The Biggest Mistakes Business Owners Make with LLCs and S-Corps

by | Oct 28, 2026 | Accounting | 0 comments

Choosing the right business structure isn’t just a one-time decision. It affects how you pay yourself, how much you owe in taxes, and how your business operates day to day. We often see business owners set up as an LLC or elect S-Corp status early on, then never revisit that decision.

Or worse, they make the switch without fully understanding what comes with it.

Here are some of the most common and costly mistakes we see when it comes to LLCs and S-Corps:


1. Thinking You Can Switch Back and Forth Easily

On paper, it might seem like you can move between an LLC and S-Corp whenever it feels right. In reality, it’s not that simple.

Electing S-Corp status comes with timing requirements, tax implications, and additional responsibilities. Once you make that election, you’re committing to a different way of operating, especially when it comes to payroll, filings, and compliance.

Switching back isn’t always straightforward, and making reactive decisions year to year can create more complexity than it solves.

2. Paying Yourself Incorrectly as an S-Corp

This is one of the biggest issues we see.

Once you elect S-Corp status, you’re no longer just taking owner draws. You’re required to pay yourself a reasonable salary, which includes payroll, taxes, and proper reporting.

What often happens:

  • No payroll is run at all
  • Salary is set too low to avoid taxes
  • Distributions and salary are mixed without structure

These missteps can lead to penalties and unnecessary risk. S-Corp status can be a powerful tax strategy, but only when it’s handled correctly.

3. Not Realizing When It’s Time to Change Structures

On the flip side, some business owners stay in the same structure for too long.

What worked when your business was smaller may not make sense as your revenue grows.

For example:

  • Remaining a single-member LLC when an S-Corp election could offer tax advantages
  • Electing S-Corp status too early before profits justify it
  • Not reassessing your structure as your business evolves

Your business changes over time. Your structure should keep up.

4. Treating It Like a Set-It-and-Forget-It Decision

This might be the most common mistake we see.

Your entity type isn’t something you choose once and move on from. It should be part of your ongoing financial strategy. Without regular check-ins, it’s easy to:

  • Miss opportunities to save on taxes
  • Fall out of compliance
  • Operate inefficiently without realizing it

The right structure should support your business, not create confusion behind the scenes.

The Bottom Line

LLCs and S-Corps aren’t just labels. They come with real financial and operational implications. There’s no one-size-fits-all answer, but there is a right fit based on where your business is today and where it’s going. Making the wrong choice, or managing the right one incorrectly, can cost you time, money, and unnecessary stress.

Not Sure If You’re Set Up the Right Way?

If you’re questioning whether your current structure still makes sense, it’s probably time to take a closer look! We help business owners stay compliant, understand their numbers, and make decisions that support long-term growth.

Book a consultation and we’ll walk through your setup, identify any risks, and make sure your structure is working for you — not against you.

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Lori Peterson

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Lori Petersen

Lori Petersen has seen the frustration and loss that business owners experience when they don’t have command of their finances. Growing up, she watched her father work incredibly hard as a contractor. He’d come home late, eat the dinner kept warm in the oven, and do it all over again the next day. But it all came crashing down when he had to close the business and Lori’s family applied for food stamps. The business had failed and all of his hard work was for nothing. 

Today, Lori views every one of her clients as an opportunity to make this right. She firmly believes no one should work as hard as her dad did and not have a profitable business. No family should suffer because business finances were poorly managed. 

Lori has helped hundreds of business owners make sense of their finances, implement proven money management systems and create unimagined profitability for their business. She ensures they experience the return they deserve for their hard labor.

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