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Philanthropy as Wealth in Motion

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Philanthropy as Wealth in Motion

Alla Futterman
Alla Futterman
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Philanthropy as Wealth in Motion

To give away money is an easy matter and in any man’s power. But to decide to whom to give it and how large and when, and for what purpose and how, is neither in every man’s power nor an easy matter. — Aristotle

Owning wealth suggests freedom to deploy it however you like. Stewardship retains that freedom, yet marries it with an obligation to consider who else is affected. It asks not only what this capital can do for you, but what it must do beyond you.

Reframing inheritance as stewardship rather than ownership shifts the relationship to capital from entitlement to responsibility. The inheritor receives not just assets, but a mandate to shape the arc of their impact across generations, whether the wealth sits in a business, a portfolio, or a pool of philanthropic capital.

For first generation builders, the work of creation often leaves little room for that question of why. The reckoning tends to arrive late and suddenly: a diagnosis, a rupture, a death. At that point, wealth is clearly going to outlive its maker, and the real issue becomes what travels with it.

This is where the next generation appears. They are not a problem set, but the family’s human capital. They bring skills and perspectives the founders cannot have. The task is to mentor them, let them make real but bounded mistakes, and invite them into decisions long before any transfer is formalized.

A better path treats stewardship as plural. One family member may run the operating company, another may lead the family’s philanthropy, a third may focus on values aligned investing. If the underlying principles are shared, each expression strengthens the whole.

Philanthropy as a Generational Bridge

Philanthropy is often the most reliable bridge for meaning between generations. It offers a shared project in which money is not just discussed as risk and return, but as a proxy for care, attention, and responsibility.

Raising genuinely philanthropic children begins with action. Parents who involve children early in giving decisions teach them that money has direction. The goal is to build the habit of discernment: how to evaluate a charity, question its model, and understand who is truly being served. Over time, the most powerful philanthropic voices in a family are those the next generation discovers for themselves, in response to the world they inhabit, not the world their parents remember.

This stance has shaped how we operate as a firm. Our revenue is tied to assets under management, yet we routinely work with families to give assets away. At first glance that runs against our interest. We do it because we believe that money held without purpose hollows out both the asset and the owner. Helping clients move capital to where it can do work is, in our view, part of the mandate of stewardship rather than a concession to it.

Structuring Your Charitable Giving

The architecture of a family’s giving should emerge from what they care about, not from a pre-packaged product menu. We have a 3-step process:

  1. Identify passions — Multiple conversations to surface the client’s genuine passions and how giving can address them. Some arrive knowing; others need guided discovery.
  2. Vet charities — We rigorously vet potential partners through hands-on due diligence: traveling to locations, meeting leadership face-to-face, assessing operations and culture, negotiating reporting metrics.
  3. Ongoing monitoring — Philanthropy, like investing, requires an ongoing feedback loop. We ensure charities continue doing what they committed to, meeting agreed metrics, maintaining direction.

Within this structure, clients face an early choice: direct or indirect impact.

Direct impact means serving affected people immediately. Indirect impact aims at influencing systems, via education, technology, or institutional reform, usually with longer time horizons but broader reach. That choice shapes the charities we evaluate, the metrics we prioritize, and the cadence of giving.

Sometimes, no existing organization fits the vision. In those moments, philanthropy becomes entrepreneurial. One client’s broad commitment to racial and gender equality narrowed into a focus on women of colour disproportionately affected by trafficking. We pinpointed the area of greatest need and found no comprehensive walk in services. Rather than scale back, the family created a new charity and brought in an experienced anti trafficking group to run it. Here, the mission dictated the structure, not the other way around.

Sophisticated structures do not make philanthropy virtuous, but they often make it possible at scale. The choice of vehicle has consequences for taxes, timing, and the balance between family and charitable beneficiaries.

Charitable Lead Trust (CLT)

  • Pays an annuity to charity for a set term; what remains goes to family.
  • Suits clients with structured, predictable giving and high basis assets or cash.
  • Counterintuitive upside: if trust assets grow faster than the assumed IRS rate, the excess can pass to heirs free of additional transfer tax.

Charitable Remainder Trust (CRT)

  • Pays an annuity to the client or family; what remains goes to charity at the end of the term.
  • Tax exempt wrapper: low basis assets can be sold inside without immediate capital gains, which are recognized gradually through annuity payments.
  • Powerful for mined Bitcoin, appreciated stock, or investment real estate where an outright sale would trigger substantial tax.

Donor-Advised Fund (DAF)

  • An intermediary charity: contribute assets, take a deduction at fair market value, then recommend grants over time.
  • Lower friction than a private foundation and straightforward to set up.
  • Popular for Bitcoin, since low basis coins can be contributed for a full FMV deduction without realizing gains, though most sponsors still force quick liquidation.
  • We work with DAFs that permit holding Bitcoin and apply a “stoplight” framework to time sales rather than selling on day one.
  • Important fine print: sponsors technically retain discretion to decline grant recommendations, even if they typically approve requests for qualified charities.

For some families with meaningful Bitcoin holdings, this is no longer just a speculative position; it is a pool of capital that could be put to work. When coins have appreciated significantly, choosing to move a portion of that gain into philanthropic vehicles can turn sharp price moves into a more predictable flow of funding for the causes they care about. The technical steps are familiar enough: pick the right structure, understand the tax treatment, be specific about what the money is meant to do. The more important shift is conceptual. Instead of leaving Bitcoin in its own speculative corner, the family is bringing it under the same stewardship lens that applies to the rest of the balance sheet and asking it to contribute to their longer story of impact.

Investing as Part of the Same Story

The portfolio also has the potential to be an expression of your philanthropic values. For some clients, this might be viewed as a point of friction. They are comfortable funding a shelter for trafficking survivors, less comfortable examining whether their equity holdings profit from supply chains that rely on forced labor.

We encourage families to see their investments as the complement to their giving, not its contradiction. A client who cares about human trafficking might refuse to hold companies implicated in slave labor allegations, then actively allocate capital to communities with entrenched racial inequality. In their minds, the public equity allocation is no longer a neutral backdrop; it is part of the same story.

Doing this well is operationally demanding. It requires what we call one offs per client family. Each set of values leads to a different pattern of exclusions, tilts, and private allocations. The due diligence is significant and cannot be automated without flattening the nuance out of it. Traditional firms, organized around scale and efficiency, often decline to go this deep, because efficiency is where their profitability lies.

We reject the assumption that bringing values into the portfolio necessarily means accepting weaker returns. In public equities, where most of the capital lives, tilting toward sustainable or values-aligned companies has not been shown to materially impair performance. In some cases, it may improve it. A company that intends to be around for the long term and manages environmental, social, and governance risks as a matter of survival is not obviously a worse bet than one that does not.

Deeper impact vehicles present different questions. Private credit that funds regenerative agriculture, venture capital backing underrepresented founders, or community development finance can all play a role. They come with distinct liquidity profiles, risk distributions, and time horizons, just as any private market investment does. The trade-off is not impact versus return. It is which part of the portfolio is asked to carry illiquidity, how much, and for how long.

One helpful way to see this is as an impact spectrum:

  • Public equities
    • Shallow impact expressed through exclusions or modest tilts.
    • Shareholder voting and activism can deepen this slightly, especially where coalitions push for specific corporate changes.
  • Municipal bonds and certain credits
    • Closer to the ground, with capital flowing into identifiable communities and projects.
    • Can pair income generation with clearly traceable impact.
  • Private credit
    • Targeted funding with defined use of proceeds covenants.
    • Greater control over where and how capital is deployed.
  • Private equity and venture capital
    • Deepest, most concentrated impact, often backing specific founders, innovations, or community strategies.
    • Requires families to accept long lockups in exchange for focused impact and potentially higher returns.

Across this spectrum, every position has impact; capital always lands somewhere and shapes something. The question is whether a family is deliberate about that effect or content to let it remain accidental.

Common Myths About Impact and Returns

Once families begin to see investing and giving as parts of the same system, a set of persistent myths tends to surface.

The first is the client who declares that they only care about impact and do not need returns. It sounds noble, but taken literally it erodes future capacity to give. If you consume principal to maximize immediate impact, you may limit what later generations can do in your name. Preserving and prudently growing assets is not greed by another name; it can be a way of extending impact across decades.

The second is the client who claims not to care about impact at all. Typically, this translates into a desire for maximum growth with minimal friction. Yet when we move from asset allocation to legacy planning, values surface anyway. Few people, when pressed, are indifferent to the way their wealth shapes the world their children live in. Even those who begin the conversation by insisting on neutrality often find that by the end, they are articulating preferences and red lines they didn’t realize they had.

The Family Business Question

These tensions become especially visible when the asset in question is an operating business rather than a securities portfolio. In recent years, some families that sold operating businesses to private equity are beginning to question that decision. A clean liquidity event and a handsome multiple can feel like a victory, but may later be seen as the moment they swapped a community building, employment generating asset for a pool of financial capital that now has to be stewarded in far more abstract ways.

In response, we see more families choosing to retain the business as a core family asset and as a primary tool for impact and stewardship. The company can be run with the same discipline as any investment portfolio, yet held in mind as something more: a site of identity, belonging, and local impact. The real choice is between a narrow view of wealth as financial capital alone and a broader one that understands the business as social and human capital as well.

Intersectionality and Depth

As younger generations step into these questions, many bring with them an instinct for intersectionality. They are less interested in scattering small gifts across dozens of unrelated causes, more interested in going deep on a problem and following its roots into other domains. Educating girls in rural communities, for example, becomes not only an education intervention but a climate strategy, a public health strategy, and an economic development strategy. The United Nations’ Sustainable Development Goals capture this interdependence: progress on one often accelerates progress on others.

The implication for families is clear. You do not need a dozen causes to be consequential. You need a small number of commitments you understand well, with partners you trust, and a willingness to follow complexity rather than flatten it.

Living as a Steward of Wealth

Stewardship is not just about the tools and structures you use, but about the posture you take toward wealth. It stands in direct contrast to hoarding: it treats each unit of currency as a decision, whether that decision takes the form of an investment, a philanthropic grant, or a purchase at a checkout counter. Many of the families we work with want their capital, in all its forms, to be in motion toward something that feels worthy of the effort it took to build it.

The coming decades will see an unprecedented transfer of wealth, in size and in character. Assets will change hands, but so will narratives. The families who thrive will be those who treat that transfer not as a problem to be managed away, but as a chance to declare, together, what they believe their wealth is for.

 


 

This information is intended for general educational purposes only and should not be construed as legal or investment advice.

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Alla Futterman

Alla Futterman

Associate Client Relationship Manager & Philanthropy

Bespoke Group

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