Passing It On: How I Found Purpose in Wealth and Giving

Dec 5, 2025 By Thomas Roberts

We all think about money—making it, saving it, growing it. But what happens when you start asking, What is this for? That question hit me hard a few years ago. I realized my investments weren’t just about returns—they were about legacy. This is how I discovered a smarter, more meaningful way to build wealth: one that includes giving back from the start. Let me walk you through the mindset shift that changed everything. It wasn’t about earning more or retiring earlier. It was about aligning my financial life with deeper values. And in doing so, I found not only greater clarity but also a renewed sense of purpose—one that continues to shape how I invest, give, and plan for the future.

The Moment Everything Changed: When Profit Wasn’t Enough

For years, my financial goals were straightforward: maximize returns, minimize taxes, and build a secure future. I tracked my portfolio like a hawk—watching quarterly earnings, adjusting allocations, celebrating every uptick. Real estate flips, dividend stocks, index funds—my strategy was diversified, disciplined, and, by most measures, successful. I reached a point where I no longer had to worry about covering bills or planning for retirement. Yet, with that comfort came an unexpected feeling: emptiness. The thrill of a growing net worth had faded. I began to wonder—what was all this wealth actually for?

That question didn’t come from hardship, but from reflection. I had achieved what I once thought was the ultimate goal: financial independence. But instead of peace, I felt adrift. I started reading about financial psychology and discovered I wasn’t alone. Many people who reach financial milestones report a similar sense of disconnection. The pursuit had defined them for so long that when it ended, they struggled to find meaning beyond the numbers. This realization was a turning point. I began to see that financial success isn’t just about the size of your portfolio—it’s about the story behind it. What values does your money reflect? Who benefits from your growth? These questions reshaped my entire approach.

I realized that true fulfillment comes not from accumulation, but from intention. Wealth, when treated as a tool rather than a trophy, becomes something far more powerful. It can fund education, support communities, and create opportunities for others. That shift—from chasing profit to pursuing purpose—wasn’t just emotional. It was practical. It led me to reevaluate every financial decision through a new lens: not just “Will this grow my money?” but “What kind of impact will this create?” This wasn’t about giving up returns. It was about expanding the definition of return to include more than just dollars. And once I made that mental shift, a whole new world of possibilities opened up—one where financial planning and personal values weren’t in conflict, but in harmony.

Why Legacy Starts Long Before You’re Gone

Most people think of legacy as something that begins at the end of life—through wills, trusts, or estate distributions. But I’ve come to believe that legacy isn’t something you leave behind; it’s something you build throughout your life. Waiting until retirement or old age to consider how your wealth will be used limits your influence and reduces your ability to see the impact firsthand. I learned this the hard way when a close friend passed unexpectedly, leaving behind a substantial estate. While her beneficiaries were grateful, there was confusion about her intentions. Some donations went to causes she had supported casually, not passionately. The moment made me realize: if you don’t actively shape your legacy, someone else will—and it may not reflect your true values.

Starting early allows you to direct your wealth with clarity and care. When you’re still earning and investing, you have the flexibility to adjust, experiment, and learn. You can see the results of your giving in real time—whether it’s a scholarship that helps a student graduate or a community center that transforms a neighborhood. That feedback loop is powerful. It reinforces your purpose and deepens your connection to your financial decisions. More importantly, it gives you control. You’re not just writing a check from beyond the grave—you’re actively participating in the change you want to see.

Another advantage of early legacy planning is tax efficiency. By integrating charitable strategies into your current financial plan, you can reduce taxable income, avoid capital gains, and maximize the value of your assets. For example, donating appreciated stock to charity allows you to bypass capital gains taxes while still receiving a full deduction for the market value. These benefits compound over time, especially when started decades before retirement. But beyond the financial perks, early giving fosters a mindset of generosity. It shifts your relationship with money from one of hoarding to one of stewardship. You begin to see your wealth not as something to protect at all costs, but as a resource to be shared wisely. And that perspective doesn’t just benefit others—it enriches your own life in ways that compound emotionally and spiritually.

Aligning Investments with Values—Without Sacrificing Returns

One of my biggest concerns when I first considered values-based investing was performance. Would I have to accept lower returns to support causes I cared about? It’s a common fear—and a valid one. After all, no one wants to sacrifice financial security for the sake of idealism. But what I discovered through research and personal experience is that you don’t have to choose between doing well and doing good. In fact, aligning your investments with your values can enhance long-term returns by focusing on sustainable, well-managed companies.

I started by exploring ESG investing—environmental, social, and governance criteria. These funds screen companies based on factors like carbon emissions, labor practices, board diversity, and ethical leadership. At first, I was skeptical. Could a fund that excludes certain industries really compete with broad market indexes? I reviewed historical performance data and found that many ESG funds have matched or even outperformed traditional benchmarks over the past decade. Why? Because companies with strong ESG practices tend to be better managed, more resilient to risk, and more forward-thinking. They’re less likely to face scandals, regulatory fines, or reputational damage—all of which can hurt shareholder value.

But ESG is just one option. I also looked into community investing, where capital is directed toward underserved areas—such as low-income neighborhoods or rural communities. These investments often support small businesses, affordable housing, or clean energy projects. While returns can vary, many community development financial institutions (CDFIs) offer competitive interest rates with low default rates. I allocated a small portion of my portfolio to a CDFI bond fund and was pleased to see steady returns alongside measurable social impact. Another strategy I adopted was shareholder advocacy—using my ownership stake to push for positive change. By voting proxies and engaging with company leadership, I’ve helped influence corporate policies on issues like diversity and sustainability.

The key is balance. I didn’t overhaul my entire portfolio overnight. Instead, I gradually shifted a portion—about 20%—toward values-aligned options. I kept my core diversified across low-cost index funds and real estate, ensuring stability and growth. Over time, I’ve seen that this blended approach doesn’t drag down performance. If anything, it’s made me a more thoughtful investor. I pay closer attention to company fundamentals, long-term trends, and risk factors. And knowing that my money supports businesses that align with my beliefs adds a layer of satisfaction that pure returns can’t provide. Purpose and profit, it turns out, are not opposites—they can be partners.

The Donor-Advised Fund: My Favorite Tool for Smart Giving

If there’s one financial tool that transformed my approach to giving, it’s the donor-advised fund (DAF). At its core, a DAF is simple: you contribute cash, stock, or other assets to a charitable account, receive an immediate tax deduction, and then recommend grants to qualified nonprofits over time. It’s like a charitable savings account with tax advantages. What I love most is the flexibility. I can fund the account in a high-income year to reduce my tax bill, then take my time deciding where to give. This removes the pressure to donate impulsively and allows for more strategic, thoughtful giving.

I set up my first DAF after a particularly strong year in the market. I had realized significant gains from selling a rental property, and instead of paying a large capital gains tax, I donated a portion of the proceeds. By contributing appreciated stock directly, I avoided taxes on the gains and received a deduction for the full fair market value. That single move saved me thousands in taxes while supporting causes I care about. I chose a DAF provider affiliated with a major financial institution, which gave me access to investment options for the account. Unlike a traditional charity, where your donation is spent immediately, a DAF allows the funds to grow tax-free until you recommend a grant. Over the past five years, my DAF balance has increased through both new contributions and investment gains—meaning I can give more over time.

I’ve used my DAF to support education, healthcare, and food security initiatives. One of my most meaningful grants went to a local literacy program that provides free tutoring to children in low-income schools. I didn’t just write a check—I got to visit the program, meet the students, and see the impact firsthand. That connection made the experience far more personal than a one-time donation ever could. The DAF also made it easy to involve my family. I added my spouse as a co-advisor, and we now review grant requests together each quarter. We’ve even started discussing potential grants with our children, introducing them to the idea of strategic giving.

Another benefit of the DAF is its simplicity. There’s no need to set up a private foundation, which comes with legal fees, administrative costs, and complex reporting requirements. A DAF offers many of the same benefits—control over giving, the ability to name the fund, and long-term planning—without the burden. It’s accessible to people at different wealth levels, and you can start with a modest contribution. For anyone serious about integrating charity into their financial plan, a DAF is one of the most effective tools available. It bridges the gap between earning and giving, allowing you to act wisely, efficiently, and with purpose.

Teaching the Next Generation: Beyond Just Leaving Money

For a long time, I assumed that leaving a financial legacy meant leaving a large inheritance. I imagined my children receiving a sum of money that would ease their burdens—help them buy homes, fund education, or start businesses. But as my perspective evolved, I realized that money alone isn’t enough. In fact, handing down wealth without context can do more harm than good. Studies show that sudden inheritances, especially when not accompanied by financial education, can lead to poor decisions, family conflict, or a loss of motivation. I didn’t want my children to see money as something that appears magically. I wanted them to understand its value, its power, and its responsibilities.

So I started including them in financial conversations much earlier than I had planned. When I made a contribution to my DAF, I explained why I chose a particular charity. When we received a grant report showing how funds were used, I shared it with them. One summer, we decided to support a local food bank as a family. We didn’t just donate—we volunteered. We sorted donations, packed boxes, and served meals. That hands-on experience taught my children more about generosity than any lecture ever could. They saw the faces of the people we were helping. They felt the weight of need and the joy of contribution. That moment wasn’t just about charity; it was about connection.

I’ve also introduced them to basic investing concepts. At ages 12 and 15, they each have custodial accounts where they can invest small amounts of money. I encourage them to research companies and think about what kinds of businesses they’d want to support. One chose a renewable energy fund because she cares about the environment. The other invested in a global health ETF after learning about vaccine distribution. These small decisions are building blocks for a larger financial mindset—one rooted in responsibility, research, and values.

My goal isn’t to raise wealthy children. It’s to raise wise ones. I want them to see money as a tool for good, not just comfort. I want them to understand that with resources comes the duty to give back. And I want them to develop their own sense of purpose long before they inherit anything. By involving them now, I’m not just passing down assets—I’m passing down principles. That, I believe, is the truest form of legacy.

Risk, Returns, and the Bigger Picture

Every financial decision involves risk, and charitable giving is no exception. Not all nonprofits are equally effective. Some struggle with overhead costs, lack transparency, or fail to deliver measurable results. I’ve learned that giving emotionally—based on a compelling story or urgent appeal—can sometimes lead to wasted resources. That’s why I apply the same rigor to my philanthropy as I do to my investments. I research organizations thoroughly, review financial statements, and assess long-term impact. Just as I wouldn’t buy a stock without understanding the company’s fundamentals, I don’t support a charity without understanding its operations.

I start by looking at transparency. Reputable nonprofits make their annual reports, Form 990s, and program outcomes publicly available. I check sites like GuideStar and Charity Navigator to evaluate efficiency—specifically, the percentage of funds spent on programs versus administration and fundraising. While no organization should spend 100% on programs (some overhead is necessary for sustainability), I look for those with at least 75% going directly to mission-related work. I also examine leadership stability, board governance, and long-term strategy. A strong, experienced team is just as important in a nonprofit as it is in a corporation.

Diversification matters too. Just as I don’t put all my money in one stock, I don’t give all my donations to one cause. I spread support across education, health, and community development, adjusting based on need and performance. Each year, I review my giving portfolio—just as I review my investment portfolio. I look at outcomes: Did the literacy program improve reading scores? Did the food bank expand its reach? If a charity isn’t delivering results, I reallocate funds. This disciplined approach ensures that my money creates real, lasting change rather than short-term relief.

Thinking about giving as an investment changes the conversation. It’s not about how much you give, but how wisely. And when you measure impact, you become a more engaged, informed donor. That level of intentionality strengthens your connection to your values and enhances your overall financial strategy. Giving, when done thoughtfully, isn’t a cost—it’s a high-return investment in the kind of world you want to live in.

Building a Wealth Plan That Lasts—For You and Others

Today, my financial plan has two clear pillars: growth and giving. They’re no longer separate tracks—they’re interconnected. Strategic giving reduces my tax burden, improves my investment discipline, and adds emotional depth to my financial journey. I no longer see charity as an afterthought or a leftover. It’s built into the system from the beginning. Every time I earn, invest, or rebalance, I ask: How can this support my values? How can this create lasting impact? These questions have made me a more focused, responsible, and fulfilled investor.

This integrated approach has practical benefits. Tax-efficient giving strategies—like donor-advised funds, appreciated stock donations, and qualified charitable distributions from IRAs—help preserve wealth while supporting causes I care about. They reduce taxable income, lower capital gains exposure, and maximize the value of my estate. But beyond the numbers, this method brings clarity. It forces me to define what matters most and align my resources accordingly. That clarity, in turn, reduces financial stress. I’m not chasing endless growth. I’m building a life of purpose, one decision at a time.

And perhaps most importantly, I’m no longer waiting to make a difference. I don’t need to wait until I’m retired, wealthy beyond need, or nearing the end of life. I can act now. I can see the results. I can adjust, learn, and grow. My legacy isn’t something I’ll leave behind—it’s something I’m living every day. By passing on values, not just valuables, I’m ensuring that my wealth does more than sustain a lifestyle. It sustains hope, opportunity, and change. And that, to me, is the truest measure of financial success.

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