Staying Current with Estimated Tax Payments

For self-employed individuals, staying on top of estimated tax payments is crucial for maintaining financial health and avoiding penalties. Unlike traditional employees who have taxes withheld from each paycheck, the self-employed are responsible for calculating and paying their taxes throughout the year. Here's what you need to know to stay current and compliant.

Why Do Estimated Tax Payments Matter?

The U.S. tax system operates on a "pay-as-you-go" basis. This means the IRS expects you to pay taxes as you earn income, rather than in one lump sum at the end of the year. For self-employed individuals, this translates to making quarterly estimated tax payments.

Failing to make these payments, or underpaying, can result in penalties and interest charges. Moreover, a large tax bill at the end of the year can be a significant financial burden.

State and local governments often require the same as well.

When Are Estimated Payments Due?

Estimated tax payments are typically due four times a year:

  • April 15th,

  • June 15th,

  • September 15th, and

  • January 15th of the following year.

The first estimated payment is due the same date as your final return payment.

What’s Involved when Calculating Estimated Payments?

Determining the correct amount to pay can be challenging, especially if your income fluctuates. This is where our comprehensive Tax Package comes in handy— with it, we:

  1. Estimate your annual income and deductions

  2. Calculatesyour expected tax liability

  3. Determine your quarterly payment amounts

  4. Send out reminders for payment due dates

What’s in our Tax Package?

Our Tax Package is designed to simplify the process of managing your estimated tax payments. It includes:

  • Quarterly or Monthly check in calls

  • Personalized income projections to account for seasonal fluctuations

  • Paycheck Check-up to check tax withholding for individuals or spouses with a paycheck

  • A dedicated portal for uploading tax documents

  • Secure messaging for questions throughout the year

By leveraging these tools, you can more accurately predict your tax liability and avoid overpayment or underpayment scenarios.

How can you Stay Ahead?

  1. Be Proactive: Don't wait until the last minute to calculate your payments. We meet quarterly to discuss any changes and updates based on current income numbers.

  2. Keep Accurate Records: Maintain detailed income and expense records. What gets measured, gets managed!

  3. Adjust as Needed: If your income changes significantly, your estimated payments will need to be recalculated. That’s why you can always reach us by chat and through our quarterly meetings.

  4. Set Aside Funds: Opening a separate savings account for taxes and regularly transferring a percentage of your income is a great way to stay ahead. If you’re not sure how much to set aside 20-30% is usually a good starting point.

  5. Stay Informed: Tax laws are ALWAYS changing. We keep up to date on what’s relevant to you, so you don’t have to.

Wrap Up

Staying current with estimated tax payments doesn't have to be a headache. With the right tools and approach, you can manage this aspect of self-employment with confidence. Our Tax Package is designed to take the guesswork out of the process, allowing you to focus on what you do best – running your business.


Our Tax Package provides personalized advice tailored to your specific situation.

Stay proactive. Start with the End in Mind.

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