Insight Category: Tax

Stewardship at Scale: Tax Planning for High-Net-Worth Christian Families

Man and his wife meeting with a financial advisor to review tax planning

Wealth, Calling & Eternal Return

Significant wealth is a blessing — but also a calling. Scripture reminds us that what we manage is ultimately God’s, and we are entrusted to steward it with wisdom:

“It is required that those who have been given a trust must prove faithful.” — 1 Corinthians 4:2

“Store up for yourselves treasures in heaven…” — Matthew 6:19–21

For affluent Christian families in California’s highest tax brackets, stewardship becomes even more strategic. With combined taxes often exceeding 50% at the margin, poor planning can result in millions going to taxes rather than Kingdom work.

Below are three advanced charitable strategies, complete with real dollar examples, that transform taxable events into opportunities for generosity, purpose, and eternal return.

Strategy 1

Gifting Pre-Liquidity Business Shares to a Donor-Advised Fund (DAF)

Ideal For: Business owners anticipating a sale, recapitalization, merger, or buyout.

California Tax Reality
A major liquidity event triggers:

  • Federal LTCG tax: 20%
  • California income tax: up to 13.3%
  • NIIT: 3.8%

Combined exposure for high earners: 37%+ on capital gains.

Practical Example

The California Founder Preparing for a Sale

Company Value
$ 0 M
Selling 40% Stake
$ 0 M
Cost Basis
$ 0 M

If sold outright (no planning):

  • Capital gains tax (Fed + CA + NIIT): ~$7.4M
  • Net proceeds: ~$12.6M

Faith-Forward Strategy

Gift 20% of your shares (worth $10M) into a Donor-Advised Fund before LOI or definitive agreement. This is a foundational step in Stewarding God’s Gifts strategically.

Tax Outcomes

  • $10M charitable deduction reduces ordinary income at the highest CA bracket → Up to $5M of federal + CA tax savings (depending on AGI limitations)
  • $0 capital gains tax on the donated shares
  • Remaining 20% sold personally → tax applies only to that portion
  • Family retains control of giving through DAF
  • Tens of millions ultimately directed to Christian ministries rather than taxes

Kingdom ROI

Instead of the IRS and state taking a massive cut, the founder redirects up to $12M–$15M toward Gospel impact over time, fulfilling the Harvest God’s Abundance pillar.

Strategy 2

Placing Highly Appreciated Real Estate Into a Charitable Remainder Trust (CRT)

Ideal For: CA property owners facing punitive taxes on sale.

California’s combined tax rate can approach 40% on real estate gains. This makes CRTs one of the strongest tools for both income and impact.

Practical Example

The Orange County Property Owner

Commercial Property Value
$ 0 M
Original Basis
$ 0 M

Desired action: Simplify portfolio + increase income

If sold outright:

  • Gain = $10M
  • Capital gains + CA tax = ~$3.7M–$4M
  • Net reinvestable proceeds = ~$8M

Faith-Forward Strategy: Fund a CRUT

Transfer property into a Charitable Remainder Unitrust, which sells tax-free.

Tax Outcomes

  • $0 capital gains tax at sale inside CRT
  • $12M reinvested (not $8M)
  • Annual income of 5%–7% → $600k–$840k per year
  • Federal charitable deduction: ~$1.8M–$2.5M
  • Deduction offsets CA’s highest brackets
  • Remaining trust assets (20–30% actuarially) eventually support Christian ministries

Kingdom ROI

Instead of losing $4M to taxes, the family:

  • Earns lifetime income
  • Diversifies risk
  • Gives millions to Kingdom causes
  • Eliminates a massive CA tax hit

Strategy 3

Donating LLC/LP Interests to a DAF + Using an ILIT to Replace Family Wealth

This strategy is common among affluent families who own:

  • Real estate partnerships
  • Family limited partnerships (FLPs)
  • Private equity holdings
  • Multi-entity business structures

Practical Example

The Family Limited Partnership (FLP)

Real Estate FLP Value
$ 0 M
Basis
$ 0 M
Annual Distributions
$ 0 M

The family wants to give generously but maintain inheritance goals for their children.

Faith-Forward Strategy

  1. Gift 10% of the FLP units to a Donor-Advised Fund → Gift value = $3M
  2. Receive charitable deduction on fair-market value → $3M deduction reduces taxes by $1.5M at CA’s bracket
  3. Use tax savings to fund a Wealth-Replacement ILIT → ILIT buys life insurance with $3M–$6M expected DB
  4. Heirs receive tax-free wealth
  5. DAF receives partnership income indefinitely

Tax Outcomes

  • No capital gains on donated units
  • Immediate deduction reduces top-bracket exposure
  • DAF receives ongoing K-1 income for Kingdom giving
  • ILIT replaces or exceeds wealth for heirs

Kingdom ROI

The family increases charitable leverage without decreasing the inheritance they plan to leave — a beautiful example of both/and stewardship and creating eternal ROI.

Why High-Capacity Christian Families in California Choose KERUXHQ

You need more than wealth management. You need a biblically aligned Christian Wealth Office specialized in:

California tax strategy

Liquidity event planning

Faith-driven estate planning

 Kingdom-focused generosity

Multi-generational family governance

Complex trusts, charitable structures & advanced planning

Integration of tax, investment, and generosity decisions

Our mission is to help families answer deeper questions:

“What is God calling us to build?”

“How much is enough?”

“What does eternal return look like for our family?”

The Eternal ROI Framework

In Matthew 6, Jesus redefines the meaning of return.

True ROI is not measured in dollars — but in disciples, impact, obedience, and transformed lives.

Advanced strategies such as:

  • Donor-Advised Funds
  • Charitable Remainder Trusts
  • Strategic real estate or business-interest gifting
  • Wealth replacement planning

…allow affluent Christian families to transcend California tax friction and fuel Kingdom work at a level that few households can. This is stewardship at scale.

Ready to Explore Faith-Driven Tax Strategy Tailored to California Families?

If you’re considering a business sale, real estate disposition, or partnership restructuring — or simply want a more aligned generosity plan — we’d be honored to serve.

Fiduciary Duty & Professional Advice: Advisory services are offered through Kerux, LLC, a registered investment adviser. We are held to a fiduciary standard, legally obligating us to act in our clients’ best interests at all times, regardless of the spiritual or faith-based framing of our planning. This content is for educational and illustrative purposes only and does not constitute personalized investment, tax, or legal advice.

Risks & Suitability: All strategies involve material risks and depend on an individual’s unique circumstances. The returns and dollar amounts shown are hypothetical, illustrative examples only and are not based on actual client results. They assume a generalized investment strategy over a long-term time horizon and do not reflect fees, taxes, or individual investor circumstances. Hypothetical performance does not reflect actual trading and has inherent limitations; actual results will vary and may include loss of principal. Faith-based financial planning has inherent limitations and may not account for every market variable; therefore, past outcomes are not indicative of future results. Because every financial situation is unique, you should consult with your own financial advisor, tax professional, and/or legal counsel before implementing any strategy discussed herein.

Testimonials & Endorsements: Any testimonial or endorsement provided is from a current or former client who was not compensated for their statement. There are no material conflicts of interest that would affect the validity of the testimonial, and all materials are reviewed in accordance with internal compliance procedures.

How a Donor-Advised Fund Helped One Couple Give More and Pay Less in Taxes

Learn how one couple reduced their taxes, eliminated capital gains, and multiplied their charitable impact through a $300,000 donor-advised fund gift at the peak of their income year.

Total Gift
$ 299000
Total Tax Savings
$ 99000 +

A Smart Way to Turn a Financial Peak into a Kingdom Opportunity

When approaching retirement, one couple found themselves at a financial crossroads. As they entered their final year of full-time employment, deferred compensation and bonuses projected this to be their highest-income year ever.

At the same time, they held a large position in a single stock that had performed extremely well. The gains were substantial, but the future of the stock was uncertain. Should they sell and face significant capital gains? Hold and risk a market drop?

Instead, they chose a third option — one that embodied the Faith Forward Framework and their commitment to their faith and financial stewardship: They utilized our expertise to donate $300,000 of appreciated stock to a Donor-Advised Fund (DAF).

The Strategy in Action

Event
Description
Result/Benefit
Appreciated Stock Gifted
They transferred $300,000 of long-term appreciated stock into a DAF. The stock’s cost basis was only ~$25,000.
No capital gains tax due on the ~$275,000 unrealized gain.
Immediate Deduction
Because they gifted the stock directly to charity (via the DAF), they received a $300,000 charitable deduction.
Reduced taxable income in their final high-earning year.
Double Benefit
1) Avoided capital gains tax.
2) Received a full income tax deduction for the gift.
Saved roughly $110,000–$120,000 in combined federal and state taxes.
Ongoing Investment
The stock was kept invested within the DAF. It continued to grow tax-free.
The stock appreciated further, increasing their charitable capacity.
Future Giving
The couple could recommend grants from their DAF over future years — including their ongoing tithes.
They “pre-funded” years of giving while capturing today’s tax benefit.

Timing and Strategic Stewardship: Why They Gave When They Did

Charitable deductions are limited to a percentage of Adjusted Gross Income (AGI)—typically 30% of AGI for appreciated assets. In this specific scenario, the couple’s AGI was $350,000, allowing an immediate deduction of up to $105,000 (30% of AGI) in the current year, with the remaining deduction available to be carried forward for five additional years.

The strategic timing of the full $300,000 DAF gift across two tax years allowed us to maximize their stewardship by achieving the following critical outcomes:

Maximized Deductions

They optimized the allowable deduction available in each tax year.

Smoothed the Benefit

The deduction was strategically applied into retirement years when income dropped to around $200,000 per year from pensions and part-time work.

Zero Loss of Benefit

None of the substantial charitable deduction went unused, securing the greatest possible financial advantage for their mission.

Case Study Snapshot

Year
Household Income
DAF Gift Applied
Deduction Utilized
Carryforward Remaining
Tax Benefit (Est.)
Totals
$300,000 total gift
$255,000 total deduction used
~$100,000+ total tax savings
2024 (final work year)
$350,000
$150,000
$105,000 (30% AGI limit)
$45,000
~$40,000
2025 (semi-retired)
$200,000
$150,000 (remainder)
$60,000 (30% AGI limit)
$90,000
~$24,000
2026–2028
$200,000 (each year)
Deducts remaining $90,000 across future years
~$36,000

*Exact amounts depend on marginal rates and itemization.*

Why This Strategy Worked

1. They gave at the right time — capturing a major deduction during their peak income year.
2. They gave the right asset — appreciated stock instead of cash, avoiding capital gains.
3. They gave through the right vehicle — the donor-advised fund offered flexibility.
4. They gave with the right perspective — their goal was obedience and impact, not just savings.

Stewardship That Multiplies

What makes this story powerful is not just the tax efficiency — it’s the faith efficiency. Because they planned with eternal impact in mind, their generosity will continue to flow for years to come. The stock that once represented potential risk now represents potential kingdom return.

“Each of you should give what you have decided in your heart to give, not reluctantly or under compulsion, for God loves a cheerful giver.”

2 Corinthians 9:7

Key Takeaways

Timing matters

Give in high-income years for maximum tax impact.

Asset choice matters

Appreciated stock gifts can eliminate capital gains.

Structure matters

DAFs provide flexibility for long-term generosity.

Faith matters

Stewardship is both financial and spiritual.

Summary

Without DAF
With DAF
Stock Value
$300,000
$300,000
Cost Basis
$25,000
$25,000
Capital Gain
$275,000
$0 (eliminated)
Capital Gains Tax
~$65,000
$0
Charitable Deduction
$0
$300,000
Total Tax Savings
~$100,000+
Control of Giving
Immediate spend required
Give over time, grow tax-free
Legacy Impact
One-time
Multi-year giving from investment growth

At KERUX Financial, we help believers align their wealth with their witness — using strategies like donor-advised funds to maximize both impact and obedience.

“Command them to do good, to be rich in good deeds, and to be generous and willing to share.”

1 Timothy 6:18

The information contained herein is provided for educational purposes only and should not be construed as investment, tax, or legal advice. Past outcomes are not indicative of future results. The suitability of donor-advised funds or any charitable giving strategy depends on an individual’s unique circumstances and objectives. You should consult with your financial advisor, tax professional, and/or legal counsel before implementing any strategy discussed. Advisory services are offered through Kerux, LLC, a registered investment adviser.

Retirement Redefined: Tax Strategies for Healthcare and IRAs

Retirement planning involves many decisions, from determining withdrawal strategies to balancing tax efficiency and estate goals. Among these considerations is whether to keep funds in a traditional IRA or convert to a Roth IRA. While much attention focuses on tax implications and income needs, one critical factor often overlooked is how traditional IRAs can serve as a strategic tool for covering medical expenses, particularly long-term care (LTC).

Here, we explore how traditional IRAs can act as a built-in safety net for healthcare costs and compare their effectiveness to a Roth conversion strategy.

Traditional IRA: A Long-Term Care Safety Net

Traditional IRAs allow for tax-deferred growth, meaning contributions are often deductible, and taxes are paid on withdrawals in retirement. For retirees facing significant medical or LTC expenses, this tax structure offers unique advantages:

  1. Tax-Free Medical Withdrawals

The IRS permits deductions for unreimbursed medical expenses exceeding 7.5% of adjusted gross income (AGI). While traditional IRA withdrawals are taxable, the deduction can offset this burden. For example:

  • A retiree with high medical costs may reduce their taxable income after deductions, effectively lowering or eliminating taxes on IRA distributions.
  1. Timing Benefits for Medical Expenses

Medical expenses often increase later in life, particularly for LTC. Traditional IRAs can serve as a financial reservoir for these costs, enabling retirees to leverage tax advantages during lower tax-bracket years.

  1. Preserving Liquid Assets

By tapping a traditional IRA for healthcare expenses, retirees preserve other assets for discretionary spending or legacy planning.

Roth IRA: Flexibility Without Tax Offset

Roth IRAs, funded with after-tax dollars, offer tax-free growth and withdrawals, making them attractive for many retirees. However, their utility for covering medical costs is less pronounced compared to traditional IRAs:

  1. No Tax Offset for Medical Expenses

Unlike traditional IRA withdrawals, Roth distributions don’t qualify for medical expense deductions. This means retirees with significant healthcare costs miss out on a tax advantage available with traditional IRAs.

  1. Upfront Conversion Costs

Converting to a Roth IRA involves paying taxes upfront, potentially reducing the account’s overall value. For retirees early in retirement or with high income, the conversion cost may outweigh the long-term benefits.

  1. Prioritizing Estate Planning Over LTC Needs

While Roth IRAs are excellent for leaving tax-free inheritances, traditional IRAs may better align with personal needs if healthcare or LTC expenses are the priority.

Key Considerations for Your Retirement Plan

When deciding between a traditional IRA and a Roth conversion, consider:

  1. Tax Brackets Now and in the Future
    • If you anticipate being in a lower tax bracket later in life, a traditional IRA may maximize your tax efficiency, especially when combined with medical deductions.
  2. Projected Healthcare Costs
    • For retirees expecting significant LTC needs, the built-in flexibility of a traditional IRA can outweigh the predictability of a Roth IRA.
  3. Estate Planning Goals
    • If leaving a tax-free legacy is a priority, Roth IRAs are advantageous. However, for those focusing on personal healthcare, traditional IRAs provide a direct solution.
  4. Conversion Timing and Costs
    • Assess whether the upfront tax hit of a Roth conversion is justified, especially if future medical expenses could reduce taxable income through deductions.

Balancing Healthcare and Tax Strategies

For retirees anticipating substantial medical or LTC costs, maintaining a traditional IRA can be a powerful strategy. By leveraging tax deductions and strategically timing withdrawals, traditional IRAs effectively function as a healthcare reserve.

On the other hand, Roth IRAs offer unmatched tax-free growth and withdrawal flexibility, making them ideal for estate-focused retirees or those with fewer medical needs.

Ultimately, the decision between a traditional IRA and a Roth conversion is personal, requiring a careful evaluation of healthcare projections, tax considerations, and financial goals. A consultation with us at Abound Financial can help retirees craft a plan tailored to their unique needs.

Traditional IRA as an LTC Strategy

A traditional IRA is not a substitute for long-term care insurance but can act as a practical alternative for retirees comfortable self-insuring against LTC risks.

Example: Nursing Home Costs and Tax Efficiency

  • Scenario: John, age 75, withdraws $100,000 annually from his $500,000 traditional IRA for nursing home care.
  • Income: Social Security and pension income total $50,000, placing him in the 12% tax bracket.
  • Medical Deduction: LTC expenses far exceed the 7.5% AGI threshold, allowing him to deduct $96,250.
  • Outcome: After deductions, John’s taxable income remains low, with an effective tax rate of only 6.45% on his IRA withdrawal.

Using the traditional IRA, John minimizes taxes while covering his medical expenses efficiently.

Comparison of Results: Traditional IRA vs. Roth IRA

Factor Traditional IRA Roth IRA
LTC Withdrawal $100,000 $100,000
Effective Tax Rate on Withdrawal 6.45% (after deduction) 0% (tax-free)
Total Tax Paid $6,450 $0
Net After-Tax Withdrawal $93,550 $100,000
Roth Conversion Cost (at 65) $0 $110,000 (one-time)

 

Analysis

  • Maximizing Tax Savings with a Traditional IRA:
    John leverages the medical expense deduction to significantly reduce his tax burden on withdrawals from his traditional IRA. With an effective tax rate of just 6.45%, this strategy makes the most of his medical expenses and allows him to preserve more of his retirement funds.
  • The Cost of a Roth Conversion:
    If John had converted his traditional IRA to a Roth at age 65, he would have faced an upfront tax cost of $110,000. This substantial expense reduces the overall retirement nest egg, especially if John doesn’t live long enough to fully capitalize on the tax-free growth of the Roth IRA.
  • Lost Deduction Opportunity:
    Using a Roth IRA for LTC expenses eliminates the opportunity to offset taxable income with the medical deduction. While Roth distributions are tax-free, they don’t provide the same tax relief when paired with high medical expenses.

Conclusion

For retirees like John, who anticipate significant long-term care expenses, the traditional IRA can be a more effective choice. By taking advantage of the tax-deductible nature of medical expenses, John minimizes his overall tax liability while addressing healthcare needs.

This strategy is particularly beneficial for retirees with high medical costs and those in moderate-to-lower tax brackets. By contrast, the upfront conversion cost of a Roth IRA may outweigh its benefits in scenarios where medical deductions provide meaningful tax relief.

There is no one-size fits all answer when it comes to your particular needs. Connect with one of our advisors today if you’d like to plan for your financial future!

This is a hypothetical situation based on real life examples. Names and circumstances have been changed. The opinions voiced in this material are for general information only and are not intended to provide specific advice or recommendations for any individual. To determine which investments or strategies may be appropriate for you, consult your advisor prior to investing.
This information is not intended to be a substitute for specific individualized tax advice. We suggest that you discuss your specific tax issues with a qualified tax advisor.