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That Severance Agreement is a Trap. Here's How Not to Get Screwed

Aug 6, 2025

TL;DR - Severance agreements are designed to benefit companies more than you, but everything is negotiable if you know your leverage - take the full 21-day review period, spot red flag clauses, and don't be afraid to ask for more money, benefits, or better terms.

You're staring at a stack of papers that basically says "sign here to get money, but also waive your right to sue us for all the shitty things we probably did." Cool. Welcome to the wonderful world of severance agreements, where companies pretend to be generous while covering their asses harder than a politician during election season.

That severance agreement is designed to benefit them way more than you. But it doesn't have to be a total screwing if you know what you're looking at. Most people just sign whatever gets put in front of them because they're stressed, need the money, and figure they don't have a choice. That's wrong. You've got more leverage than they want you to know, and that agreement is way more negotiable than they'll admit.

Quick legal disclaimer - This isn't legal advice, tax advice, or any other kind of professional advice. Every situation is different, laws vary by state, and we're not lawyers or accountants. When in doubt, talk to actual professionals who know your specific situation.

The 21-Day Rule Isn't Just a Suggestion

Understanding your legal rights is the starting point, because companies love to pressure you into signing immediately. If you're over 40, federal law gives you 21 full days to review any agreement that waives age discrimination claims. Not "we need this back by Friday." Twenty-one actual calendar days (not business days) and they legally cannot rush you.

California goes further and gives ALL workers at least 5 business days to review severance agreements, regardless of age. New York just passed legislation (still pending) that would give everyone 21 business days plus a 7-day period to change your mind after signing. That's right, even after you sign, you can say "actually, forget this" for a full week.

But you also get a 7-day "revocation period" after signing if you're over 40. Sign on Monday? You can change your mind until the following Monday and they have to tear up the whole thing. Companies hate this and will never mention it unless legally required.

The agreement also has to specifically tell you to consult with a lawyer. Not because they want you to have good legal advice, but because if they don't include that language, the agreement could become unenforceable. Funny how that works.

Everything is Negotiable

Negotiate severance like your financial life depends on it, because it probably does. Companies have been getting way more generous lately. Severance packages increased 72% from 2020 to 2025, and 70% of companies enhanced their packages in the last three years. There's money on the table, and they expect you to ask for it.

Why They'll Actually Negotiate with You

Companies negotiate severance because they're scared of you, not because they like you. Every severance package is essentially hush money combined with lawsuit insurance. They'd rather pay you extra now than deal with legal bills, bad publicity, or regulatory investigations later.

Your leverage comes from three main sources, and you probably have more than you realize. First, potential legal claims. Were you laid off shortly after filing a complaint, taking medical leave, reporting safety issues, or refusing to do something sketchy? The timing might not be a coincidence. Companies call these "protected activities," and terminating someone right after them can look suspicious to employment lawyers and juries.

Claims around age discrimination could be valuable if you're over 40. If they laid off mostly older workers while keeping younger ones, or if your boss made comments about "fresh blood" or "digital natives," you might have grounds for a claim. Same goes for any comments about your family obligations, health issues, or anything that could suggest discrimination.

The second source of leverage is information. Do you know about safety violations, financial irregularities, harassment that was covered up, or other company secrets they'd prefer stay buried? You don't have to threaten to expose anything (that could be extortion), but companies know what you know, and they know whistleblower protections are stronger than ever.

Third is your value and visibility. Senior employees with client relationships, institutional knowledge, or public-facing roles cost more to replace and create bigger risks if they bad-mouth the company. If your departure might raise eyebrows with clients, investors, or the press, they'll pay extra for a smooth transition and your continued silence.

Even if you don't have obvious leverage, the math still works in your favor. Employment lawyers often work on contingency, meaning companies might face $50,000+ in legal fees even for weak claims that they'd ultimately win. Paying you an extra $20,000 in severance could be cheaper than fighting you in court, even if they think you're wrong.

How to Spot Your Leverage

Look for patterns in who got laid off versus who didn't. If they kept the young white guys and laid off everyone over 50, women with young kids, or minorities, that could be a pattern worth discussing with an employment lawyer. If they laid off everyone who complained about working conditions or took family leave recently, same thing.

Check your personnel file if you can. Were you getting good performance reviews until suddenly you weren't? Did your boss start documenting every minor mistake after you filed a complaint or took protected leave? These "paper trails" could be evidence of retaliation rather than legitimate performance issues.

Your negotiation strategy should be professional but pointed. Don't say "I'll sue you if you don't give me more money." Instead, say something like this - "Given my ten years of strong performance and the circumstances around this decision, I believe the standard package doesn't reflect my contributions or the risks to the company. I'd like to discuss adjusting the terms."

If you have potential legal claims, mention them indirectly. "I've been advised to consult with an employment attorney about the timing of this layoff, but I'd prefer to resolve this amicably if possible." This plants the seed without making threats.

The key is making it clear that you know what you know, without being explicit about what you might do with that knowledge. Companies hate uncertainty, and uncertainty about your post-employment plans is leverage you can use.


Keep in mind, and this is important, severance offers are usually revocable until you sign them. Companies can withdraw or reduce offers if they feel you're being unreasonable or if negotiations drag on too long. This doesn't mean you shouldn't negotiate, but it does mean you should be strategic about how hard you push and realistic about your leverage. If you have a decent offer and limited leverage, sometimes accepting it quickly is smarter than risking it disappearing entirely.

What You Can Actually Negotiate

Start with the money, obviously. Most companies start with 1-2 weeks per year of service, but that's just the opening bid. Long-tenured employees, high performers, and anyone with potential legal claims can often get significantly more. If you were making $100,000 and worked there for 10 years, don't just accept 10 weeks of pay. Ask for 20 weeks, or negotiate for additional benefits that add real value.

Health insurance continuation is huge. COBRA costs $600-$2,200 per month depending on your coverage. Getting the company to pay for 3-6 months of COBRA premiums could be worth $10,000+ in real money. This is often easier for companies to approve than straight cash because it doesn't hit their headcount budgets the same way.

Stock options and equity vesting are goldmines if you work in tech. Unvested options usually disappear when you're terminated, but companies can accelerate vesting as part of severance negotiations. Someone with $100,000 in unvested options might negotiate to vest 50% immediately - that's $50,000 in additional value that costs the company nothing extra. Understanding your 401(k) and equity options after a layoff becomes crucial since these decisions affect your long-term financial security.

Reference letters are criminally undervalued in negotiations. Getting them to agree to a positive reference or LinkedIn recommendation in writing can be worth way more than a few extra weeks of pay when you're job hunting. Make it mutual - they can't trash-talk you, you can't trash-talk them.

The Tax Trap That Could Cost You Thousands

Lump sum versus installment payments can make or break your financial recovery, and most people choose wrong because they don't understand the potential tax implications. Companies love offering lump sums because it gets you off their books immediately, but it might not be best for you.

Say you made $80,000 annually and get a $40,000 severance lump sum. That $120,000 of income in one year could potentially push you into a higher tax bracket. You might pay 24% federal taxes instead of 12%, costing you an extra $4,800. Spread that severance over two years and you might stay in the lower bracket both years. But tax situations vary widely, so talk to a tax professional about your specific situation.

The withholding can also be problematic. Companies typically withhold 22% from severance lump sums (or 37% for amounts over $1 million) regardless of your actual tax rate. If you're normally in the 12% bracket, they might be over-withholding, and you'll have to wait until next year's tax refund to get that money back.

Installment payments might also keep you eligible for unemployment benefits longer in many states. Some states offset your unemployment dollar-for-dollar with severance income, so a lump sum could disqualify you from months of unemployment benefits worth thousands more. But rules vary by state, so check your specific state's policies.

Lump sums aren't always wrong. If you have high-interest debt, immediate investment opportunities, or worry about the company's financial stability, getting all your money upfront might be worth the tax hit. Creating an emergency budget helps you understand how your severance decision fits into your overall financial runway.

Your Company's Legal Department Got Really Nervous in 2023

The biggest change in severance agreements happened when the NLRB (National Labor Relations Board) basically said "those broad non-disparagement clauses are illegal as hell." Remember those clauses that said you couldn't say anything negative about the company ever? Yeah, those are now unlawful if they're too broad.

You can still bash your former employer's shitty management practices. You can discuss wage issues with former coworkers. You can cooperate with government investigations. What you can't do is spread maliciously false information that meets the legal standard of defamation - which is a much higher bar than "don't say mean things."

This change happened because some genius at McLaren Macomb hospital thought they could silence workers with overly broad agreements, and the NLRB smacked them down hard. Now companies are scrambling to rewrite these clauses, and many existing agreements have unenforceable language.

The same decision also limited those ridiculous confidentiality clauses. They can't stop you from discussing workplace conditions, filing complaints, or helping former colleagues with their workplace issues. They can protect actual trade secrets and proprietary information, but they can't create a cone of silence around everything that happened at the company.

Non-Compete Clauses Are Having an Identity Crisis

Non-compete clauses in severance agreements are in legal limbo right now, which is actually good news for workers. The FTC tried to ban most non-competes entirely in 2024, but courts blocked it. Under the current administration, don't expect federal action anytime soon.

But here's the dirty secret - most non-competes were barely enforceable anyway. Courts hate them, especially when they're overly broad. If your agreement says you can't work in "marketing" anywhere in the country for two years, that's probably bullshit. Reasonable non-competes have to be narrow in scope, limited in geography, and short in duration.

California just straight-up doesn't enforce non-competes at all. Other states are getting pickier about what they'll uphold. Companies are moving to non-solicitation clauses instead - agreements that you won't poach employees or steal customers, which are generally more enforceable but also more limited.

The key is understanding what your state actually enforces. A non-compete that would be ironclad in Texas might be toilet paper in California. And even in enforcement-friendly states, courts are looking harder at whether the restrictions actually protect legitimate business interests or just screw workers.

When to Lawyer Up

Most people should at least consult an employment attorney before signing, even if they don't hire one for full representation. A good employment lawyer costs around $400-$600 per hour for consultation, but they often work on contingency - meaning they only get paid if they increase your severance offer.

Definitely talk to a lawyer if you're over 40 and think age might have played a role in your layoff, have other potential discrimination claims, or if the agreement includes complex restrictive covenants. Employment lawyers are wizards at spotting issues regular people miss. They might identify unpaid overtime, find evidence of discrimination, or realize that non-compete clause is unenforceable under state law.

Even if you don't have major legal claims, attorneys understand what's actually negotiable and how to ask for it professionally. HR departments take negotiations more seriously when they're coming from legal counsel rather than emotional former employees.

The Unemployment Benefits Landmine

How severance affects your unemployment benefits depends entirely on which state you're in, and the rules are byzantine enough to make the tax code look simple. Some states don't care about severance at all - you can collect unemployment immediately while receiving severance payments. Others will reduce your benefits dollar-for-dollar with severance income. Still others make you wait until your severance period ends.

But there's another thing nobody mentions, file for unemployment benefits immediately after your job ends, regardless of your severance structure. Your benefit amount gets calculated based on your earnings in the four quarters before filing. Wait six months to file and your benefits might be based on unemployment periods instead of your actual salary.

Michigan and New York are particularly brutal - they'll offset your unemployment benefits if your weekly severance allocation equals more than 1.5 times your weekly unemployment benefit. So if you get $600 per week in unemployment benefits, any week where your allocated severance exceeds $900 means no unemployment for that week.

In these offset states, lump sum severance might actually be better because it clears the way for unemployment benefits sooner. But in states with waiting periods, installment payments could delay your benefits until the severance payments end.

Red Flags That Should Make You Negotiate Harder

Some severance agreement clauses are so egregious they're basically company admissions that they messed up. If they're trying to get you to waive claims for things like "unpaid wages" or "overtime violations," that's probably because you have unpaid wages or overtime violations. Don't sign away potentially valuable claims for a few weeks of severance pay.

Excessive liquidated damages clauses are another red flag. If the agreement says you'll owe $10,000 for violating some vague confidentiality provision, they're trying to scare you into compliance with unenforceable penalties. These clauses are rarely worth the paper they're printed on, but they work psychologically.

Watch out for agreements that prevent you from disclosing the existence of the agreement itself. Post-McLaren Macomb, these are likely unlawful anyway, but they show the company's mindset. They want to keep their severance practices secret, probably because they're not generous and they don't want other employees knowing what's actually available.

One-sided non-disparagement clauses are bullshit. If you can't say anything negative about them but they can trash-talk you to future employers, that's not a fair exchange. Make it mutual or negotiate it out entirely.

Don't Let Them Play You on the Way Out

Companies are being more generous with severance packages because they know we're wise to their games, the legal environment increasingly favors workers, and they want to avoid wrongful termination lawsuits. The average severance package has nearly doubled in five years, which means there's real money on the table if you know how to ask for it.

Don't let them rush you. Take the full review period, research what others got, and remember that everything is negotiable until you sign. Most people leave thousands of dollars on the table because they're grateful to get anything and don't realize companies expect some back-and-forth.

And read the fine print. That innocent-looking clause about "cooperation with company investigations" might mean you're on call to help them with legal issues for months after you leave. That "standard" non-compete might prevent you from working in your industry for two years. That confidentiality clause might be broader than the NSA's playbook.

The most important thing to remember, this is a business transaction, not a favor. They're not doing you a solid out of the kindness of their hearts. They want something from you, usually your silence and a promise not to sue them. Make sure you're getting fairly compensated for what you're giving up.

Your severance agreement doesn't have to be a trap, but it will be if you don't know what you're looking at. Now you know what to look for. Don't let them screw you on the way out the door.

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