For high-net-worth (HNW) and ultra-high-net-worth (UHNW) individuals, retirement planning is rarely about lifestyle.
It is about certainty.
Not “Can I retire?”
But “Can I retire without losing control, flexibility, or peace of mind?”
After decades of disciplined wealth creation, many affluent investors reach a point where the central question quietly shifts from accumulation to sufficiency. Yet despite substantial assets, the question “How much is enough?” remains surprisingly difficult to answer.
At OnePoint BFG Wealth Partners, we believe retirement readiness is not defined by a number. It is defined by resilience across scenarios. When approached thoughtfully, retirement becomes less about a finish line and more about long-term confidence.

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Why “Enough” Is Harder to Define at Higher Levels of Wealth
As wealth increases, so does complexity.
Multiple accounts, varied asset types, business interests, private investments, and layered tax considerations make it difficult to rely on simple retirement rules of thumb. Generic benchmarks often fail to reflect real-world variability.¹
For many affluent families, success is no longer measured by spending capacity alone, but by:
- Maintaining optionality
- Preserving independence across decades
- Avoiding forced decisions during market or health disruptions
“Enough” becomes less about lifestyle and more about margin.
Research consistently shows that affluent investors value clarity and perspective over performance alone. In fact, when asked what they value most from financial professionals, investors prioritize help with decision-making, risk balance, and maintaining clear perspective—especially as retirement approaches.

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The Real Retirement Risk: Bad Timing, Not Running Out of Money
One of the most underestimated risks for affluent retirees is sequence-of-returns risk—the danger of experiencing market losses early in retirement while drawing income.
Even strong long-term portfolios can be undermined if withdrawals coincide with early downturns.² This risk matters more when:
- Retirement spans multiple decades
- Lifestyle costs are relatively fixed
- Portfolios include illiquid or concentrated holdings
True retirement confidence comes from a plan that can withstand unfavorable timing.
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Why Rules of Thumb Break Down for HNW Families
Rules like the “4% withdrawal rate” can provide a starting point, but they rarely account for:
- Tax variability
- Irregular spending patterns
- Healthcare and elder care costs
- Market valuation cycles
More durable retirement strategies use dynamic planning, adjusting withdrawals, liquidity, and risk exposure as conditions evolve.³
For affluent families, “enough” is defined not by average outcomes, but by durability in adverse ones.
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Liquidity as the Foundation of Retirement Confidence
Liquidity is often the difference between flexibility and fragility.
For high-net-worth retirees, adequate liquidity allows:
- Spending needs to be met without selling long-term assets during downturns
- Opportunities to be pursued post-retirement
- Healthcare and family needs to be addressed without disruption
Portfolios that are overly illiquid may appear strong on paper, yet feel restrictive in practice.⁴
Liquidity restores control.
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Longevity Expands the Definition of “Enough”
Longer lifespans have quietly redefined retirement planning.
Many affluent individuals will spend:
- 25–35 years in retirement
- Multiple phases of activity and spending
- Increasing healthcare needs later in life
Longevity risk is not just about outliving assets—it’s about sustaining independence and flexibility for decades.⁵
Planning for longevity often requires more margin than intuition suggests.
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Retirement Is a Transition, Not an Event
For HNW families, retirement is rarely a single decision.
It may include:
- Phased or partial retirement
- Continued income from business or advisory roles
- Ongoing family support or philanthropic commitments
Effective retirement planning integrates investments, taxes, liquidity, estate strategy, and family considerations into a unified system rather than treating retirement as a date.⁶
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Defining “Enough” Through the OnePoint Lens
At OnePoint BFG, we evaluate retirement readiness through your OnePoint—the perspective that aligns wealth with purpose, priorities, and long-term confidence.
Through this lens:
- Tradeoffs become clearer
- Decisions are evaluated across multiple future scenarios
- Wealth supports freedom rather than anxiety
“Enough” is not a static figure. It is the point at which wealth reliably supports your life—without forcing compromise when conditions change.

Conclusion
For high-net-worth families, the question “How much is enough?” is not answered by a spreadsheet alone.
It is answered by:
- Resilience through volatility
- Flexibility through changing life stages
- Confidence through uncertainty
When retirement planning is treated as a system rather than a number, affluent families gain clarity—and the confidence to move forward without regret.
At OnePoint BFG, we help families define “enough” with intention, so retirement feels like a transition into confidence, not a leap into uncertainty.
Sources
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- Vanguard, Planning for Retirement Income
https://workplace.vanguard.com/401k-plans/advice/advice-and-managed-account-services.html - Investopedia, Sequence of Returns Risk
https://www.investopedia.com/terms/s/sequence-risk.asp - Fidelity Investments, How Much Can I Spend in Retirement?
https://www.fidelity.com/viewpoints/retirement/how-much-can-i-spend - UBS, Longevity Planning
https://www.ubs.com/microsites/wm-apac-switzerland/en/our-approach/wealth-way/_jcr_content/root/contentarea/mainpar/toplevelgrid_1021719/col_2/linklist/link.1132284276.file/PS9jb250ZW50L2RhbS9hc3NldHMvd20vZ2xvYmFsL2RvYy9sb25nZXZpdHktZW4ucGRm/longevity-en.pdf - American Century, Longevity Risk
https://www.americancentury.com/insights/longevity-risk/ - U.S. Bank Wealth Management, High-Net-Worth Retirement Planning
https://www.usbank.com/retirement-planning.html
- Vanguard, Planning for Retirement Income
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Investment advisory and financial planning services offered through Bleakley Financial Group, LLC, an SEC registered investment adviser, doing business as OnePoint BFG Wealth Partners (herein referred to as “OnePoint BFG”). For more information regarding OnePoint BFG including important disclosures, please visit https://adviserinfo.sec.gov/.
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