The Form W-9 Is Not a Personal Attack
A Form W-9 is not a red flag or a trigger for the IRS—it’s a routine business document. This guide explains what a W-9 actually does, how it relates to 1099 reporting, and why refusing to provide one can create unnecessary risk for your business relationships.
Every year, the same thing happens.
A business requests a Form W-9 from a vendor… and the reaction ranges from mild annoyance to full-blown panic.
Let’s clear something up immediately:
A W-9 on its own means nothing.
It does not automatically mean you’re getting a 1099.
It does not “trigger” the IRS.
It is not a conspiracy.
I can’t believe I even have to write this. But inceraisngly, each year, I have to explain that a W9 is not your customer or vendor or the IRS “coming” for you or trying to “track” you.
It is simply a basic information form. It’s existed for years. About 1984 to be exact.
What a W-9 Actually Does
A Form W-9 tells the requesting business:
Who you are
What type of entity you are
And thus how you’re taxed
Where tax forms should be sent if required
That’s it.
Many corporate offices require a W-9 from every vendor as standard procedure. Others use it simply to maintain accurate contact and tax records. It’s routine compliance — not an accusation or a tracking system.
If You’re a Business Owner, You Should Be Collecting Them Too
Here’s the part many people miss:
If you operate a business, you should be collecting W-9s — not just complaining about receiving them.
You need W-9s to properly issue 1099s when required.
And if you ever need to chase payment, enforce a contract, or place a lien, you’ll be glad you already have the correct legal and tax information on file.
This is basic risk management.
“I’m an LLC. I Don’t Need to Fill One Out.”
Yes. You do.
“LLC” is not a tax classification. It’s a state-level legal structure.
For federal tax purposes, an LLC is taxed as one of the following:
Sole proprietor
Partnership
S-corporation
C-corporation
That tax classification — not the letters “LLC” — determines how 1099 rules apply.
The W-9 simply clarifies how you are taxed so the payer knows whether a 1099 is required.
In fact, everyone needs to and should fill out the W9 if it’s requested. Even corporations. Because the person sending it doesn’t know you’re incorporated! Once you send them the form, they’ll know and actually take you OFF their list.
What If You Do Receive a 1099?
A 1099 is not “extra tax.” It is reporting.
The income shown on a 1099 should already be included in your books. On your tax return, that income is offset by legitimate business expenses such as:
Wages paid
Cost of goods sold
Contractor expenses
Operating costs
Many incorporated businesses receive 1099s even when they are technically exempt. It does not change the accounting. It does not automatically increase tax liability. It simply documents income that should already be recorded.
Why This Actually Matters
The IRS does not view W-9s and 1099s as optional paperwork.
There are real penalties for failing to issue required 1099s — and those penalties fall on the business that failed to collect the W-9. You’re not exempt if the person doesn’t respond.
If you refuse to provide one, you are asking your customer to take on unnecessary compliance risk with real monetary penalties.
Most established businesses will not do that.
They will not argue.
They will not chase you.
They will quietly hire another vendor who understands standard business procedures.
We’ve done this. We advise our clients to do this. And we’ve seen clients do this.
Compliance is table stakes for these big companies. If you want corporate contracts or to scale, you need to get over the W9.
Refusing to participate in basic documentation doesn’t make a business look principled. It makes it look risky and immature.
There’s Also a Relationship Cost
Well-run businesses choose vendors who:
Understand basic compliance
Don’t create avoidable risk
Don’t turn routine administration into conflict
Being hostile about standard paperwork is a fast way to lose good clients, not because they’re petty, but because they’re protecting themselves from IRS notices, penalties, and cleanup work they don’t want.
Final Takeaway
If a W-9 feels threatening, that’s usually not a paperwork problem; it’s most likely a systems problem.
Review:
How you’re classified for tax purposes
How your income is being reported
Whether your bookkeeping supports your filings
Compliance work at this stage of business should feel routine and uneventful. If it feels stressful, something deeper likely needs attention.
Clean it up now, before the IRS or your customers force the issue.
At higher levels of business, this isn’t controversial. It’s just how things are done.
And we’re pretty sick of answering these questions and explaining it each year!
— Steinke & Company
2025 Tax Law Changes: What You Need to Know
Big tax changes are here — and this time, they actually matter. The new O.B.B.B. introduces new deductions for tips, overtime, and car loan interest, increases standard deductions and tax credits, and brings major wins for business owners. Here’s what changed and how it could impact your 2025 taxes.
Tax season looks very different this year. Recent legislation introduced sweeping changes that affect workers, families, retirees, and business owners alike. To help cut through the noise, we’ve pulled together the most important updates in one place: what’s new, what’s changed, and what actions you may want to consider.
Our goal is simple: fewer surprises, less stress, and better tax outcomes.
New Worker Deductions You Can Take Without Itemizing
One of the most talked about changes comes from the O.B.B.B., which introduced three brand new deductions available even if you take the standard deduction.
No Tax on Tips
Qualified workers may deduct up to $25,000 in tip income ($12,500 for single filers).
This applies to:
W-2 employees
1099 contractors
Qualified professions
These deductions phase out for higher earners, generally beginning at $300,000 MAGI for married couples and $150,000 for others. There are also rules and restrictions on which type of tips count. Talk to your tax preparer to fully understand the ins and outs of this new rule.
No Tax on Overtime
Employees can now deduct the overtime premium—the amount earned above their regular hourly rate—up to $25,000 ($12,500 for single filers).
Car Loan Interest Deduction
Taxpayers may deduct up to $10,000 in interest paid on loans for new personal vehicles, provided the vehicle’s final assembly occurred in the U.S.
Bigger Deductions for Most Taxpayers
Thanks to expanded deductions, fewer people will need to itemize this year.
Increased Standard Deduction (Now Permanent)
Married Filing Jointly: $31,500
Head of Household: $23,625
Single Filers: $15,750
SALT Cap Relief
The deduction for State and Local Taxes (SALT) has increased from $10,000 to $40,000 for 2025—welcome news for homeowners and taxpayers in higher-tax states.
New Senior Deduction
Individuals age 65 or older receive an additional $6,000 deduction per person. Combined with other increases, this change effectively eliminates federal income tax on Social Security benefits for nearly 90% of recipients.
Expanded Tax Credits for Families
Several credits aimed at families and caregivers were expanded this year.
Child Tax Credit
Increased to $2,200 per child
At least one parent must have a Social Security Number
ITIN-only households no longer qualify
Child and Dependent Care Credit
Credit rate increased from 35% to 50%
Maximum credit:
$1,500 for one child
$3,000 for two or more
Adoption Credit
Up to $17,280 total
Now partially refundable, up to $5,000
Major Changes for Business Owners and the Self-Employed
Business owners will see some of the most impactful updates this year.
100% Bonus Depreciation Made Permanent
Businesses can continue deducting the full cost of qualifying equipment and assets in the year they are placed in service.
Qualified Business Income (QBI) Deduction
The 20% QBI deduction is now permanent, with more favorable phase-out rules for certain service-based businesses.
1099-K Reporting Threshold Reversal
For 2025, 1099-K forms are issued only if both thresholds are met:
More than $20,000 in gross sales
More than 200 transactions
Immediate R&D Write-Offs
Research and Development expenses may once again be fully deducted in the year incurred. This change is retroactive to 2022.
Expiring Tax Credits: Timing Matters
Some popular energy-related incentives are ending earlier than expected.
Electric Vehicle Credits
Credits for new and used EVs expire after September 30, 2025.
Residential Energy Credits
Credits for solar panels, heat pumps, and energy-efficient windows and doors expire after December 31, 2025.
If you’re considering any of these improvements, planning ahead is critical.
Important IRS Administrative Changes
End of Paper Checks
Starting September 30, 2025, the IRS will no longer:
Issue paper refund checks
Accept paper payments
All refunds and payments must be handled electronically. The best thing to do is make your IRS.gov account and log in! You can also use EFTPS and directpay.gov for payments.
Simplified IRS Payment Plans
Taxpayers who owe up to $50,000 can now set up a payment plan of up to 10 years online, without submitting detailed financial statements.
How to Prepare for a Smooth Tax Season
To help avoid delays and unnecessary stress:
Submit documents as soon as they’re available
Inform us of life changes such as job changes, new businesses, home purchases, vehicle purchases, or family changes
Don’t panic over headlines—we’ll apply what matters to your specific situation
Ask questions early rather than late
Have your banking info ready for electronic payments
Log in and take control of your IRS.gov account ahead of time
Tax law may be complex, but navigating it doesn’t have to be. We’re here to handle the details and help you make the most of the opportunities available this year.
If you have questions about how these changes affect you, reach out anytime—we’re happy to help.
2026 Small Business Tax Calendar: What to Know and How to Stay Ahead
Tax deadlines don’t have to be stressful. This 2026 small business tax calendar breaks down key filing dates, estimated tax payments, and compliance deadlines so you can plan ahead and avoid surprises.
Tax deadlines aren’t just dates on a calendar—they’re decision points that affect cash flow, compliance, and stress levels throughout the year. Whether you’re a sole proprietor, partnership, or corporation, knowing what’s coming allows you to plan instead of react.
Below is a breakdown of the key 2026 small business tax deadlines, along with context on why they matter and who they apply to.
January: Tax Season Begins
Tax season for 2025 returns is expected to open in late January 2026. This is when the IRS begins accepting returns and when missing documents or unresolved issues from the prior year tend to surface.
January 15, 2026
Fourth-quarter estimated tax payments are due for individuals and corporations. This is the final estimate for the 2025 tax year and often catches people off guard after the holidays.
January 31, 2026
This is one of the busiest compliance dates of the year:
Forms 1099-NEC and 1099-MISC must be provided to recipients and filed with the IRS
Forms 940, 944, and 945 are due for applicable employers
Missing this deadline can result in penalties, even if no tax is owed.
February: Payroll & Information Return Follow-Ups
February 10, 2026
An extended deadline applies for certain payroll forms (940, 941, 943, 944, and 945) only if all taxes were deposited on time.
February 15, 2026
Form 1099-B must be sent to recipients.
February 28, 2026
Paper filing deadline for Form 1099-MISC with the IRS.
March: S-Corps and Partnerships
March 15, 2026
This is a critical date for:
S-corporations (Form 1120-S)
Partnerships and multi-member LLCs (Form 1065)
Schedule K-1s must also be issued to shareholders and partners so they can file their personal returns. Delays here often create a domino effect for individual filings.
March 31, 2026
Electronic filing deadline for Form 1099-MISC.
April: A Big One for Many Businesses
April 15, 2026
This date applies to:
C-corporations (Form 1120)
Sole proprietors (Schedule C with Form 1040)
First-quarter estimated tax payments for individuals and corporations
Even if you plan to extend, payment is still due by this date.
Mid-Year Estimated Payments
June 15, 2026
Second-quarter estimated tax payments are due.
September 15, 2026
Third-quarter estimated payments are due, and this is also the extended filing deadline for S-corporation and partnership returns if an extension was filed.
Fall Extensions
October 15, 2026
Extended deadline for individual and C-corporation returns.
Year-End Planning
Year-End Tax Planning
We do these proactive appointments throughout the year, but most people take advantage of them in Q4. Drop off your numbers and we’ll review them and schedule a review call to discuss year-end planning ideas.
December 15, 2026
Fourth-quarter estimated tax payments are due for corporations only. This is often a key point for year-end tax planning and cash flow decisions.
January 15, 2027
Individual estimated payments are due for Q4 of 2026 by January 15. We recommend paying these by Dec 31 now so the IRS doesn’t misclassify the payment to the wrong year. Something they’ve done repeatedly recently.
A Note on Due Dates
If a tax deadline falls on a Saturday, Sunday, or legal holiday, the due date moves to the next business day.
Final Thoughts
Not every deadline applies to every business—but missing the ones that do can be costly. A proactive approach throughout the year makes tax season smoother and allows for better planning, not just compliance.
If you’re unsure which deadlines apply to your business or want help building a system to stay ahead of them, we’re here to help. Contact us below:
— Steinke & Company
Data Security - It's a joke, until it's your info.
Why shouldn’t you send me unsecured documents? I’ll roast you online.
So this morning, a mortgage broker sent me a stranger’s trust document. This afternoon, a real estate title agency asked for my social security number, address, and full name by email. By 2 pm I had lost my cool. These companies are responsible for guarding their client data and doing their jobs without risking your identity with a careless click. My identity isn’t worth it. Unfortunately, Molly didn’t seem bothered that she had sent me the info of a lady in Ohio and that I could see her details, full name, address, and more. Thanks, Molly.
I asked both companies if they had secure portals, and both replied, that they did in fact have these tools. Neither had sent me the link or invite to use them. They just weren’t using them! WTF?
You wouldn’t leave your storefront unlocked overnight, would you? The same care should go into protecting your customers’ sensitive data.
How is a portal different than an email? If Molly had used her portal, she could have deleted or recalled the document and cut off my access. But now that it’s in my email, she can’t get it back. She’s got to rely on me deleting it. I think we all know a creep who wouldn’t delete it. Someone who would be on Facebook looking you up in a second.
That’s where the Gramm-Leach-Bliley Act (GLBA) Safeguards Rule comes in. It’s not just for banks or big corporations—it applies to a wide range of entities, including some you wouldn’t expect. And on June 9 of 2024, further rules went into place, clearly neither of these places are following them.
Here’s the good news: compliance isn’t as overwhelming as it sounds. By the end of this post, you’ll know what the Safeguards Rule is, why it matters, and the simple steps to safeguard your business and customers. You’re small business will be in better shape than these 2 so-called professional companies.
What Is the Gramm-Leach-Bliley Act Safeguards Rule?
The GLBA Safeguards Rule is part of a U.S. law designed to ensure businesses handle sensitive customer information responsibly. It applies to a broad array of entities engaged in financial activities, including:
1. Traditional Financial Institutions:
Banks
Credit unions
Insurance companies
Investment advisors
2. Non-Traditional Entities Engaged in Financial Activities:
Mortgage lenders and closing agents
Financial advisors, lawyers, tax pros
ATM operators, payment processors
Debt collectors
Car rental companies
Courier services
Credit reporting companies
3. Educational Institutions:
Universities and colleges that handle financial activities such as student loans.
4. Other Businesses:
Companies that receive personal information from financial institutions.
Organizations outside the U.S. offering financial services to individuals within the country.
In short, the GLBA applies to any institution "significantly engaged" in providing financial products or services, such as lending, brokering, financial advising, or insurance.
💡 Pro Tip: If your business collects or processes customer financial data in any way, it’s worth double-checking whether the GLBA applies to you. Even if you are just a small business but you have a big client list, or you keep client payment methods on file, you need to check yourself.
Why the GLBA Safeguards Rule Matters for Small Businesses
Imagine this: A small tax preparer skipped encryption to save costs. A data breach exposed hundreds of customers’ personal details, resulting in lawsuits, lost trust, and financial ruin. Or perhaps a mortgage broker sent a trust document to the wrong person, exposing someone’s details to a stranger. Unfortunately, scenarios like this are more common than you’d think:
60% of small businesses close within six months of a major data breach.
Data breaches cost businesses an average of $4.35 million globally in 2022.
Beyond the risks, protecting customer data builds trust, which can set your business apart. When customers know their information is safe, they’re more likely to stick with you.
What’s New in the Updated Safeguards Rule?
Here’s what changed with the most recent updates to the Safeguards Rule:
Encryption Requirements: Businesses must encrypt all sensitive customer information, both in transit and at rest.
Multi-Factor Authentication (MFA): Passwords alone are no longer enough. MFA adds an extra layer of security.
Breach Notifications: If a data breach affects 500+ customers, you must notify the FTC within 30 days.
💡 Keep in mind: These changes are already enforceable, so don’t wait to act. The penalties are also huge and can be loss of licenses, $100,000 fine, and/or 5 years in jail.
How to Make Compliance Simple and Stress-Free
You don’t need a massive IT budget to comply. Follow these three steps to keep things manageable:
1. Develop a Written Security Plan
Think of this as your business’s playbook for protecting customer data. Here’s how:
Identify what types of data you collect.
Determine how and where you store it.
Create a plan to respond to breaches, including FTC notification requirements.
2. Use Affordable Tools
Compliance tools don’t have to break the bank. Here are some recommendations:
Encryption: Tools like BitLocker (Windows) or FileVault (Mac).
MFA: Duo Security offers user-friendly, low-cost solutions.
The Google Authenticator App is free.Use the Security Settings on your Email. You can encrypt emails on Google and other email services offer custom security settings.
Secure Portals: Smartvault and Encyro are easy ways to offer client file sharing.
💡 Helpful tip: Many cloud services include built-in encryption—check your current software for this feature.
3. Train Your Team & Yourself
Make training engaging. Compare phishing emails to “too-good-to-be-true” spam offers or use role-playing scenarios to teach employees how to spot risks. It’s a bit more complicated than “don’t click any links”, but that’s a good start. Take care to choose software vendors who know what they are doing to host your CRM and payment details. Ask your insurance agent what your responsibilities are.
Actionable Checklist to Stay Compliant
Here’s a quick compliance checklist:
✅ Encrypt all sensitive customer data.
✅ Implement multi-factor authentication for logins.
✅ Draft a written information security plan.
✅ Train your employees and yourself on data security best practices.
✅ Set up a breach notification protocol.
✅ Hire an IT consultant if you need more support.
Conclusion: It’s not that hard to get this right.
Protecting customer data isn’t just about avoiding fines—it’s about building trust that keeps your customers coming back.
Start small. A written plan and a few affordable tools can go a long way. And if you need guidance, we’re here to help you secure your business for the future.
💡 Contact us for a consultation on GLBA compliance and data security solutions.
New Small Business Tax School - New Matchmaking Connection!
Today I’m talking about 2 new big things we’ve created to grow our impact and network. Connection Requests and Small Business Tax School.
With tax season approaching, we’ve been busy planning and working on how to make things better for us inside the office but also for our clients. And we’ve been realizing that we just can’t service everyone who needs a tax preparer. We have to focus.
With that giant realization, we’ve created two new things to help us answer your questions, provide better service, and connect people to legit, trusted pros, even if we can’t serve them ourselves.
Small Business Tax School is our new free community, where we’ll post all of our resources, worksheets, checklists, interviews, expert interviews, and business consulting and coaching. When we answer a question, we’ll share it here so that when one learns, all learn. This will help us serve more people faster by being more available in one specific place. It’s impossible to be in all the places simultaneously, and it’s hard only to help one person per hour when you know more people need you and you have a pile of work to do on the desk behind you…… So hop in and get in on the ground floor. It will grow and expand based on what you community wants, so make sure you get your feedback in there.
Our second creation is an offer to connect you with other tax pros and accounting firms who work like us and believe in the power of collaborative and purposeful work. We know we can’t help everyone and are focused on serving our niche because that’s what we do best. But we know many people want to work with someone like us. So we’ve made a quick little form available right here, and when you fill it out, we’ll do the heavy lifting to search our network and then get you a short list of pros who are interested in serving you and are taking new clients just like you. This works for bookkeepers and tax pros alike. So click on our Connection Request and request a Connection!
We hope that these two things can help us serve our clients and community better.
If you are a tax pro or bookkeeper who wants to be considered part of our Connection Network, let us know!
If you hate our new ideas, let me know, too. I’m curious to hear how people think we should deal with the shortage of tax pros, retiring accountants, and an overall deluge of work and demand, especially if you think we’re doing it wrong. I’d like to hear what you’d do. But be careful; we’re hiring, so you may just get asked to join the team.
Email me at stephanie@steinkeandcompany.com
Avoid the Trap: Smart Strategies to Prevent Costly Penalties from Underpaying Estimated Taxes
Underpayment penalties are a common concern for taxpayers, and many are unaware of how substantial they can be. These penalties are assessed by the Internal Revenue Service (IRS) when taxpayers fail to pay enough of their tax liability through withholding or estimated tax payments throughout the tax year. The interest rate for underpayments has been 8% per year, compounded daily, since October 1, 2023 and at least through June 30, 2024. That is up from 3% just two or three years ago.
Understanding underpayment penalties and the strategies to avoid them can save you from unnecessary financial stress and penalties. This article will delve into the intricacies of underpayment penalties and offer guidance on how to navigate these waters effectively.
Understanding Underpayment Penalties - Underpayment penalties are essentially the IRS's way of ensuring that taxpayers are paying their taxes on a quarterly basis rather than waiting until the tax filing deadline. The IRS requires that you pay at least 90% of your current year's tax liability or 100% of the tax shown on your return for the previous year (110% if you're considered a higher-income taxpayer) throughout the year. If you fail to meet these thresholds, you may be subject to the underpayment penalty. Think of it this way: the IRS is effectively charging you interest on the tax money you kept instead of sending it to the government.
The penalty is calculated on a quarterly basis, meaning that if you underpaid in any given quarter, you might be penalized for that quarter even if you overpaid in another. The rate of the penalty is determined by the IRS and can vary from quarter to quarter. For self-employed individuals or those without sufficient withholding, estimated tax payments are a critical tool in managing tax liability and avoiding underpayment penalties. You would think that a quarter of the year would be 3 months, but for the purpose of this calculation, the “quarters” are uneven and cover January – March (3 months), April and May (2 months), June, July and August (3 months) and finally the last 4 months of the year.
De Minimis Exception - The de minimis exception is one way to avoid underpayment penalties. If your total tax liability minus your withholdings and tax credits is less than $1,000, you won't be subject to underpayment penalties. This rule is particularly beneficial for taxpayers who have a relatively small tax liability.
Safe Harbor Payments - Safe harbor payments are essentially benchmarks set by the IRS that, if met, protect taxpayers from underpayment penalties, regardless of their actual tax liability for the year. These benchmarks are designed to ensure that taxpayers pre-pay a minimum amount of their tax obligation throughout the year, either through withholding or estimated tax payments.
The general rule for safe harbor payments requires taxpayers to prepay the lesser of 90% of the current year's tax or 100% of the previous year's tax. However, for those with an adjusted gross income (AGI) over $150,000 ($75,000 if married filing separately), the rules tighten. These individuals must pay the lesser of 90% of the current year's tax or 110% of the previous year's tax to qualify for this safe harbor. Thus, the safe harbor that works for any eventuality is 110% of the previous year's tax liability. In addition, if you had no tax liability in the prior year, then you are exempt from an underpayment penalty.
Since these pre-payments consist of both withholding and estimated tax payments, the timing of these payments is also critical for payments to qualify for the safe harbor penalty exception. Estimated tax payments are due in four installments: April 15, June 15, September 15, and January 15 of the following year, approximately 2 weeks after the end of the “quarters” noted above. If any of these dates falls on a Saturday, Sunday, or legal holiday, the due date will be the next business day. Caution: Some states have different estimated payments dates and, in some cases, amounts for state estimated payments.
Withholding - Unlike estimated payments, withholding is considered paid evenly throughout the year, regardless of when it occurs. This can be particularly useful for taxpayers who realize they may fall short of their safe harbor requirements as the year progresses and boost their withholding by one means or another depending upon the increase required.
An employee can increase their withholding for the balance of the year by providing their employer with a modified W-4 form that will cause the employer to increase withholding for the balance of the year.
Where the increased withholding need is discovered closer to the end of the year, a cooperative employer might be willing to withhold a lump sum amount.
10% is the default withholding rate for nonperiodic withdrawals from traditional IRA accounts when you fail to provide a Form W-4R to the payer that indicates your desired withholding rate (0% - 100%). Thus by submitting a Form W-4R, or a revised one, to the payer of the IRA, requesting a higher withholding rate, additional withholding can be achieved. Where you are not employed (or even if you are), you can create more tax withholding by taking a distribution and then rolling the distribution amount back into the traditional IRA or a qualified retirement plan within the statutory 60-day time frame. To achieve this strategy you will need to make up for the withholding with other funds when making the rollover and make sure you did not have another rollover in the prior 12 months since taxpayers are only allowed one IRA rollover in a 12-month period.
Form W-4R is also used to advise payers of an eligible rollover distribution from an employer retirement plan of the desired withholding rate if it is other than the default rate of 20%.
Form W-4P should be completed to have payers withhold the correct amount of federal income tax from the taxable portion of a periodic pension, annuity (including commercial annuities), profit-sharing and stock bonus plan, or IRA payments. Periodic payments are made in installments at regular intervals (for example, annually, quarterly, or monthly) over a period of more than 1 year.
Calculating the Penalty – If you file your return, owe more than $1,000 and don’t meet an exception, the IRS will compute the underpayment penalty and bill you for it. However, IRS Form 2210 (2210-F for farmers and fishers) can be used to calculate the required annual payment and determine if you have underpaid in any quarter of the tax year. The form considers the amount of tax owed, estimated tax payments made, and any withholding. It then calculates the penalty based on the underpayment for each quarter until the due date of the tax return or until the underpayment is paid, whichever comes first.
If your income varies significantly throughout the year, the annualized income installment method can help reduce or eliminate underpayment penalties. This method allows you to calculate your tax liability and corresponding estimated payments based on your actual income for each quarter, rather than assuming an even income distribution throughout the year.
Farmers and Fishermen - There are special estimated tax requirements for farmers and fishermen. Farmers and fishermen, with at least two-thirds of their gross income for the prior year or the current year from farming or fishing, have two options:
They may pay all their estimated tax by January 15th (which is the 4th quarter due date for estimated taxes), or
They can file their tax return on or before March 1st and pay the total tax due at that time.
The required estimated tax payment for farmers and fishermen is the lesser of:
66 2/3% of the current year’s tax, or
100% of the prior year’s tax.
These provisions are designed to accommodate the unique income patterns of farmers and fishermen, who may not have steady income throughout the year and often realize the bulk of their income at specific times of the year.
Navigating the complexities of underpayment penalties requires a proactive approach to tax planning and payment. By understanding the rules and utilizing strategies such as adjusting withholdings, making estimated tax payments, and taking advantage of the safe harbor rule and the de minimis exception, taxpayers can avoid the financial sting of underpayment penalties. Remember, the goal is to manage your tax liability throughout the year effectively, so you're not caught off guard come tax season.
If you're unsure about your tax situation, please contact this office for personalized advice and peace of mind.
Avoid the Trap: Smart Strategies to Prevent Costly Penalties from Underpaying Estimated Taxes
Underpayment penalties are a common concern for taxpayers, and many are unaware of how substantial they can be. These penalties are assessed by the Internal Revenue Service (IRS) when taxpayers fail to pay enough of their tax liability through withholding or estimated tax payments throughout the tax year. The interest rate for underpayments has been 8% per year, compounded daily, since October 1, 2023 and at least through June 30, 2024. That is up from 3% just two or three years ago.
Understanding underpayment penalties and the strategies to avoid them can save you from unnecessary financial stress and penalties. This article will delve into the intricacies of underpayment penalties and offer guidance on how to navigate these waters effectively.
Understanding Underpayment Penalties - Underpayment penalties are essentially the IRS's way of ensuring that taxpayers are paying their taxes on a quarterly basis rather than waiting until the tax filing deadline. The IRS requires that you pay at least 90% of your current year's tax liability or 100% of the tax shown on your return for the previous year (110% if you're considered a higher-income taxpayer) throughout the year. If you fail to meet these thresholds, you may be subject to the underpayment penalty. Think of it this way: the IRS is effectively charging you interest on the tax money you kept instead of sending it to the government.
The penalty is calculated on a quarterly basis, meaning that if you underpaid in any given quarter, you might be penalized for that quarter even if you overpaid in another. The rate of the penalty is determined by the IRS and can vary from quarter to quarter. For self-employed individuals or those without sufficient withholding, estimated tax payments are a critical tool in managing tax liability and avoiding underpayment penalties. You would think that a quarter of the year would be 3 months, but for the purpose of this calculation, the “quarters” are uneven and cover January – March (3 months), April and May (2 months), June, July and August (3 months) and finally the last 4 months of the year.
De Minimis Exception - The de minimis exception is one way to avoid underpayment penalties. If your total tax liability minus your withholdings and tax credits is less than $1,000, you won't be subject to underpayment penalties. This rule is particularly beneficial for taxpayers who have a relatively small tax liability.
Safe Harbor Payments - Safe harbor payments are essentially benchmarks set by the IRS that, if met, protect taxpayers from underpayment penalties, regardless of their actual tax liability for the year. These benchmarks are designed to ensure that taxpayers pre-pay a minimum amount of their tax obligation throughout the year, either through withholding or estimated tax payments.
The general rule for safe harbor payments requires taxpayers to prepay the lesser of 90% of the current year's tax or 100% of the previous year's tax. However, for those with an adjusted gross income (AGI) over $150,000 ($75,000 if married filing separately), the rules tighten. These individuals must pay the lesser of 90% of the current year's tax or 110% of the previous year's tax to qualify for this safe harbor. Thus, the safe harbor that works for any eventuality is 110% of the previous year's tax liability. In addition, if you had no tax liability in the prior year, then you are exempt from an underpayment penalty.
Since these pre-payments consist of both withholding and estimated tax payments, the timing of these payments is also critical for payments to qualify for the safe harbor penalty exception. Estimated tax payments are due in four installments: April 15, June 15, September 15, and January 15 of the following year, approximately 2 weeks after the end of the “quarters” noted above. If any of these dates falls on a Saturday, Sunday, or legal holiday, the due date will be the next business day. Caution: Some states have different estimated payments dates and, in some cases, amounts for state estimated payments.
Withholding - Unlike estimated payments, withholding is considered paid evenly throughout the year, regardless of when it occurs. This can be particularly useful for taxpayers who realize they may fall short of their safe harbor requirements as the year progresses and boost their withholding by one means or another depending upon the increase required.
An employee can increase their withholding for the balance of the year by providing their employer with a modified W-4 form that will cause the employer to increase withholding for the balance of the year.
Where the increased withholding need is discovered closer to the end of the year, a cooperative employer might be willing to withhold a lump sum amount.
10% is the default withholding rate for nonperiodic withdrawals from traditional IRA accounts when you fail to provide a Form W-4R to the payer that indicates your desired withholding rate (0% - 100%). Thus by submitting a Form W-4R, or a revised one, to the payer of the IRA, requesting a higher withholding rate, additional withholding can be achieved. Where you are not employed (or even if you are), you can create more tax withholding by taking a distribution and then rolling the distribution amount back into the traditional IRA or a qualified retirement plan within the statutory 60-day time frame. To achieve this strategy you will need to make up for the withholding with other funds when making the rollover and make sure you did not have another rollover in the prior 12 months since taxpayers are only allowed one IRA rollover in a 12-month period.
Form W-4R is also used to advise payers of an eligible rollover distribution from an employer retirement plan of the desired withholding rate if it is other than the default rate of 20%.
Form W-4P should be completed to have payers withhold the correct amount of federal income tax from the taxable portion of a periodic pension, annuity (including commercial annuities), profit-sharing and stock bonus plan, or IRA payments. Periodic payments are made in installments at regular intervals (for example, annually, quarterly, or monthly) over a period of more than 1 year.
Calculating the Penalty – If you file your return, owe more than $1,000 and don’t meet an exception, the IRS will compute the underpayment penalty and bill you for it. However, IRS Form 2210 (2210-F for farmers and fishers) can be used to calculate the required annual payment and determine if you have underpaid in any quarter of the tax year. The form considers the amount of tax owed, estimated tax payments made, and any withholding. It then calculates the penalty based on the underpayment for each quarter until the due date of the tax return or until the underpayment is paid, whichever comes first.
If your income varies significantly throughout the year, the annualized income installment method can help reduce or eliminate underpayment penalties. This method allows you to calculate your tax liability and corresponding estimated payments based on your actual income for each quarter, rather than assuming an even income distribution throughout the year.
Farmers and Fishermen - There are special estimated tax requirements for farmers and fishermen. Farmers and fishermen, with at least two-thirds of their gross income for the prior year or the current year from farming or fishing, have two options:
They may pay all their estimated tax by January 15th (which is the 4th quarter due date for estimated taxes), or
They can file their tax return on or before March 1st and pay the total tax due at that time.
The required estimated tax payment for farmers and fishermen is the lesser of:
66 2/3% of the current year’s tax, or
100% of the prior year’s tax.
These provisions are designed to accommodate the unique income patterns of farmers and fishermen, who may not have steady income throughout the year and often realize the bulk of their income at specific times of the year.
Navigating the complexities of underpayment penalties requires a proactive approach to tax planning and payment. By understanding the rules and utilizing strategies such as adjusting withholdings, making estimated tax payments, and taking advantage of the safe harbor rule and the de minimis exception, taxpayers can avoid the financial sting of underpayment penalties. Remember, the goal is to manage your tax liability throughout the year effectively, so you're not caught off guard come tax season.
If you're unsure about your tax situation, please contact this office by email or your own tax professional for personalized advice and peace of mind.
Many Taxpayers Will See Smaller Refunds This Year
Congress has for years used the tax return as a means of providing benefits to taxpayers in need and incentives to stimulate activities in business, as well as addressing environmental issues. So when COVID-19 hit, Congress and many state governments provided tax benefits to help citizens through the pandemic. Because the COVID pandemic-related benefits have come to an end, your tax refunds may be smaller this year, and substantially smaller for many. The following is a rundown of some areas where decreases in federal tax benefits will affect taxpayers’ 2022 tax refunds.
Child Tax Credit:
2021 - Taxpayers with children enjoyed an enhanced and refundable tax credit of $3,000 per child under the age of 18 ($3,600 if under age 6) per child in 2021.
2022 – The credit has reverted to 2020 levels and the maximum credit for 2022 is $2,000 per qualifying child, of which the maximum refundable amount is $1,500 per child in certain situations. In addition, the credit only applies to children under the age of 17.
Non-refundable tax credits can only be used to offset tax liability and any excess is lost. On the other hand, a refundable credit offsets tax liability and any excess is refundable.
In addition, the child tax credit has always phased out for higher income taxpayers. For 2021 the phaseout thresholds were substantially increased as illustrated in the table. However, that increase was for 2021 only and the thresholds have reverted to 2020 levels for 2022.
Dependent Care Benefits: The tax code provides a tax credit to help working taxpayers that pay care expenses for their children and other qualifying individuals. The credit is a percentage of the dependent care expenses incurred, but those expenses are limited to specific amounts and the taxpayer’s income from working. The credit percentage also declines for higher income taxpayers.
2021 – The credit was fully refundable, and the credit was a flat 50% of the allowable expenses up to $8,000 for one and $16,000 for two or more qualified individuals. Thus the credit could be as much $4,000 for one and $8,000 for two or more qualified individuals. The 50% credit rate began to phase out when the taxpayer’s AGI reached $125,000, but the rate wasn’t reduced below 20%.
2022 – The credit is not refundable, and the credit rate ranges from a high of 35% to a low of 20% (see table) of the allowable expenses up to $3,000 for one and $6,000 for two or more qualified individuals.
Recovery Rebates - As a means of providing financial assistance to individuals during the COVID pandemic, Congress authorized Recovery Rebate Credits (also referred to as economic impact payments) for the 2020 and 2021 tax years.
2021 - The rebates, which generally were issued by the federal government during the year but which may have been claimed on the 2021 tax return, were:
$1,400 ($2,800 for joint filers)
$1,400 per dependent
2022 – There were no rebates
Employee Retention Credit – As the title implies, this is a credit whose purpose was to help employers retain employees on payroll even though the employer’s business was in decline because of COVID.
2021 – The payroll credit was 70% of qualified wages up to $10,000 per employee for any quarter 1/1/21 through 9/30/21 or 12/31/21 for Recovery Start-Ups.
2022 – There is no longer a credit for years after 2021.
As you can see there have been some significant reductions of tax benefits that can have a substantial impact on your refund for 2022. Please contact your tax preparer if you have questions or contact your employer to adjust your withholding to alter your refund for 2023.
Four Popular Platforms for Finding Gig Work
There was once a time when the only people who used the word “gig” were musicians chatting about a booking. Today, virtually every newspaper and magazine features the booming gig economy — or how to make the most of it — on a regular basis. Though the term generally refers to people who have taken leave of their full-time jobs, choosing instead to work as independent contractors, there are many who are participating on freelance platforms as a way to supplement their income.
No matter whether you’re considering entering this flexible, unpredictable world, you won’t be alone. Businesswire has reported that more than one in three professionals turned to freelancing during the COVID-19 pandemic, and even as businesses have reopened and people have returned to work, a recent Pew Research study found that 9% of Americans were involved in gig work and that 31% of those — roughly 3 percent of U.S. adults — did gig work as their main job.
Gig work has plenty of benefits, but it has its drawbacks too. The most obvious advantage is the flexibility of making your own hours and being your own boss. Drawbacks include the unpredictability of work, the lack of paid benefits, and having to pay self-employment taxes.
If you’re wondering whether gig work is right for you, you have plenty of options available. Platforms exist for people with specialized skills as well as for unskilled workers, drivers, and grocery pickers. To give you an idea of the opportunities available, we’ve assembled a list of some of the top platforms for finding gig work.
Freelancer – This site offers the opportunity to post a personal profile that highlights your skills and then to bid on jobs in over 1,800 categories. Employers post their job descriptions and review the profile posted by each worker whose skills match their needs. Payments are made in milestones. The site has a membership fee after the first month, with a variety of membership options available.
Instacart – Signing up to be a contractor for this delivery service means you become a personal shopper, picking out items based on clients’ orders and then delivering them, Instacart’s gig workers do most of their shopping for clients at specific big brand stores. Must have constant access to a smartphone and a vehicle and must be able to lift 50 pounds without accommodation. In addition to being paid based on the job itself, you also have the opportunity to earn tips.
TaskRabbit – TaskRabbit matches those who need help with odd jobs and errands with people with the skill to do them. Jobs can range from driving to a physician’s office to helping somebody move or assemble furniture. This last task was posted so frequently on the platform that it attracted the attention of furniture giant IKEA, which purchased the site in 2017 and now offers a TaskRabbit service option with their furniture purchases. Gig workers download the site’s app and are then notified when somebody in their area posts a job they may want to complete.
Care.com – This platform matches pet sitters, babysitters, tutors, housekeepers, and senior caretakers with those in need of their services. Signing up as a contractor on this site requires submitting to a background check in order to ensure the safety of those being cared for. Skills such as CPR or first aid certification are particularly valuable. This site does not take a percentage of earnings but does charge a membership fee.
The gig economy offers limitless options for earnings, regardless of what your skill levels are. If you choose to get involved, make sure that you understand all the financial ramifications: payments are made through third-party platforms and reported to the IRS, so it is important that you are including all freelance income on your tax return and paying quarterly estimated income tax on all earnings.
If you need assistance in calculating your taxes or advice on whether jumping into the gig economy is right for you, contact your tax preparer!
When to Hire a Fractional CFO
Every entrepreneur starts their company with their own vision of what the future holds. Maybe you thought you’d just work from a home office, managing every function and loving every minute of it. Maybe you always knew you were going to make it big and would need a suite of executives, a team of sales and marketing professionals, and a whole bunch of support staff to help the whole thing run like a clock. Whatever you anticipated, if you’ve gotten to the point where your books and your financial planning have gotten beyond your ability, it’s time to think about bringing on someone with more time and experience. While you may be tempted to hire a full-time CFO, there are many benefits to using the fractional CFO services offered by a bookkeeping or accounting firm.
Every growing business needs accurate and timely record-keeping and reporting. But if your needs have grown beyond basic bookkeeping and you need financial insights, accounting management, KPI tracking, and analysis, it’s time to hire a professional. In the past, businesses in your position have had little choice but to bring on a Chief Financial Officer. Today, an increasing number of successful entrepreneurs are recognizing that hiring a virtual CFO — also known as a fractional CFO — makes a great deal of sense. And you can easily access this service by contacting your professional.
A virtual CFO provides outsourced financial services at a fraction of the cost of a full-time employee’s salary. While every business is different and compensation can shift based on years of experience, geographic location, and the scope of the actual work, there’s no getting around the fact that the median salary paid to a Chief Financial Officer in the United States is $417,857. That’s a pretty big hit to take as a new expense, and that doesn’t count the outlay for benefits, bonuses, and associated costs starting with office space and equipment and going on from there.
While the services afforded by a full-time Chief Financial Officer would undoubtedly be valuable, most businesses have legitimate questions about whether the outlay of cash is worth the price. Now consider instead the option of using your CPA firm’s virtual CFO service. They have invested in bringing on professionals who possess all of the same knowledge and experience, but a fractional CFO service participates on a customized schedule to suit the needs of your company — and charges according to a much more reasonable contracted monthly fee, without the need to pay benefits, bonuses, or other expenses.
The difference between the two costs speaks for itself. But do you really get the same level of service? And how do you know that you’re ready or have a need for these services?
Most virtual CFOs were either previously employed as Chief Financial Officers but have chosen to step away from full-time work in favor of a more flexible schedule, or they were qualified to be Chief Financial Officers but opted for a different path. Whatever their specific background, your accounting firm has hired them because they have the exact qualifications needed to help small to mid-sized businesses valued between $1 million and $50 million that have needs beyond their management’s time or abilities and the interest in helping your business succeed.
To get a sense of whether your business needs a virtual CFO, consider these services that they offer and determine whether having them would help you achieve your goals:
A virtual CFO will provide you with financial strategies and projections to improve your operational performance
A virtual CFO will prepare in-depth monthly reports that incorporate all of the pertinent data about your organization and use them to identify what is either driving your growth or preventing it. Beyond simple preparation, they understand what information is important and has meaning and help you make good use of it.
A virtual CFO will manage your assets and monitor your cash flow to improve your overall standing, minimize risk, and optimize your profitability and ability to grow.
A virtual CFO will help you create a financial plan that you can follow. They will also track and measure whether you are sticking to the plan and whether it is helping or needs to be revised.
A virtual CFO will give you the gift of time. Rather than you struggling with these tasks or getting them done while sacrificing time that could be better spent on other things, a virtual CFO will take this task off of your to-do list, and do the job with ease and expertise.