top of page
Search

The Legal Mistakes That Could Shut Down Your Business (And How to Avoid Them)

  • Writer: Krystle Oshon
    Krystle Oshon
  • Feb 10
  • 4 min read

Updated: Feb 18

Jason had it all—a thriving café, a loyal customer base, and a brand that stood out in his neighborhood. But one day, he received a legal notice that changed everything. A former employee sued him, claiming they had been misclassified as an independent contractor and denied proper benefits. What started as a dream quickly spiraled into a financial and legal nightmare. Faced with mounting legal fees and a damaged reputation, Jason realized that one mistake could cost him everything.


Unfortunately, Jason’s experience isn’t unique. Nearly 45% of small businesses are entangled in legal disputes at any given time. From labor law violations to contract disputes, these legal pitfalls can severely damage even the most promising ventures.


The good news? Most of these costly mistakes are preventable. This blog post will help you navigate the most common legal risks entrepreneurs face—and, more importantly, show you how to avoid them.


1. Employee Misclassification and Labor Law Violations

Many entrepreneurs, like Jason, unknowingly misclassify employees as independent contractors to save on payroll taxes and benefits. However, labor laws are strict, and misclassification can lead to lawsuits, back pay claims, and hefty penalties.


Misclassification occurs when an employer incorrectly categorizes a worker as an independent contractor when they should legally be classified as an employee. Employees are entitled to benefits such as overtime pay, workers’ compensation, and unemployment insurance, while independent contractors are not. Governments at both state and federal levels aggressively enforce misclassification laws, imposing fines and requiring businesses to pay back wages.


How to Avoid It:

  • Understand federal and state labor laws defining independent contractors versus employees.

  • Draft clear employment contracts that align with labor law guidelines.

  • Consult a labor law attorney to ensure compliance before hiring workers.

  • Regularly review worker classifications as business needs evolve.

Image: Business meeting. Source: Pexels, licensed for free use.
Image: Business meeting. Source: Pexels, licensed for free use.

2. Contract Disputes with Vendors and Partners

Verbal agreements and generic contract templates often lead to misunderstandings and legal battles. A poorly written contract can result in financial losses, delivery disputes, or lawsuits from vendors, partners, or clients.

For instance, imagine a restaurant agreeing verbally with a supplier to deliver fresh produce weekly. If the supplier fails to deliver, the restaurant may struggle to enforce the agreement without a written contract, leading to financial and operational setbacks.


How to Avoid It:

  • Always use written contracts clearly defining terms, responsibilities, and dispute resolution methods.

  • Work with a business attorney to draft and review all agreements before signing.

  • Keep records of all contract negotiations and amendments.

  • Include a mediation or arbitration clause to resolve disputes efficiently.

    Image: Business owner reviewing employment contracts. Source: Unsplash, licensed for free use.
    Image: Business owner reviewing employment contracts. Source: Unsplash, licensed for free use.

3. Intellectual Property Infringement

Entrepreneurs sometimes overlook trademarking their business name, logo, or product designs, leaving them vulnerable to intellectual property disputes. Jason’s café, for example, might have unknowingly used a logo similar to another brand, inviting a costly lawsuit.

Intellectual property (IP) theft can cost businesses millions, especially involving patents or trade secrets. Without legal protection, competitors can replicate business ideas, branding, or proprietary technology without consequence.


How to Avoid It:

  • Conduct a thorough trademark search before finalizing branding elements.

  • Register trademarks, copyrights, and patents with the U.S. Patent and Trademark Office (USPTO).

  • Monitor potential IP violations and take legal action when necessary.

  • Establish internal policies for protecting confidential information.


Image: Robot Holding up a registered trademark sign. Source: Unsplash, licensed for free use.
Image: Robot Holding up a registered trademark sign. Source: Unsplash, licensed for free use.

4. Customer Lawsuits Over Liability Issues

Slip-and-fall accidents, food poisoning claims, or misleading advertising can result in consumer lawsuits that tarnish a business’s reputation and drain financial resources.

Even minor negligence can lead to significant liability issues. For instance, if a customer slips on a wet floor without proper signage, they may sue the business for medical expenses and emotional distress. Similarly, a misleading marketing campaign can result in false advertising lawsuits and consumer fraud claims.


How to Avoid It:

  • Maintain safe premises by adhering to industry safety regulations.

  • Carry liability insurance to cover unexpected claims.

  • Ensure marketing materials and advertising comply with consumer protection laws.

  • Train employees on proper safety and customer service procedures.

Image: “Caution: Wet Floor” sign in a business. Source: Unsplash, licensed for free use.
Image: “Caution: Wet Floor” sign in a business. Source: Unsplash, licensed for free use.

5. Data Privacy and Cybersecurity Breaches

Small businesses often neglect cybersecurity measures, making them prime targets for data breaches. Businesses can face legal actions under privacy laws like GDPR or CCPA if customer payment information or personal data is compromised.

Data breaches can be devastating, leading to financial penalties, loss of customer trust, and even class-action lawsuits. In 2021, the average cost of a data breach in the U.S. was $4.24 million, making it essential for businesses to invest in security.


How to Avoid It:

  • Implement robust cybersecurity policies and data protection measures.

  • Use secure payment processing systems and encrypted customer databases.

  • Stay updated on privacy laws and compliance requirements.

  • Train employees on cybersecurity best practices and phishing prevention.

Image: Cybersecurity lock symbol on a digital screen. Source: Pixabay, licensed for free use.
Image: Cybersecurity lock symbol on a digital screen. Source: Pixabay, licensed for free use.

Lawsuits are a significant threat to small businesses, but most legal pitfalls are preventable with proactive planning. Entrepreneurs can safeguard their businesses from costly legal battles by correctly classifying employees, drafting airtight contracts, securing intellectual property, or ensuring compliance with safety and data protection laws.


Jason’s experience serves as a cautionary tale for all entrepreneurs. Had he sought legal counsel early, he could have prevented the misclassification lawsuit and protected his café. Don’t wait for a lawsuit to disrupt your business—act now to ensure long-term success.


By addressing legal issues proactively, entrepreneurs can focus on what truly matters: growing and sustaining their business. The key takeaway? Legal planning isn’t just a luxury; it’s a necessity for long-term success.


Resources

 
 
 

4 Comments


Michelle Kengkart
Michelle Kengkart
Feb 17

Hi Krystle,


I enjoyed the example you provided at the beginning of your post because it helped set the scene of the thriving businesses that most readers can envision within their own communities. Additionally, as readers, we see how quickly it can all come falling down all because of easily avoidable mistakes. I had no idea that around 45% of business owners dealt with legal disputes! This analysis truly helped me put into perspective that legal planning is an investment for your business because it can save you thousands of dollars in the long run. However, I also understand the hesitation in wanting to spend money on an attorney when many small business owners have a limited amount of resources…

Edited
Like
Krystle Oshon
Krystle Oshon
Feb 18
Replying to

Hi Michelle. Thank you for your thoughtful response! I’m glad the example at the beginning helped illustrate how legal missteps can have serious consequences for small business owners.

You raise an important point about the hesitation to invest in legal services when resources are limited. While hiring an attorney is the best way to ensure compliance, there are practical steps business owners can take to minimize risk in a cost-effective way:

 

  1. Utilize Government Resources – The U.S. Small Business Administration (SBA), local Small Business Development Centers (SBDCs), and state bar associations often provide free or low-cost guidance on business regulations.

  2. Draft and Review Contracts Carefully – Business owners should use well-drafted contracts that clearly define rights and obligations. While templates can…


Like

sripranitha Neerukonda
sripranitha Neerukonda
Feb 15

Krystle,

I really like the blog, I think this is a must-read for any entrepreneur looking to safeguard their business from legal risks. The example provided grabs the reader's attention. Providing more specific cost estimates for legal disputes would also strengthen the argument that legal preparedness is a smart financial investment.

Overall, this blog is a great remainder that legal planning is very important to ensure a long-term business success.

Like

Rebecca Hatton
Rebecca Hatton
Feb 14

Krystle,

I really enjoyed reading your blog! I like how you started with an engaging example and under each pitfall provided the specific ways an entrepreneur can avoid falling into those issues.

Like
bottom of page