017 Tax Cuts and Jobs Act (TCJA). Instead, the standard deduction remains high, which benefits many taxpayers. This is a key detail that can affect your overall taxable income. 

A New, Higher Standard Deduction 

The new legislation makes the increased standard deduction permanent. For 2026, the standard deduction for singles will increase to $16,550 and for married couples filing jointly to $33,100. This higher deduction means fewer taxpayers will need to itemize to see a tax benefit. 

An Additional Senior Deduction 

The new bill also creates a temporary additional standard deduction for taxpayers age 65 and older. This “senior bonus” is $6,000 for single taxpayers and $12,000 for married couples where both qualify. This deduction is available even if you itemize, offering a welcome tax break for seniors. 

A Higher SALT Cap, for Now 

The State and Local Tax (SALT) deduction cap, which has limited deductions to $10,000, has been a major point of discussion for years. The new bill provides temporary relief, raising the SALT deduction cap to $40,000 for taxpayers with incomes under $500,000. This is a significant change, but it is temporary and will phase down for higher-income earners. 

Permanent Tax Brackets and Rates 

The new law makes the seven individual income tax rates permanent. While the brackets themselves will still be adjusted for inflation, the actual rates of 10%, 12%, 22%, 24%, 32%, 35%, and 37% are here to stay. This provides a level of certainty that was previously missing from the tax code. 

New Rules for Businesses 

For small business owners, there are also some key changes to be aware of: 

• Permanent 20% Qualified Business Income Deduction (QBID): The new law makes the 20% deduction for qualified business income permanent, providing long-term certainty for many business owners. 

• Return of 100% Bonus Depreciation: Businesses can once again deduct the entire cost of qualified property in the year it is placed in service, offering a powerful tool for businesses looking to invest in new assets. 

The 2026 tax landscape is already changing. Stay ahead of the curve by partnering with Lightening the Load for proactive tax planning.