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Business Best Practices
- How to Handle Tariffs as a Small Business Owner
- Why Using One Provider for Payroll, HR, and Accounting Makes Sense
- Tips for Managing your Business's Online Reputation
- Tips for Relocating Your Small Business
- When It Makes Sense to Reevaluate Your Business Structure
- How to Use Data Analytics to Make Smarter Business Decisions
- Creating a Client Retention Strategy That Works
- Why Every Small Business Needs a Succession Plan
- Adapting Your Business Strategy for Economic Uncertainty
- Strengthening Your Small Business: How to Protect Your Data from Cyber Threats
- Managing Taxes When Unexpected Expenses Arise
- Staying Ahead of Business and Tax Policy Changes
- Start-Up Costs for a Start-Up Business
- Mastering Business Budget Forecasting: A Key to Smarter Financial Planning
- How to Properly Manage Your Business Cash Flow
- How Fraud and Scams Affect Small Businesses—and How to Move Forward
- Mergers & Acquisitions: Key Pointers for Small Business Owners
- 7 Smart Ways to Improve Your Business Credit Score
- How to Improve the Value of Your Business Before You Retire
- Regular Reviews of Your Business's Operating Health Are Essential
- Managing Remote and Hybrid Workers
- Changing Workforce Has Implications for Business Owners
- What Businesses Should Expect From Higher Interest Rates
- Managing Business Debt: Strategies for Maintaining Financial Health
- How to Create a Contingency Plan for Your Business: Preparing for the Unexpected
- Outsourcing vs. Hiring: How to Decide What's Best for Your Business
- Elevating Your Firm’s Client Services Through Automation
- How Volunteering Can Benefit Your Business
- Business Insurance -- A Critical Safeguard
- Financial Wellness Programs -- A Win-Win for Your Business and Your Employees
- What's the Value of Your Business?
- Stay on Top of Key Financial Indicators
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Business Tax
- Regular Reviews of Your Business's Operating Health Are Essential
- What to Do When You Don’t Pay Enough Estimated Taxes
- Frequently Asked Questions about Estimated Taxes in 2026
- End-of-Year Business Tax Planning Checklist
- Time-Saving Tax Tips to Simplify Your Filing
- What the IRS Is Focusing on in 2026
- Managing Estimated Taxes When Income Fluctuates
- How Technology Expenses Are Treated for Tax Purposes
- Common Business Tax Audit Triggers and How to Avoid Them
- Navigating Multi-State Business Taxes
- How Tax Credits Can Offset Rising Business Costs
- Expanding Your Business? Don’t Overlook These Tax Considerations
- Business Tax Reduction 101: Smart Strategies to Keep More of What You Earn
- Understanding Your Tax Obligations When Starting a Side Gig
- Business Tax Planning for Tax Cuts and Jobs Act (TCJA) Sunset
- The Benefits of Hiring a Professional Tax Advisor
- Maximizing Your Small Business Tax Return
- Unpaid Payroll Taxes: A Common Small Business Mistake
- Separating Business and Personal Expenses
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Individual Tax
- Tax Planning for Divorce: What You Need to Know
- Get Ready for a Turbulent Tax Year: 3 Tips
- Navigating the Alternative Minimum Tax (AMT): What You Need to Know
- Maximizing Deductions: Overlooked Tax Deductions You May Be Missing
- Income Tax Records: How Long Should You Keep Them?
- What Can You Expect for the 2026 Tax Year?
- Sending or Receiving 1099s? What You Should Know
- Timing Income and Deductions for Better Tax Outcomes
- Tax Considerations After a Career Change
- Tax-Efficient Ways to Support Charitable Causes
- Life Events That Can Affect Your Tax Return
- How Side Income Impacts Your Tax Return
- The Hidden Tax Benefits of Home Improvements
- Staying Organized Through the Holidays: How to Prepare for Tax Season Early
- Self-Employed? Stay on Top of Your Taxes
- Just Realized You Made a Mistake on an Old Income Tax Return? How To Amend It
- Make Sure to Not Claim an Ineligible Dependent on Your Taxes
- Tax Planning Tips for When Your Income Changes Significantly
- How to Report Rental Income on Your Taxes
- Last-Minute Steps for a Stress-Free Tax Season
- Take Great Care With Estimated Tax Payments and Tax Withholding
- Tax Credit Opportunities
- Is It a Hobby or a Business?
- Can I Still File Taxes Without My W-2 or 1099?
- Environmental Tax Breaks: A Guide to Tax Forms
- You Can Appeal an Increase in Your Property Taxes
- Tax Diversification Can Be a Smart Strategy
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Investments
- Aligning Investments with Short- and Long-Term Goals
- Why Diversification Remains Critical in Volatile Markets
- Reevaluating Risk Tolerance at Different Life Stages
- How Inflation Continues to Impact Investment Strategies
- Sustainable Investing: Aligning Profits with Purpose
- Balancing Risk and Return in a Volatile Market
- How Rising Interest Rates Affect Your Investment Portfolio
- How Inflation Impacts Your Investment Portfolio
- Investing on a Budget: How to Grow Your Wealth with Limited Capital
- Real Estate vs. Stock Market: Which is the Better Investment for You?
- The Difference between Saving and Investing
- What You Need to Know About NFTs
- Adding Sector Funds to Your Portfolio
- The Benefits of Laddering for an Income Investor
- When Should You Sell an Investment?
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Real Estate
- Using Real Estate to Support Long-Term Financial Planning Goals
- When to Hold vs. When to Sell Investment Property
- The Hidden Costs of Property Ownership Investors Often Overlook
- Managing Real Estate Cash Flow During Market Uncertainty
- Smart Renovations That Add Long-Term Value
- How to Evaluate Investment Properties Like a Pro
- Is Real Estate Still a Safe Hedge Against Inflation?
- Tax Advantages of Owning Commercial Real Estate
- How to Save for a House While Investing for Retirement
- What Is a 1031 Like-Kind Exchange?
- The Role of Real Estate in a Diversified Investment Portfolio
- Top Buyer Questions: Answers for Homebuyers
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QuickBooks Tips
- 7 Best Practices You Should Be Implementing in QuickBooks Online
- 5 Tips for Managing Inventory in QuickBooks Online
- Is Your Favorite Pastime Turning Into a Small Business? The IRS Wants to Know.
- How to Set Up a Bookkeeping Cycle in QuickBooks Online
- Q&A: Paying Contractors Through QuickBooks Online
- Do You Know Your Rights as a Taxpayer?
- Deducting Vehicle Expenses On Your Income Taxes: Q&A
- Having Trouble Budgeting? QuickBooks Online Can Help
- Navigating the New QuickBooks Online User Interface
- Why Monthly Reconciliation Is More Important Than Ever
- Using Automation to Streamline Accounting Processes
- Avoiding Common QuickBooks Errors That Skew Financial Data
- QuickBooks Reports Business Owners Rely on in 2026
- Reconciling Accounts Made Easy: A Step-by-Step QuickBooks Guide
- Automating Your Invoicing and Payment Reminders
- How to Use Tags and Custom Fields for Better Tracking
- Top 5 Reports Every Business Owner Should Review Monthly
- How Progress Invoicing Can Improve Your Cash Flow
- Do You Need to Add Users in QuickBooks Online?
- Tired of Typing? Use Recurring Transactions In QuickBooks Online
- 3 Ways to Receive Payments in QuickBooks Online
- Are You Sending Automated Reminder Emails in QuickBooks Online?
- Managing Products and Services in QuickBooks Online
- Give Your Finances a Quick Once - Over with QuickBooks Online
- How Do You Store Documents in QuickBooks?
- 5 Ways to See Who Owes You in QuickBooks Online
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Estate and Trusts
- Estate Planning for Business Owners: Protecting What You’ve Built
- How Estate Planning Helps Minimize Family Conflict
- Choosing the Right Executor or Trustee: What to Consider
- How Digital Assets Fit Into Your Estate Plan
- Protecting Family Wealth Across Generations
- The Role of Life Insurance in Estate Planning
- How to Keep Your Estate Plan Updated Through Life Changes
- Understanding the Tax Implications of Gifting Assets
- Ensuring a Fair and Equal Share for Your Beneficiaries
- Family Trusts: Protecting Your Wealth for Future Generations
- Building a Legacy: Empower Future Generations Through Education
- Millennials: Don’t Put Estate Planning on the Back Burner
- Trusts Can Help Accomplish Numerous Goals
- When Is the Ideal Time to Plan Your Estate?
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Retirement
- The Role of Tax Planning in Retirement Readiness
- Building Multiple Retirement Income Streams
- What to Review Regularly in Your Retirement Plan
- Balancing Retirement Savings with Current Financial Priorities
- Maximizing Retirement Income: Social Security and Beyond
- Rollover Options: What to Do with an Old 401(k)
- What to Consider Before Taking Early Retirement
- How to Balance Retirement Savings with Debt Repayment
- How to Improve the Value of Your Business Before You Retire
- Retirement Income Planning: Diversifying Your Sources
- The Impact of Inflation on Retirement Savings: Preparing for Rising Costs
- Retirement Tax Planning: Why It Matters as Much as Ever
- Retirement Saving Tips While Running a Business
- Is the 4% Spending Rule Still Valid?
- What to Look for in a Retirement Location
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Restaurant Accounting
- The Financial Benefits of Going Cashless
- How to Budget for Seasonal Fluctuations in the Restaurant Industry
- Understanding Restaurant KPIs: What to Measure and Why
- Inventory Management Tips for Better Profit Margins
- The Role of Technology in Streamlining Restaurant Accounting
- Restaurant Payroll: Best Practices and Tips
- Restaurant Tax Guide: Everything You Need to Know
- Restaurant Pre-Shift Meeting Ideas to Boost Profits
- How Much Does It Cost to Open a Restaurant? A Complete Breakdown
- Can a Restaurant be an LLC?
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Payroll Tax
- Understanding Payroll Reporting Requirements
- How Payroll Changes as Businesses Grow
- Common Payroll Tax Issues Businesses Face
- Leveraging Payroll Data Analytics to Drive Business Decisions
- Payroll Audits: What They Are, How to Prepare, and How to Avoid Them
- Managing Payroll When Your Business Has Seasonal or Temporary Workers
- Common Payroll Tax Credit Opportunities & How to Claim Them
- How to Handle Payroll for Contractors vs. Employees (and Why It Matters)
- Payroll Data Security: Best Practices to Protect Employee Information
- Navigating Multi-State Payroll: What Employers Need to Know
- Payroll Onboarding: A Step-by-Step Checklist for New Employees
- How to Choose the Right Payroll Software for Your Small Business
- Payroll Tax Mistakes That Can Cost Your Business
- Managing Payroll for Remote and Hybrid Teams
- How to Stay Compliant with New Payroll Tax Regulations
- Why You Should Retain Payroll Records
- Hourly vs. Salaried Employees: The Differences in Managing Payroll
- The Benefits of Using a Payroll Service: Saving Time, Reducing Risk, and Supporting Growth
- Worker Classification in the Gig Economy: What It Means for Payroll
- Understanding Unpaid Payroll Tax Penalties: What Every Business Owner Needs to Know
Paying estimated taxes is an essential responsibility for freelancers, business owners, gig workers, and others with untaxed income. But what happens if you didn’t pay enough throughout the year? Whether it was an honest mistake or unexpected income changes, here’s what you need to know—and do—if you underpaid your estimated taxes.
1. Understand Why It Matters
The U.S. tax system is pay-as-you-go. This means you’re expected to pay taxes as you earn income—not just at tax time. If you don’t withhold enough through employer payroll or estimated payments, the IRS may charge a penalty for underpayment, even if you’re due a refund.
2. Determine How Much You Owe
First, figure out how short you fell. To do this:
Review IRS Form 1040-ES or your tax software’s estimate for the current year.
Calculate how much you’ve paid through estimated taxes or withholding.
Subtract that from your total expected tax liability.
You’ll owe the difference plus any applicable penalties or interest.
3. Act Quickly: Make a Payment
If it’s still within the tax year, you can reduce penalties by making a catch-up estimated payment via the IRS’s Direct Pay system or through the Electronic Federal Tax Payment System (EFTPS).
If it’s already past year-end, you can still:
Pay the balance due when you file your tax return.
Consider applying any refund from prior years toward your current tax bill.
4. File Form 2210 (If Required)
Form 2210 helps the IRS calculate whether you owe a penalty for underpayment. In many cases, tax software will fill this out automatically. However, you may qualify for a waiver if:
You had a casualty, disaster, or other unusual circumstance.
You retired after age 62 or became disabled during the tax year and didn’t make the error on purpose.
5. Avoid It Next Year
To avoid penalties in the future, take these steps:
Use the safe harbor rule:
Pay at least 90% of the current year’s tax, or
Pay 100% of last year’s tax (110% if your adjusted gross income was over $150,000).
Update your estimated payments each quarter as your income changes.
If you have a job with withholding, adjust your W-4 to have more tax taken out to cover other income sources.
Use a quarterly payment schedule: Estimated taxes are due April 15, June 15, September 15, and January 15 (of the following year).
6. Consult a Tax Professional
If you’re unsure how much to pay or how to handle a penalty, a CPA or tax advisor can provide personalized guidance. This is especially useful if your income is unpredictable or if you’ve received a penalty notice from the IRS.
Final Thoughts
Underpaying estimated taxes isn’t the end of the world—but ignoring it can lead to costly penalties. Address the shortfall quickly, understand your options, and make a plan to stay on top of payments going forward. A little attention now can save you time, stress, and money later.