Hiring your first employee is an exciting step — but one wrong sentence in your offer letter can open the door to serious legal trouble. If you’re a small business owner, it’s critical to understand that offer letters aren’t just paperwork — they’re legally significant documents that need to be clear, compliant, and thoughtfully crafted.
Let’s look at the four most common offer letter mistakes small business owners make — and how to avoid them.
It may feel harmless to give someone a title like “Manager” or “Director,” but job titles come with legal implications. Misclassifying an employee — whether it’s treating someone as exempt when they’re not, or calling someone a contractor when they’re really an employee — can lead to lawsuits, tax issues, and back pay claims.
Remember: contractors shouldn’t get offer letters at all. They’re separate businesses, and they should receive a business-to-business agreement — not an employment offer. That agreement should clearly spell out the scope of work, payment terms, and deliverables.
When in doubt, match the title and classification to the actual duties being performed, not just what sounds right.
Flexibility in job offers might feel like a smart move, but phrases like “approximately $60,000” or “we’ll review pay in six months” can create misunderstandings. These ambiguities leave you open to disputes — especially if expectations aren’t met down the line.
Be clear and specific: outline the exact salary, whether it’s annualized, how often pay is issued, and any bonus or incentive details.
Here’s a tip: use the phrase “annualized salary” instead of “annual salary.” The former clarifies that pay is earned over time, not guaranteed in a lump sum — an important distinction if someone leaves mid-year.
“… contractors shouldn’t get offer letters at all. They’re separate businesses, and they should receive a business-to-business agreement — not an employment offer.“
Many business owners believe at-will employment protects them from wrongful termination claims. But if the offer letter contains language that even hints at job security or guaranteed employment, that protection can quickly evaporate.
Phrases like “we expect this to be a long-term relationship” or “you’ll have room to grow here” may sound friendly — but they can be interpreted as promises. That opens the door to claims of breach of implied contract if someone is let go.
Always include a clearly written at-will statement — and make sure nothing else in the offer contradicts it.
Skipping compliance details because you’re moving fast? That could cost you.
From Form I-9 to wage notices, state-specific onboarding requirements can apply even if you only have one employee. There’s no grace period for small businesses — you’re expected to know the rules and follow them.
States like California and New York require specific notices at the time of hire, and some have strict rules around wage disclosures, sick leave policies, and more. If you’re not on top of those requirements, you could face fines or employee complaints before your new hire even settles in.
Creating a basic hiring checklist — including offer letter, compliance forms, notices, and onboarding documents — can save you hours of cleanup later.
Whether you’re an entrepreneur jumping into a leadership role, a seasoned business pro with new HR responsibilities, or just starting your HR career – we’ve got the right path to guide you through your HR hurdles.
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An offer letter might feel simple, but it sets the tone for your entire working relationship — and your legal obligations. Missteps, even unintentional ones, can lead to costly consequences.
So before you send that letter, pause. Confirm that the job title matches the duties. Lock in clear and accurate compensation details. Include a strong, consistent at-will clause. And make sure you’re not skipping over compliance requirements.
When you start with the right foundation, you’re not just avoiding legal risk — you’re creating clarity, trust, and stability for your team from day one.
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