I never thought I'd be writing about this, but here I am at 4:30 AM, scrolling through Reddit and thinking about what might be the biggest decision of my working life. Yesterday, my company offered me $150,000 to resign. Yes, you read that right. One hundred and fifty thousand dollars to walk away from my job.
Let me back up a bit. I'm 30, no college degree, and I've been driving for UPS for almost seven years now. My wife stays home with our two boys, which means I'm the only one bringing in money. I make around $100k a year and honestly, the benefits are amazing - we pay zero dollars for health insurance for all four of us. But here's the thing... this job is really tough on my body, and I'm not sure I can do this for another 30 years.
This wasn't really a job interview in the normal sense. Nobody sat me down and asked about my strengths and weaknesses. Instead, UPS is offering this buyout to pretty much everyone through what they call the "Driver Choice Program." According to recent reports, UPS sent letters to about 105,000 package van drivers offering them voluntary severance packages worth $150,000 to resign.
They're downsizing, focusing more on commercial deliveries instead of home ones. The writing's on the wall - they want fewer people on payroll. When a company is basically interviewing you for an exit package, you know something's up. They don't just hand out money like this unless they're planning big changes.
My friend already took a similar offer without having another job lined up, and now I'm seriously thinking about following his lead. But this decision is way harder than it looks.
| Pros | Cons |
|---|---|
| $150k upfront ($105k after taxes) | Loss of $0 health insurance |
| Escape from body-breaking work | Job market is really tough right now |
| Time to retrain/career change | No sure income afterward |
| Company clearly wants to downsize anyway | Giving up union protection |
Here's what I've learned from staying up way too late researching this: companies don't offer these packages to people they plan to keep around. Even if I say no, there's a good chance I'll be laid off in six months or a year anyway - but then I'd get nothing, or at least way less money.
According to court documents, UPS already cut 48,000 jobs in 2025 and plans to cut up to 30,000 more jobs while closing 24 facilities. They tried a smaller buyout program last July that only offered $1,800 per year of service, with a $10,000 minimum. Only 3,000 union members took that deal, so now they're back with this much bigger offer.
The healthcare thing is what really gets me though. We're talking about going from paying nothing to probably $800-1200 a month just for basic coverage. With two kids, that adds up fast. And yeah, there's COBRA and marketplace insurance, but let's be real - it's nowhere near as good as what we have now.
I keep thinking about what comes next, you know? I don't have a degree, and finding another $100k job isn't exactly easy. Sure, people keep saying "go into the trades" - and maybe that's not a bad idea. Electricians and plumbers are making good money right now, and there's definitely demand. But starting over at 30 with a family to support? That's scary.
Someone suggested using some of the money to get a CDL and go into trucking. With my UPS experience, I'd probably get hired pretty quickly. But then I'm still doing physical work, just in a different truck.
The thing is, research shows that the U.S. economy has been losing "middle-class" jobs - stable work that provides a decent standard of living. Companies are moving away from the old model of lifelong employment and good benefits. Even if I find another job, it probably won't have the same security I have now.
What makes this even more complicated is that I'm in a union. That means I can't just get fired for no reason. The union protects me, and honestly, that protection is worth something. Plus, UPS has a pension system that most companies don't offer anymore. If I stick it out until 55, I could retire with a full pension.
But here's the flip side - if they're downsizing and other people take these buyouts, my seniority could improve. Better routes, better schedules, less pressure from management. The people who stay might actually end up in a better position.
The Teamsters union tried to block this whole buyout program, but a federal judge ruled against them, saying their understanding of the labor contract was wrong. So now UPS can move forward with the offers.
My gut says take the money and run. I mean, when someone offers you a year and a half of salary to leave, that's usually a pretty clear message. They want me gone either way - this is just the version where I get paid for it.
But my brain keeps thinking about the real stuff. Health insurance that would cost us over $10k a year. The job market being really bad right now. The fact that I'd be giving up union protection and a pension for what might turn into months of unemployment.
I've been lying awake thinking about this, and I realized something. This isn't just about the money or even the job. It's about whether I'm brave enough to bet on myself. Do I take this chance to completely change careers while I still can? Or do I play it safe and stick with what I know?
Part of me thinks about using the money to go back to school. Community college isn't that expensive, and two years could get me into a completely different field. Maybe something with computers, or getting certified in HVAC. The $150k would easily cover tuition and living expenses while I retrain.
The hardest part is thinking about my wife and kids. Right now, they have security. Good insurance, steady income, a dad who comes home every night (even if he's really tired). If I take this buyout and things go wrong... that's on me.
But then again, what if I don't take it and get laid off next year anyway? At least this way, we'd have some cushion to figure things out.
Here's something nobody really talks about when you're thinking about a major career change: it's not just about the money. Yeah, $150k sounds like a lot, but when you're supporting a family of four, it goes faster than you think. Rent, groceries, car payments - that stuff doesn't stop just because you're between jobs.
And starting over in a new field at 30? It's possible, but you're competing against people who've been in that industry for years. Even if I go into the trades, I'd be starting at apprentice wages while supporting a family on savings.
One thing working in my favor is that I'm still young enough to make a big career change. If I was 45 with a mortgage and kids in high school, this would be a much harder decision. But at 30, I could potentially start a new career and still have 25+ good working years ahead of me.
The question is: do I use this opportunity to find something less physically demanding? Because honestly, my back already hurts most mornings, and I'm not sure how much longer I can keep loading and unloading trucks.
So where does that leave me? I've got maybe a week to decide, and the clock is ticking. Part of me wants to call in sick today just to think about it more (and honestly, I might do exactly that).
If I take the buyout, I'm betting that I can find something better within the next year. If I stay, I'm betting that UPS will still be a good place to work as they continue downsizing.
Neither option feels like a sure thing, which I guess is why they call it a job interview with your future, even when nobody's actually interviewing you.
Update: After writing this out and reading everyone's responses, I think I'm leaning toward staying. The union protection, pension, and health benefits are just too valuable to give up right now. But man, it's still a tough call.
What would you do in my situation? Sometimes the biggest career decisions happen when you least expect them, and this feels like one of those moments that could change everything.