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- Issue #3 — Your Financial Gut-check Week.
Issue #3 — Your Financial Gut-check Week.
Budget, benefits, and a brutally honest look at your runway.
Hello friend,
This week, we’re diving deep into what may be the least fun but most necessary part of being laid off: getting uncomfortably honest with your finances. Inspired by Teal’s fantastic Ultimate Layoff Playbook, we’re breaking down your financial healh status after the layoff.
There’s no easy way to say this: what you do over the next few days could determine how long you stay afloat, how much stress you carry, and how free your future self will feel. So let’s go.
💸 1. Get Real with a Budget (Use This Tool)
Your first financial task is building a new, brutally honest budget.
Teal offers a fantastic budget calculator that’s tailor-made for layoff scenarios. Click on the “Copy Tool” link at the top right of the calculator to make your own personal copy to begin editting the fields.
Plug in:
Your savings + severance (if any)
Unemployment benefits
Side gig income
All monthly expenses
Then tweak the numbers to see how long your current savings will last. This is your runway—your number of months (or weeks) until you’re out of cash.
Knowing this number gives you freedom. It tells you how urgent your job search needs to be, whether you need to take on freelance work, or if you have room to breathe.
Equifax offers some advice on how to adjust your budget after a lay-off.
Understand Your Runway
If it’s less than 3 months: red alert. Start trimming expenses now and consider freelance work or part-time gigs.
If it’s 3–6 months: cautious comfort zone. You’ve got time to be selective, but you still need to act.
If it’s 6+ months: breathe. You have options. Still, don’t waste this time.
🧾 2. File for Unemployment ASAP
Many states start benefits from the date you apply—not the date you were let go. So don’t wait.
You’ll need:
ID & SSN
Your former employer’s info
Pay stubs or wage history
The Balance recommends starting with your state’s unemployment office website to check exact eligibility rules and download a checklist before applying. Eligibility typically depends on your recent work history, the reason for separation, and whether you’re available and actively seeking new work.
Once you apply:
Expect to certify your status weekly or biweekly (confirming you're still job hunting).
You may have to complete job search logs or reemployment workshops.
Set reminders to avoid missing these check-ins—missing one can delay or cut off your payments.
If your claim is denied, you can appeal. Most states allow you to submit documentation and request a hearing. Don’t take no for the final answer.
Links for more help:
Don’t delay this—it’s the first and most immediate lever to extend your financial runway.
🧰 3. Review & Reclaim Benefits
You likely have benefits that expire quickly or need action:
🧑⚕️ FSA / HSA
Spend down your FSA balance ASAP if it’s use-it-or-lose-it
Your HSA stays with you—check balances and investment options
More information:
Your Flexible Spending Account (FSA) After Job Loss (Elizabeth Davis, VeryWellHealth)
What Happens with My Flexible Spending Account if I Lose My Job? (Craig Woodman, Sapling)
What Happens to My HSA If I Leave My Job? (WageWorks)
What Happens to My HSA When I Leave My Job? (Elizabeth Davis, VeryWellHealth)
🧓 401(k)
You don’t have to roll it over immediately, but check for fees
Consider rolling over to an IRA or your next employer’s plan later
More information:
What to Do with Your 401(k) When You Leave a Job (Melissa Phipps, The Balance Careers)
What to Do With Your 401(k) if You Get Laid Off (Rachel Hartman, US News)
📈 Equity
Understand your vesting schedule
Ask your company how long you have to exercise options
If you’re unsure, ask for a PDF breakdown (not just a login link)
More information:
Here’s What You Need To Know About Equity If You’ve Been Laid Off (Sophia Kunthara, Crunchbase)
How to Protect Your Equity if You’ve Been Furloughed or Laid Off (Wouter Witvoet, TechCrunch)
Here’s What to Do with Your Equity If You’ve Been Laid Off from a Startup (Oren Barzilai, The Next Web)
🧬 Life Insurance
Some companies allow you to convert group life insurance into a personal policy within 30–60 days of separation
More information:
Losing Employee Life Insurance Due to Job Loss: What’s Next? (Georgia Rose, NerdWallet)
Lost Your Life and Disability Insurance Along With Your Job? Here's How to Stay Covered (Cheryl Winokur Munk, Money)
This might not seem urgent, but every forgotten benefit is money left on the table.
📬 4. Confirm Your Mailing Address
Your former employer may need to send tax forms, checks, or benefits docs. Make sure they have your updated address before you lose access to your company email or HR portal.
🧑💻 5. Start Small with Gigs
Start browsing freelance platforms or part-time work even before you lock in your next full-time role. A few small wins can:
Extend your runway
Boost your morale
Help you test new directions
Try: Upwork, Contra, Fiverr, LinkedIn Gigs, or even asking your network.
Teal recommends other resources for finding ways to make money while continuing your search, and who knows, you may find something that you’ll like better than your previous career path:
Dribbble (graphic design)
MarketerHire (marketing)
Working Not Working (creative talent)
Round-up of 82 best freelance websites in 2022 to help you get remote freelance work fast (via Ryan Robinson)
22 best freelance websites to find work in 2022 (Jeff Cardello, Webflow)
🧭 Final Word
This week is not about panic. It’s about power.
The more clarity you have around your financial situation, the more strategic (and less desperate) your next steps will be.
It’s OK to feel overwhelmed. But it’s not OK to stay in the dark. You got this.
—Win
🙋♀️ HIRING FROM THE COMMUNITY
Coming soon! We’ll be sharing job leads from trusted folks once they start rolling in.
👉 Submit a lead →
💬 COMMUNITY SPOTLIGHT
If you’ve recently been laid off and want visibility, we’d love to spotlight you.
👉 Fill out this short form →
📬 What’s Coming Next
In future issues, you’ll get:
Layoff roundups
Job leads from the community
Templates + tools
Survivor stories
Mindset shifts
Alternative income ideas
And more quick wins like this one
This is just the beginning. We’re building something real here — together.
✌️ Until Next Week
Keep going.
Keep breathing.
You’ve got this.
— Win
Fellow layoff survivor, creator of Let Go Weekly