A layoff notice from PayPal starts several time-sensitive clocks that most employees don't know about. PayPal announced cuts on September 1, 2026, affecting an undisclosed number of employees across the company. The stated reason was cost reduction and operational streamlining. The number of affected employees has not been disclosed publicly.1
What happens next is up to you, and the decisions arrive fast. Some deadlines are measured in days. Miss them and the financial consequences are real. This article covers every deadline in the order it will affect you.
- File for California unemployment at edd.ca.gov today, benefits don't back-pay for weeks you waited.
- Do not sign your severance agreement before reviewing it; you have at least 21 days if you're 40 or older.
- You have 60 days to elect COBRA; coverage is retroactive so you can wait, but the clock starts now.
- If you hold ISOs, the 90-day exercise window starts on your last day, check your grant agreement today.
- Roll your 401(k) within 60 days if you take a direct distribution, or choose a direct rollover to avoid taxes.
What happened
PayPal announced the layoffs on September 1, 2026, describing them as part of an ongoing effort to reduce costs and streamline the business. The company has not disclosed how many employees are affected or which specific teams bear the most cuts. The announcement follows a broader pattern of cost reduction PayPal has pursued over the past few years.
Should you file for unemployment right now?
Yes. File today if you can.
Unemployment insurance is a state benefit, and California administers it through the Employment Development Department. The EDD does not back-pay benefits for weeks you didn't file. Every week you wait is a week of benefits you're giving up. California's maximum weekly benefit is $450.2
File online at edd.ca.gov. You'll need your Social Security number, your last employer's name and address, your start and end dates with PayPal, and your basic wage history. California requires identity verification, so have a government-issued ID ready. The EDD uses ID.me for online verification.
California has a one-week unpaid waiting period before your first benefit check. That waiting period runs whether or not you file on day one, so filing immediately gets you through it faster.
One thing to know about severance: California does not automatically disqualify you from benefits if you receive severance, but the EDD will ask about it. Report it honestly on your claim. How severance interacts with your benefit depends on how it's structured and when it's paid. When in doubt, file and let the EDD sort out the calculation.
What should you do about health insurance?
COBRA is a federal law that lets you keep your existing PayPal health coverage for up to 18 months after you leave. You pay the full cost of the plan (both your share and PayPal's share), plus a 2% administrative fee. In 2026, the average individual COBRA premium runs $703 per month.3 Family coverage costs more.
You have 60 days to elect COBRA from your coverage end date or from the date PayPal sends your COBRA notice, whichever is later.4 Here's the part most people don't know: COBRA coverage is retroactive to your last day. That means you can wait out the full 60-day window, and if something happens medically during that time, you can enroll and have it covered. If nothing happens, you don't have to enroll at all.
Your alternative is the Marketplace. Losing employer coverage is a qualifying life event that triggers a 60-day Special Enrollment Period at healthcare.gov.5 Marketplace plans may be significantly cheaper than COBRA if your projected income for the year qualifies you for premium subsidies. Run the numbers at healthcare.gov before defaulting to COBRA.
The 60-day windows for COBRA and the Marketplace run at the same time. You don't have to pick one on day one, but you do need to make a decision within 60 days.
What do you need to know about your severance agreement?
PayPal has not publicly disclosed severance terms for this round of cuts. Whatever you're offered, don't sign it the same day you receive it.
If you're 40 or older, the Older Workers Benefit Protection Act (OWBPA) gives you a legal right to review the agreement. For an individual termination, that window is 21 days.6 If PayPal is laying off two or more employees at once (which appears to be the case here), the window extends to 45 days.7 You also have 7 days after signing to revoke your signature, even if you change your mind.8
These aren't soft guidelines. They're federal law. If PayPal pressures you to sign before your review window closes, that's a problem worth flagging to an employment attorney.
What to look for in the agreement: whether the non-disparagement clause goes both ways, any non-compete or non-solicitation provisions, the scope of the liability release, and whether the severance amount is negotiable. Severance is often negotiable, especially for employees with long tenure or specialized roles.
Check your post-layoff checklist for the full severance review framework.
What about your PayPal equity?
PayPal is a publicly traded company. If you received equity as part of your compensation, your termination date starts a clock you need to know about.
Incentive Stock Options (ISOs): You have 90 days from your last day to exercise ISOs and keep their favorable tax treatment under IRC Section 422.9 After 90 days, unexercised ISOs convert to Non-Qualified Stock Options (NQSOs), which are taxed as ordinary income on exercise rather than at the lower capital gains rate. Check your grant agreement today for the exact expiration terms. Don't assume the 90-day window is automatic; some grants have shorter windows.
ISOs and AMT: Exercising ISOs can trigger Alternative Minimum Tax (AMT) even if you don't sell the shares. This is a real risk if you hold a significant number of options. Talk to a tax professional before exercising a large ISO grant.
Non-Qualified Stock Options (NQSOs): Your grant agreement governs the exercise window. Read it today. Some grants allow 90 days post-termination; others allow less. NQSOs are taxed as ordinary income on the spread between the exercise price and fair market value.
RSUs: Unvested RSUs are typically forfeited on your termination date. If you have a vest date coming up in the next few weeks, find out whether PayPal's plan document includes any acceleration provision for layoffs. Most don't, but it's worth checking before your last day.
What about taxes on your severance?
Severance is wages. The IRS treats it as supplemental income and requires employers to withhold at the federal supplemental wage rate of 22% on the first $1 million paid.10
Here's the thing: 22% is the withholding rate, not your actual tax rate. If your total 2026 income (severance, any wages you earned earlier in the year, investment income, etc.) lands you in a bracket above 22%, you'll owe the difference when you file your return. That surprise bill can be large if your severance payment is substantial.
The Q3 2026 estimated tax payment is due September 15, 2026.11 If you think your withholding will fall short, making an estimated payment now reduces any penalty later. The IRS safe harbor: pay at least 90% of this year's tax liability or 100% of last year's total tax (110% if your prior-year adjusted gross income exceeded $150,000), and you avoid the underpayment penalty.
California also taxes severance as regular income at your marginal state rate. Keep that in mind when estimating your total bill.
What should you do with your 401(k)?
When you leave PayPal, you have a few options for your 401(k) balance: leave it in the PayPal plan (if the plan allows), roll it to an IRA, roll it to a new employer's plan, or cash it out.
Don't cash it out. A cash distribution triggers income tax on the full amount plus a 10% early withdrawal penalty if you're under 59.5. That combination can eat 30% to 40% of the balance before you see a dollar.
A direct rollover (where PayPal transfers the funds directly to your IRA or new plan) is the cleanest option. No taxes withheld, no time pressure, no risk of missing a deadline.
If you take an indirect rollover (the check comes to you first), you have 60 days to deposit the full amount into an IRA or qualified plan.12 PayPal is required to withhold 20% for federal taxes on the distribution, even if you intend to roll it over. That means you need to come up with the withheld 20% out of pocket to complete a full rollover, or that portion gets treated as a taxable distribution. Direct rollover avoids this problem entirely.
Check whether your PayPal plan has any company stock in it. Net Unrealized Appreciation (NUA) rules may give you a tax advantage on that portion. Worth a conversation with a financial advisor before you move anything.
Deadlines and rules described here reflect federal law and general state guidelines as of the article date.
The Layoff Guide
The deadlines above apply whether or not you are tracking them. The Layoff Guide from Layoff HQ is a 33-page field guide that covers all twelve post-layoff deadline events in the order they arrive: unemployment, the severance review and revocation windows, COBRA and the Marketplace, your FSA, your equity window, your 401(k), and your taxes. Each event comes with timed checkpoints, the decision math, and the one mistake that costs people the most, plus a fill-in worksheet that turns your last day worked into your complete personal deadline calendar. One-time purchase. No subscription. Instant download, with a 14-day full refund if it is not useful.
Get The Layoff Guide, $39 or build your free Decision Calendar.
- PayPal layoff announcement, September 2026. Payments Dive.
- California maximum weekly unemployment benefit: $450. California EDD.
- Average COBRA individual premium 2026: $703/month. KFF Health Policy 101.
- COBRA election window: 60 days. U.S. Department of Labor.
- Marketplace Special Enrollment Period: 60 days on loss of employer coverage. healthcare.gov.
- OWBPA individual review window: 21 days. EEOC.
- OWBPA group termination review window: 45 days. EEOC.
- OWBPA revocation window: 7 days after signing. EEOC.
- ISO post-termination exercise window: 90 days. IRC Section 422. IRS Publication 525.
- Federal supplemental wage withholding rate: 22%. IRS Publication 15.
- Q3 2026 estimated tax due date: September 15, 2026. IRS.
- Indirect 401(k) rollover 60-day rule. IRS Rollover Chart.