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What Every Business Owner Should Know About Estimated Taxes

For business owners, taxes work a little differently than for traditional W-2 employees. Instead of having taxes automatically withheld from each paycheck, most self-employed individuals and small business…

Written by
Steve Boeckmann
Published
31 July 2026
Topic
Tax

For business owners, taxes work a little differently than for traditional W-2 employees. Instead of having taxes automatically withheld from each paycheck, most self-employed individuals and small business owners are responsible for paying estimated taxes throughout the year.

Estimated taxes generally apply to income that is not subject to withholding, including business profits, self-employment income, investment income, and certain retirement distributions. These payments are typically made on a quarterly basis and are used to cover federal income tax as well as self-employment tax when applicable.

One of the most common challenges business owners face is underestimating how much they owe. Because income can fluctuate from quarter to quarter, it can be easy to fall behind or miss required payments. This can lead to penalties and interest, even if you ultimately pay the full amount by tax filing season.

Proper planning is key. Reviewing income regularly, setting aside a percentage of earnings for taxes, and adjusting payments throughout the year can help avoid surprises. Many business owners also benefit from working with a tax professional to project income and determine appropriate quarterly payments.

Staying ahead of estimated tax obligations is not just about compliance. It also supports better cash flow management and helps ensure there are no unexpected tax bills at year-end.

Next step

Start with a conversation, not a pitch.

An initial conversation, at no cost and no obligation. We look at what you have and how it is currently taxed before anyone recommends moving anything.

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