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The Rising Cost Of Optionality

Why ‘Plan B’ Now Comes At A Premium For The World’s Wealthiest Families

Eileen M. Burke, Founder and Managing Partner, Leyster Capital
Eileen M. Burke, Founder and Managing Partner, Leyster Capital

In an era when perception can trigger markets faster than policy, one reality is increasingly clear for advisors to the ultra-wealthy: Optionality now comes at a premium. While ultra-high net worth (UHNW) individuals are not yet stampeding toward the exits in the face of macro uncertainty, they are quietly and decisively paving their escape routes.

From shifting tax frameworks in the U.S. to the fraying of economic alliances globally, UHNW clients and their advisors are adapting. Not with panic, but with precision. And the strategies they’re employing reveal as much about the psychology of wealth preservation as they do about the mechanics.

Planning Amid The Noise

Clearly, there is not only a lot of noise, but real challenges to navigate: rising geopolitical tensions, tariff tremors and dislocations, and a U.S. fiscal backdrop that now includes rustlings of sovereign credit fragility. Despite this, we’re not seeing mass capital migration, but we are seeing increased velocity in strategy.

Clients are scouting alternatives. Swiss custody. Service businesses. Milanese residencies. Gold. Fine art. Singaporean safe havens. This isn’t capital in motion yet, but it’s capital poised for motion.

Private foundations, once bastions of domestic financial confidence, are openly questioning their tax-exempt status. Trump administration priorities have in some cases become catalysts for board-level reviews and legal debates.

The upshot of all of this is that owners haven’t necessarily started moving their assets. However, many are updating their passports and sending their kids to schools in other countries.

Many are updating their passports and sending their kids to schools in other countries.

From Scenario Planning To Execution

History tells us that the most elite families don’t react to crises. They prepare before the headlines break. And when those headlines do break they move with speed others simply cannot match.

Case in point: The UK’s abrupt termination of its non-domiciled tax status spurred an immediate capital migration. Milan and Dubai emerged as new gravitational centers. We’re not speculating about what UHNW families might do if U.S. policy continues to shift. They’ve already shown us what they will do.

Advisors must recognize this behavior pattern: The groundwork for liquidity events is being laid long before the triggering event. The best-prepared clients are rehearsing their exits, not just monitoring risk.

Optionality Costs More Now

Liquidity itself is under strain. Tariff uncertainty clouds valuations for foreign currency assets. Institutional lenders, facing risk recalibrations, are tightening credit windows. Private banks are demanding higher cash buffers and lower loan-to-value ratios. For those seeking cross-border lending or monetization of nuanced assets, the path has both narrowed and grown more expensive.

Meanwhile, private equity (PE) exits remain near historic lows. Continuation funds abound. And for UHNW individuals relying on K-1 income, predictability is evaporating. In this climate, even the highest quality assets are harder to leverage, and even the most bankable names are facing tougher terms.

Volatility is rewriting liquidity math. What an asset is worth today could be 10% higher — or lower — by next month. This forces families to hold or sell at suboptimal moments, often just to meet short-term obligations.

What This Means For Stakeholders

For trusted advisors, family offices and private bankers, the mission is not simply to preserve capital. More than ever before, it’s to preserve control.

To do so, we must acknowledge the rising premium of optionality, not just as a financial constraint, but as a strategic truth. Building flexibility into wealth structures now requires deeper cross-jurisdictional knowledge, creative financing architectures and a keen understanding of how perception affects policy and markets alike.

Advisors who bring this intelligence — and access — to their UHNW clients will distinguish themselves in the decade to come.

Those who anticipate and adapt early will not just weather the change — they will shape it.

Optionality has always been prized by the ultra-wealthy. But today, it's no longer just a luxury — it’s an imperative. And in this shifting environment, those who anticipate and adapt early will not just weather the change — they will shape it.

Eileen M. Burke is the Founder and Managing Partner of Leyster Capital.

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