The Difficulty Of Donating Money When You’re Unemployed

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The other evening, I went to a school reception held for parents and alumni who donated at least a certain amount in the calendar school year. It was a warm, intimate gathering where I mingled with other parents, shared stories, and listened to the head of school and a couple of trustees talk about the importance of giving. The event was not only a thoughtful way to acknowledge contributors but also a chance to learn about new school initiatives.

As I stood there, I realized just how powerful the act of giving is. When you give, you become part of something bigger than yourself. You contribute to the collective well-being of a community. You see tangible evidence of your support in the smiling faces of children, in the opportunities created, and in the positive changes made possible.

Giving Feels Better Than Receiving

One of the main reasons Financial Samurai has remained free since its inception in July 2009 is because it feels incredible to help others solve their financial problems.

Over the past 16 years, I’ve received thousands of messages from readers who’ve built more wealth than they thought possible, found the courage to negotiate better jobs, or even retired early to pursue their passions. That, in itself, has been the greatest reward for me, far greater than any subscription fee or paywall could have provided.

But here’s the rub: when your household consists of dual unemployed parents, donating any significant amount of money can feel daunting. As I listened to the head of school thank the donors, I couldn’t help but wonder: can my wife and I really afford to donate another significant amount to the school next year?

Since our wealth isn’t unlimited, we also want to set aside a similar donation for the Pomeroy Rehabilitation Center, which supports individuals with injuries and disabilities. At the same time, we’re still about $30,000 a year short of reaching our ultimate passive income number.

The Delicate Balance Of Remaining Unemployed And Giving

When you are unemployed or FIRE, every dollar you give slightly increases your chances of having to go back to work or running out of money before you die. Giving while unemployed is, in many ways, an act of faith: faith that your investments will hold steady, faith that your expenses won’t balloon, and faith that your calculations about your safe withdrawal rate are correct.

Add in the responsibility of raising children in an uncertain world—especially one being reshaped by artificial intelligence—and the decision to give becomes even more complex. It’s not just about you anymore. It’s about ensuring your children have opportunities and will be safe.

We spend endless time debating safe withdrawal rates and the 4% Rule in personal finance circles. So when you give, that money really should come out of your withdrawal rate budget. If you’re nearing your safe limit yet still want to give, the prudent move is to trim your spending elsewhere. Otherwise, your generosity could come at the cost of your financial freedom.

And yet, even with all these considerations, the act of giving still calls to us. Why? Because the returns on giving—emotional, psychological, even spiritual—are often greater than anything you could get in the stock market.

Solutions To Giving When Unemployed

If you’re unemployed or FIRE, here are four solutions that can help you still give.

1) Replace your expenses

Because my wife and I donated X amount in 2025, we agreed to cut back on other expenses by the same amount. The easiest area to slash was travel. Renting a vacation home in Hawaii for five weeks would have cost us $16,000–$26,000, depending on size and location. Instead, we stayed with family, my parents for four weeks and my aunt’s beach home for one week, and saved the difference.

That savings went straight into remodeling my parents’ in-law unit. Was it the same as sipping mai tais on the lanai of a $26,000 rental? Not even close. But it still felt meaningful. By redirecting money we would have spent on lifestyle luxuries, we were able to both give to the school and help improve my parents’ property.

2) Earn side income to give away

If cash flow is tight, create income streams specifically earmarked for giving. I did a stint in a fintech startup but quickly realized it wasn’t for me. Afterward, I turned to personal finance consulting, helping individuals with one-on-one sessions. These not only promoted my book, Millionaire Milestones, but also generated extra income that I could donate.

Even a modest side hustle can fund meaningful donations. For someone who’s FIRE, this is an empowering way to stay engaged, sharpen skills, and still make a difference. My wife also contributes by donating her time at our children’s school, a reminder that giving isn’t always about money.

3) Donate appreciated investments

A tax-savvy way to give is by donating appreciated stock through a Donor-Advised Fund. You avoid capital gains taxes while the organization receives the full market value.

For example, suppose you bought Amazon stock for $10,000 a decade ago and it’s now worth $50,000. If you sold it, you’d owe over $13,000 in taxes if you live in California, leaving just $36,800 to donate. By donating the shares directly, the full $50,000 goes to the nonprofit, and you also receive a tax deduction. That’s a win-win.

This method is particularly attractive when you’re living off your portfolio. It allows you to be generous without putting additional strain on your withdrawal rate.

4) Donate your time

Finally, when money feels too tight, don’t discount the value of your time. In fact, time is often the most precious resource you can give. Volunteering at your child’s school, mentoring young professionals, or lending your expertise to a nonprofit board can create ripple effects far larger than a check ever could.

My wife is Girl Scouts troop leader at our school and is volunteering in various other ways as well. I see the greater purpose and joy she has by being more involved. She also gets to interact more with the teachers and school administrators.

I’ve noticed that the times I’ve felt most connected to my community weren’t necessarily when I wrote a donation check, but when I was physically present—meeting people, sharing knowledge, and helping solve problems in real time. Money supports causes. Time transforms them.

Practice The Mindset Of Giving

One downside of FIRE is that it can make you overly cautious and stingy. You’re so conditioned to preserve your nest egg that generosity feels risky.

If you feel you can only live off $30,000 a year and ride a bicycle, then there’s certainly not much room in your budget to give. But ironically, giving often multiplies your returns in ways you can’t predict.

Not only does it feel fulfilling, but it can also open doors you never saw coming—new friendships, opportunities, even investments.

A friend of mine once met a venture capitalist at a charity function. That connection led to an early-stage investment in Anthropic, which 12X’d in value in less than two years. Sure, that’s luck. But it’s luck that wouldn’t have happened without showing up, giving, and engaging.

The truth is, you never know who you might inspire—or who might one day lend a hand to you or your children. Maybe one of you readers will become a bigwig 15 years from now, and if my kids are ever struggling to find work, you’ll remember the value you got from Financial Samurai and give them a chance. That would be amazing.

You just never know.

The Ripple Effect Of Generosity

At the end of the day, the exact dollar amount doesn’t matter. What matters most is participation. Giving is a practice, just like investing. You may never feel like you have “enough,” but if you can find a way to give—even a little—you’ll almost always end up richer in spirit.

Generosity is also contagious. When others see you give, they’re inspired to give too. At the event, I learned some parents contributed multiple times more than we did. I felt awe at both their generosity and their good fortune. Their example reminded me that giving is a spectrum, and we all have a role to play.

Financial independence gives us freedom. But true wealth comes from using that freedom to help others. You don’t need to be a billionaire philanthropist to make a difference. You just have to show up, contribute what you can, and keep practicing the habit of generosity.

And that’s exactly what I plan to do—with both money and time—for the rest of my life.

Readers, what are your thoughts on continuing to donate money while unemployed or FIRE? Is it irresponsible if you already feel on edge financially, or is giving still worth prioritizing? How do you personally find ways to keep giving when your active income dries up or becomes minimal?

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