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Shurek · Wealth Protection
Private Client Services Guide
Comprehensive Advisory Services

The Complete Guide to
Private Wealth
Care & Strategy

A full catalogue of the tax, estate, investment, compliance, and wealth coordination services available to Shurek private clients — written plainly so you understand what each service does, why it matters, and what it is designed to protect.

This guide is for informational purposes only and does not constitute legal, tax, or investment advice. All planning decisions should be made in consultation with qualified counsel. Engagement terms confirmed in writing prior to commencement.

2026
Contents

Private Client Services

I.
Introduction — What a Wealth Protection Firm Actually Does
The problem we solve. How this model works. What to expect.
II.
Income Tax Reduction Services
Cost segregation · Defined benefit plans · QSBS · R&D credits · QBI · SALT · Installment sales · Bonus depreciation
III.
Estate Planning & Wealth Transfer
SLATs · IDGTs · GRATs · Dynasty trusts · FLPs · ILITs · QPRTs · Annual gifting · GST planning
IV.
Real Estate Investment & Tax Strategy
Proprietary deal access · Cost segregation · Real estate professional election · Passive activity planning · 1031 exchanges
V.
Wealth Preservation & Tax-Free Liquidity
Buy, borrow, die architecture · Securities-backed lending · Cash-out refinancing · Art as an asset · Basis step-up planning
VI.
Business Succession & Exit Planning
Pre-sale estate planning · QSBS analysis · Deal structure optimization · Charitable exit strategies · Personal goodwill
VII.
Charitable Planning Strategies
Charitable remainder trusts · Donor-advised funds · Charitable lead trusts · ILIT + wealth replacement
VIII.
Tax Compliance Infrastructure
Form 1040 · Form 709 · Form 706 · Form 1041 · Form 1065 · Form 5500 · Form 6765 · Cost segregation studies
IX.
Crypto & Digital Asset Planning
Capital gains management · Tax-loss harvesting · Charitable strategies · Estate planning for digital wallets
X.
The Private Client Retainer Relationship
How the year-round relationship works · What is included · How to get started
Chapter I

What a Wealth Protection Firm
Actually Does

Most affluent clients have a CPA, an estate attorney, a wealth manager, and possibly an insurance advisor. They still end up paying more in taxes than they should — because no one is coordinating the full picture. That is the problem this firm was built to solve.

The Coordination Gap

Your CPA prepares accurate returns. Your estate attorney drafts excellent trust documents. Your wealth manager builds a thoughtful investment portfolio. Each of them is good at their job. But they work in separate lanes — and in those lanes, value is lost every year.

The estate attorney designs a trust that would be transformative for your estate exposure — but the trust never gets funded because no one followed up with the custodian. The wealth manager recommends holding appreciated stock — but no one modeled whether a securities-backed loan would be more efficient than a sale. The CPA files an accurate return — but the year-end planning conversation that would have changed that return never happened.

These are not failures of individual competence. They are failures of coordination. And they happen routinely in every advisory relationship that lacks a central integrator.

What We Are — and What We Are Not

Shurek Wealth Protection is a tax and wealth strategy firm. We are not an estate planning law firm — we do not draft legal documents. We are not an investment manager — we do not manage liquid portfolios. We are not an insurance company — we do not sell policies. We are the integrator who connects every one of those functions to a coordinated tax strategy and ensures the reporting reflects what was actually done.

We work alongside your estate attorney, wealth advisor, insurance advisor, and trustee — providing the tax analysis and coordination that most advisory relationships are missing. We prepare every return your structure requires. We model the tax impact of every planning decision before it is implemented. And we are available year-round, not just at tax time.

The Four Roles We Play

01 — Tax Strategist
  • Model tax and transfer-tax impact before decisions are made
  • Identify strategies applicable to your specific situation
  • Year-round planning, not just filing season
02 — Implementation Quarterback
  • Sequence entity changes, trust funding, and gifting
  • Coordinate with attorneys, trustees, advisors
  • Ensure the plan does not stall between conversations
03 — Compliance Overseer
  • Every return, every entity, every year
  • Reporting that reflects the strategy — not filed in isolation
  • Gift tax returns that protect the planning
Our Promise

"The strategies we implement are legally defensible, fully documented, and built to withstand examination. No captive insurance schemes. No syndicated conservation easements. No residency tricks. Everything has decades of legal precedent and clear statutory authority."

Chapter II

Income Tax Reduction
Services

The strategies in this chapter attack your annual income tax bill directly. Most are not one-time actions — they are ongoing planning disciplines that compound in value year after year. The difference between implementing them proactively versus reactively can easily be $100,000 or more annually for a client earning $500,000 or above.

Cost Segregation Studies
Real Estate · In-House Capability · Year-One Deductions

What it is in plain terms: When you buy a commercial building, the IRS normally requires you to depreciate the entire building over 39 years — a very slow deduction schedule. A cost segregation study reclassifies parts of the building — flooring, lighting systems, parking lots, landscaping, specialized HVAC, certain plumbing — into shorter depreciation lives of 5, 7, or 15 years. Combined with 100% bonus depreciation (now permanent under current law), that means a large portion of your purchase price can be deducted in the very first year.

Why it matters: On a $3 million commercial acquisition, a properly conducted study typically identifies $800,000 to $1.2 million of property eligible for accelerated depreciation. At the 37% marginal rate, that is $296,000 to $444,000 of first-year federal income tax savings — in the year of acquisition.

Our advantage: We conduct cost segregation studies in-house. Most CPA firms outsource this work to third-party engineering firms at $5,000 to $15,000 per study. We do it internally — faster, fully integrated with the tax return from day one, and coordinated with your depreciation elections so nothing is left on the table.

Form 4562IRC §168MACRSBonus Depreciation
What This Delivers to You
  • Large first-year income tax deduction in the year the property is placed in service
  • Improved cash flow in year one versus standard depreciation schedule
  • Fully documented study that supports any IRS examination
  • Coordination with passive activity rules and real estate professional status
  • Integrated with your Form 1040 and entity returns — no disconnect between the study and the filing

Current law note: 100% bonus depreciation is now permanent under the One Big Beautiful Bill Act signed July 4, 2025. All qualifying personal property placed in service after this date can be fully expensed in year one with no phase-down.

Defined Benefit & Cash Balance Pension Plans
$200K–$300K+ Annual Deductions · Retirement Wealth Accumulation

What it is in plain terms: A defined benefit plan is a retirement plan that promises to pay a specific monthly benefit at retirement, calculated by a formula based on your income and years of service. Unlike a 401(k) where contributions are capped at $24,500 per year, a defined benefit plan allows contributions — and deductions — of $200,000 to $300,000 or more per year depending on your age and income. A cash balance plan is a hybrid design that works similarly from a deduction standpoint but credits accounts with a fixed annual percentage, making it easier to understand and administer.

Why it matters: For a business owner age 55 earning $1 million annually, a properly designed cash balance plan can generate an annual contribution — and an immediate income tax deduction — of $250,000 or more. That is money that never appears on your taxable income. It compounds inside the plan, grows tax-deferred, and is taxed only when distributed in retirement — often at a lower rate. Over 10 years, this strategy can shelter $2.5 million from current-year income tax.

The math: At a 37% federal rate plus state taxes, a $250,000 annual deduction generates approximately $92,500 to $115,000 of annual income tax savings. The plan is also an asset protection vehicle in most states — fully protected from creditors.

IRC §412Form 5500Actuarial Required
What This Delivers to You
  • Immediate, large income tax deduction every year the plan is funded
  • Tax-deferred compounding inside the plan — no annual tax on investment earnings
  • Asset protection in most states — creditor-exempt retirement assets
  • Can be combined with a 401(k) for additional contributions
  • We design the plan, coordinate with the plan actuary, and handle all required filings
Qualified Small Business Stock (QSBS) — Section 1202
Up to 100% Capital Gains Exclusion · Up to $15M Per Issuer

What it is in plain terms: Section 1202 of the tax code allows shareholders of qualifying C corporations to pay zero federal income tax on up to $15 million of capital gains when they sell their stock — if they hold the stock for the required period. This is one of the most powerful tax provisions in the entire code, and one of the most underused, because most business owners do not know they qualify until it is too late to do anything about it.

Updated rules under the OBBBA (July 4, 2025): For stock issued after July 4, 2025, a tiered holding period applies — 50% exclusion after 3 years, 75% after 4 years, 100% after 5 years. The per-issuer exclusion cap was increased from $10 million to $15 million. The gross asset limit to qualify was raised from $50 million to $75 million, opening the strategy to more growth-stage companies.

Why it matters on a real number: A business owner selling a qualifying company with $12 million of gain pays zero federal income tax on that gain under a properly structured Section 1202 exit. Without the exclusion, the federal tax on that gain at 23.8% (long-term capital gains plus net investment income tax) would be $2.856 million. That is the value of this analysis.

Important limitation: Professional service businesses — law firms, accounting firms, medical practices, consulting firms — do not qualify. Technology, manufacturing, retail, and many other industries do. We analyze eligibility before any exit process begins.

IRC §1202C Corporation RequiredPre-Sale Analysis
What This Delivers to You
  • Up to 100% exclusion of capital gains on qualifying company stock — up to $15M federal tax-free
  • Analysis of whether your current entity structure qualifies
  • Identification of any corrective restructuring needed before the holding period begins
  • Coordination with M&A counsel on pre-sale timing and structure
  • Gift and trust strategies to multiply the available exclusion across family members

Timing is everything: QSBS qualification must be established before the sale process begins. We engage on QSBS analysis as early as possible — ideally years before a planned exit.

R&D Tax Credits — Section 41
Dollar-for-Dollar Tax Reduction · More Industries Qualify Than You Think

What it is in plain terms: The Research and Development Tax Credit under Section 41 of the tax code reduces your tax bill dollar for dollar — not just as a deduction that reduces taxable income, but as a direct credit against what you owe. If you have a $200,000 tax liability and qualify for a $60,000 R&D credit, you owe $140,000.

Who qualifies: Many business owners assume this applies only to pharmaceutical companies or Silicon Valley startups. That is wrong. The credit applies to any business that develops or improves products, processes, formulas, software, or techniques. Manufacturers improving production methods, medical practices developing new protocols, construction firms developing new building processes, and professional firms building proprietary software tools may all qualify.

The four-part test: To qualify, an activity must (1) be related to developing or improving a business component, (2) involve technological uncertainty, (3) involve a process of experimentation, and (4) involve hard sciences (engineering, physical, biological, or computer science). We conduct the qualifying activity analysis and document the credit in a way that withstands IRS examination.

Important OBBBA update: The One Big Beautiful Bill Act restored immediate expensing of domestic R&D expenditures under Section 174A. Previously, companies were required to capitalize and amortize R&D costs over five years. The restoration of immediate expensing significantly improves the current-year cash impact of qualifying R&D activities.

IRC §41Form 6765Contemporaneous Documentation
What This Delivers to You
  • Dollar-for-dollar reduction in federal income tax owed — not just a deduction
  • Comprehensive analysis of which activities in your business qualify
  • Full documentation package to support the credit if examined
  • Coordination with immediate R&D expensing under Section 174A
  • Can offset payroll taxes for eligible startup businesses
QBI Deduction, SALT Optimization & Installment Sales
Permanent 20% Pass-Through Deduction · $40K SALT Cap · Gain Deferral

Qualified Business Income (QBI) — Section 199A: Made permanent by the One Big Beautiful Bill Act, the QBI deduction allows owners of pass-through businesses — S corporations, partnerships, LLCs, sole proprietorships — to deduct up to 20% of their qualified business income from federal taxable income. On $500,000 of qualifying business income, this deduction reduces taxable income by $100,000 — saving approximately $37,000 in federal tax. The deduction phases out for specified service businesses above certain income thresholds, making proper income structuring and entity classification critical.

SALT Optimization: The state and local tax deduction cap was raised to $40,000 for tax years 2025 through 2029. For clients in high-tax states — California, New York, New Jersey, Illinois — this restored deductibility is meaningful. On $300,000 of state income tax, $40,000 is now deductible rather than the previous $10,000 cap.

Installment Sales: When selling an appreciated asset — a business, a piece of real estate, an investment — receiving payments over multiple years allows the seller to spread gain recognition across multiple tax years. This can reduce the effective tax rate on the gain by keeping income below the thresholds where higher rates apply. On a $5 million gain, spreading recognition over 5 years can produce significantly lower effective tax than recognizing it all in one year.

What These Deliver to You
  • QBI: 20% reduction in effective rate on qualifying pass-through income
  • SALT: Meaningful federal deduction restored for high-tax state residents
  • Installment sales: Spread gain across years to reduce effective rate on large transactions
  • All three require proactive planning — not reactive filing
  • We model the interaction between these strategies before any decision is made
Chapter III

Estate Planning &
Wealth Transfer

Estate planning is not about death — it is about control. Who gets your wealth, on what terms, at what tax cost, and with what protections in place. The strategies in this chapter are designed to transfer as much of what you have built as possible to the people and causes you care about — not to the federal government.

$15M
Per-person federal estate
exemption in 2026 (permanent)
$30M
Combined exemption for
a married couple
40%
Federal estate tax rate
on amounts above exemption
$19K
Annual gift exclusion
per recipient in 2026
Spousal Lifetime Access Trust (SLAT)
Remove Assets from Estate · Preserve Indirect Access · Use Lifetime Exemption

What it is in plain terms: A SLAT is a legal structure in which one spouse creates an irrevocable trust — meaning it cannot be taken back — naming the other spouse as a beneficiary. Assets transferred to the trust leave the creator's taxable estate permanently, along with all future appreciation. Because the other spouse can receive distributions from the trust for their health, education, maintenance, and support, the couple still has indirect access to those assets while they remain outside the taxable estate.

Why it is powerful: Each spouse can create a SLAT for the other. Done correctly (with meaningful differences in trust terms to avoid the "reciprocal trust doctrine"), both spouses can use their $15 million lifetime exemption — effectively sheltering $30 million of wealth plus all future appreciation from estate tax. A $10 million portfolio transferred to a SLAT today, growing at 7% annually, becomes $19.7 million in 10 years — and none of that growth is ever subject to estate tax.

The grantor trust feature: SLATs are typically structured as grantor trusts — meaning the creator pays income taxes on the trust's earnings. This is a feature, not a bug. Those income tax payments are additional tax-free gifts to the trust that allow it to compound without the annual drag of income tax. Over 20 years, this "invisible" additional gifting can add millions to the trust's value.

The important risk: If the beneficiary spouse dies or the couple divorces, access to trust assets ends. This is why the strategy must be approached thoughtfully and why the two SLATs must not be mirror images of each other.

What This Delivers to You
  • Removes assets — and all future appreciation — from your taxable estate permanently
  • Both spouses can still benefit from the assets indirectly through distributions
  • Uses the $15M lifetime exemption before it potentially decreases in future legislation
  • Grantor trust structure provides ongoing additional tax-free gifting
  • Assets inside the trust are also protected from your creditors
Intentionally Defective Grantor Trust (IDGT) & Installment Sale
Transfer Business Value Without Income Tax · Freeze Asset Value in Estate

What it is in plain terms: An IDGT is a specialized irrevocable trust that has a built-in legal inconsistency — it is designed to be treated as outside your estate for estate tax purposes, but treated as owned by you for income tax purposes. That inconsistency is the entire point: it allows you to sell assets to the trust without recognizing any taxable gain (because you are essentially selling to yourself from an income tax standpoint), while still legally removing the assets from your taxable estate.

The installment sale technique: The trust is first funded with a seed gift — typically about 10% of the total value to be transferred. Then, you sell additional assets to the trust in exchange for a promissory note at the applicable federal interest rate (the minimum rate the IRS requires for related-party loans). The trust pays back the note over time using the income and appreciation from the assets inside. Everything above the interest rate — all the appreciation, all the growth — stays in the trust, outside your estate, forever.

Why this is so powerful for business owners: The business interest is transferred at its current value before the sale happens or the company grows further. All appreciation between the transfer date and your death benefits your heirs, not your estate. And because the trust is a grantor trust, you pay the income taxes on the trust's earnings each year — which is an ongoing additional transfer to the trust, tax-free.

What This Delivers to You
  • Transfer business or investment value to heirs without income tax recognition
  • "Freeze" the asset's value in your estate — all future appreciation escapes estate tax
  • Promissory note structure provides income stream back to you
  • Ongoing income tax payments constitute additional tax-free gifts to the trust
  • Can be structured as a dynasty trust to benefit multiple generations
Grantor Retained Annuity Trust (GRAT)
Transfer Appreciation to Heirs · Minimal Gift Tax Cost · "Heads I Win, Tails I Break Even"

What it is in plain terms: A GRAT is a trust you fund with assets expected to appreciate significantly. You retain the right to receive an annuity payment for a fixed term — typically 2 to 10 years — and at the end of the term, whatever is left in the trust passes to your heirs free of gift tax. The gift tax calculation uses a formula based on the IRS interest rate in effect when the trust is created. If your assets grow faster than that rate, the excess passes to your heirs with no additional tax.

The "zeroed-out" GRAT: By sizing the annuity payment so its present value equals the amount contributed, the taxable gift to heirs is effectively zero. You get back what you put in — and your heirs get everything that grew above the IRS hurdle rate. If the assets do not outperform the hurdle, you simply get your assets back with no downside. This is why GRATs are sometimes called "heads I win, tails I break even" strategies.

Best uses: GRATs work particularly well for concentrated stock positions expected to appreciate, closely held business interests before a value-creation event (product launch, new contract, pre-IPO), and any asset where near-term appreciation is reasonably predictable.

What This Delivers to You
  • Transfer asset appreciation to heirs with little or no gift tax cost
  • If assets underperform, you simply receive them back — no loss of exemption
  • Particularly effective for assets with near-term appreciation catalysts
  • Can be done serially — run multiple GRATs simultaneously on different assets
  • Relatively simple and inexpensive to establish through your estate attorney
Family Limited Partnerships (FLP) & Family LLCs
Valuation Discounts · Centralized Control · Multi-Generational Transfer

What it is in plain terms: A Family Limited Partnership is a legal entity that holds family investment assets — real estate, a portfolio, business interests — and divides ownership between general partners (who control the entity) and limited partners (who own economic interests but have no management rights). You and your spouse typically serve as general partners through a separate LLC, retaining control. Interests in the FLP are then gifted or sold to children, grandchildren, or trusts.

The valuation discount — where the magic is: A minority interest in an FLP that lacks control and cannot be easily sold is worth less than the proportional value of the underlying assets. A qualified business valuator can support discounts of 20% to 35% for lack of control and lack of marketability. This means $10 million of economic value can be transferred using only $6.5 to $8 million of lifetime exemption — effectively stretching the $15 million exemption significantly further.

The legitimate business purpose requirement: An FLP must have a genuine business purpose beyond estate planning — investment management, asset protection, centralized family investment decision-making. The formalities must be maintained: separate accounts, regular partnership meetings, no commingling of personal and partnership assets. We coordinate with your estate attorney to ensure the structure is properly documented and maintained.

What This Delivers to You
  • Stretch the $15M lifetime exemption by transferring assets at discounted values
  • Retain operational control over assets while shifting economic ownership to heirs
  • Annual gifting of FLP interests to multiple family members using $19K exclusions
  • Asset protection — limited partner interests are difficult for creditors to reach
  • Centralized management of family investment portfolio
Dynasty Trusts & Generation-Skipping Transfer (GST) Planning
Multi-Generational Wealth · Bypass Estate Tax Forever · $15M GST Exemption

What it is in plain terms: A dynasty trust is an irrevocable trust designed to hold wealth for multiple generations — your children, their children, and potentially grandchildren and beyond — without being subject to estate tax at each generation. Without a dynasty trust, wealth is taxed at each transfer: at the parent's death, again at the child's death, and again at the grandchild's death. At a 40% estate tax rate, three generations of taxation can consume more than 78% of the original wealth.

The generation-skipping transfer (GST) tax: The GST tax is a second layer of tax specifically designed to prevent families from skipping a generation to avoid estate tax. The good news: the GST exemption matches the estate and gift tax exemption — $15 million per person in 2026. Allocating GST exemption to a dynasty trust protects up to $15 million of assets from both estate tax and GST tax across all future generations.

The compounding effect over time: $5 million placed in a properly structured dynasty trust with GST exemption allocated, growing at 7% annually, becomes approximately $98 million in 50 years — and none of that growth is ever subject to estate tax or GST tax at any generational transfer.

What This Delivers to You
  • Wealth compounds across generations free of estate tax at every transfer
  • $15M of GST exemption per person shields the trust from the generation-skipping tax
  • Trust assets protected from beneficiaries' creditors and divorce proceedings
  • Flexible distribution standards allow access for beneficiaries' needs
  • Can be combined with SLAT, IDGT, or FLP structures for maximum efficiency
Irrevocable Life Insurance Trust (ILIT)
Estate-Tax-Free Death Benefit · Estate Liquidity · Wealth Replacement

What it is in plain terms: Life insurance death benefits are income-tax-free — but if you own the policy yourself, the death benefit is included in your taxable estate. For a $10 million policy, that can mean $4 million going to estate taxes on the very proceeds meant to pay those taxes. An ILIT solves this by owning the policy in a trust outside your estate. The policy pays to the trust, the trust is outside your estate, and the $10 million passes to your beneficiaries income-tax-free and estate-tax-free.

Funding the ILIT with annual gifts: Premium payments are made as gifts to the trust using the annual gift tax exclusion — $19,000 per beneficiary in 2026. The trust uses those gifts to pay the premiums through a mechanism called Crummey withdrawal rights, which gives beneficiaries a brief window to withdraw the gift (they typically do not exercise this right) before the trustee uses the funds to pay premiums. We manage this process, track the notices, and ensure the gifts qualify for the annual exclusion each year.

The estate liquidity function: Even with a $15 million exemption, large estates can face estate tax on amounts above that threshold. An ILIT holding a survivorship policy (paying at the death of the second spouse, when the estate tax is actually due) provides liquid cash to pay that tax without forcing the sale of illiquid assets like a business, real estate portfolio, or art collection.

What This Delivers to You
  • Life insurance death benefit passes income-tax-free and estate-tax-free
  • Provides liquidity to pay estate taxes without selling illiquid assets
  • Premiums funded using annual gift exclusion — no lifetime exemption used
  • We manage annual Crummey notices and trust income tax reporting
  • Can serve as wealth replacement vehicle when paired with charitable strategies
Chapter IV

Real Estate Investment
& Tax Strategy

Real estate is the most tax-efficient major asset class available to private investors — not because of any loophole, but because Congress deliberately designed the tax code to incentivize private real estate investment. Depreciation deductions, 1031 exchanges, cost segregation, and the step-up in basis at death combine to make a well-managed real estate portfolio extraordinarily tax-efficient over a lifetime.

Proprietary Real Estate Acquisitions
MHP · Commercial · Medical Office · In-House Cost Segregation on Every Deal

Proprietary deal access: Our real estate partner brings 20 years of experience as a mobile home park broker and commercial real estate operator. The deals we bring to private clients are not publicly marketed — they come through operator relationships and market knowledge built over decades. Mobile home parks in particular have become one of the most sought-after alternative asset classes because tenants own their homes and rent the land, creating extremely low maintenance obligations and very low turnover.

The tax profile of MHP and commercial real estate: A mobile home park or commercial property acquisition generates significant depreciation deductions against rental income — and through cost segregation, a large first-year deduction against ordinary income. Over a 7-to-10-year hold, the asset appreciates, the depreciation shelters the income, and the disposition can be structured through a 1031 exchange to defer the gain. At death, the step-up in basis can eliminate accumulated depreciation recapture and capital gain.

Real estate professional election: For clients whose spouse can qualify as a real estate professional under IRC Section 469 — requiring 750 hours of real property activities and more time in real estate than any other profession — real estate losses become non-passive. They offset ordinary income from any source, including professional practice income, business income, or W-2 wages. This can convert the tax profile of a real estate investment from a passive loss carryforward into an immediate, substantial income tax deduction.

What This Delivers to You
  • Access to off-market MHP, commercial, and medical office acquisitions
  • In-house cost segregation maximizing first-year deductions on every acquisition
  • Tax reporting fully coordinated from closing through disposition
  • Real estate professional election analysis for maximum passive loss utilization
  • 1031 exchange coordination for tax-deferred reinvestment on disposition
  • K-1 and entity return preparation for all investment entities
Why the Basis Step-Up Analysis Matters

"For every significant real estate holding, we model the combined after-tax outcome of holding until death for the step-up versus lifetime transfer to a trust. These two strategies have opposite tax consequences — and the right answer depends on the specific property, projected appreciation, and the family's estate situation. Most advisors never run this model. We run it on every significant holding."

Chapter V

Wealth Preservation &
Tax-Free Liquidity

The question most affluent clients face is not how to earn more — it is how to access what they have already built without triggering the taxes that would reduce it. These strategies provide that access.

Buy, Borrow, Die — The Full Architecture
Tax-Free Liquidity · No Realization Events · Basis Step-Up at Death

The core principle: Under current tax law, appreciation in asset value is not taxed until the asset is sold. Loan proceeds are not income. And assets held until death receive a full step-up in basis — eliminating all accumulated capital gain. These three facts, taken together, describe the most powerful wealth accumulation architecture available to private investors.

Buy: Accumulate appreciating assets — real estate, securities, business interests, fine art, private equity — inside tax-efficient structures. The appreciation compounds without annual tax as long as no sale occurs.

Borrow: Instead of selling appreciated assets to access cash, borrow against them. A securities-backed line of credit (SBLOC) allows you to borrow 50–70% of your investment portfolio's value at competitive rates, with the portfolio staying fully invested. A cash-out refinance pulls equity from appreciated real estate as tax-free loan proceeds. Art-secured loans generate liquidity from an appreciated collection at 40–50% of appraised value. None of these create taxable events.

Die: Assets held until death receive a stepped-up cost basis to fair market value under IRC Section 1014. All of the capital gain — decades of appreciation, all the unrealized gain on the real estate, all the low-basis stock — is eliminated. Beneficiaries inherit at current value and can sell immediately with no capital gains tax. Outstanding loans are repaid using a portion of those assets at the stepped-up basis, also with no capital gains tax.

The Borrowing Options
  • SBLOC: Securities-backed line of credit — 50–70% of portfolio value, rates tied to SOFR
  • Real estate cash-out refi: Tax-free equity extraction at 60–65% LTV
  • Art-secured lending: 40–50% of appraised value through specialty lenders
  • Policy loans: Tax-free access to life insurance cash value

The step-up in basis: Fully preserved under current law. The One Big Beautiful Bill Act explicitly maintained the stepped-up basis at death while permanently increasing the estate tax exemption. This is the cornerstone of the architecture.

Art & Collectibles as a Strategic Asset
Appreciating Outside Markets · Borrowing Capacity · Step-Up at Death · Charitable Planning

What most people miss about art: Fine art acquired with documented investment intent is a capital asset — it appreciates outside of traditional financial markets, can be borrowed against at 40–50% of appraised value through specialty lenders (Athena Art Finance, Sotheby's Financial Services), and receives the full step-up in basis at death. A collection acquired at $2 million that grows to $8 million over 30 years produces zero capital gains tax at death. The heirs inherit at $8 million and can sell immediately with no tax.

The charitable planning opportunity: Donating appreciated art directly to a museum or charitable institution that will use it in furtherance of its charitable purpose generates a charitable deduction at full fair market value — eliminating the capital gain and producing a deduction against ordinary income. On a $3 million painting with a $200,000 cost basis, the donor avoids $784,000 of capital gains tax (at 28% collectibles rate) and receives a $3 million charitable deduction. The related-use rule applies: the charity must actually use the art in its tax-exempt mission.

Tax rate note: Long-term capital gains on art and collectibles are taxed at 28%, not the 20% rate applicable to most investments. This makes the step-up at death and charitable donation strategies particularly valuable for art.

What This Delivers to You
  • Portfolio diversification into an asset class that does not correlate with financial markets
  • Tax-free liquidity through art-secured lending at 40–50% of appraised value
  • Full basis step-up at death can eliminate accumulated gain
  • Charitable donation strategy can eliminate capital gains and generate deduction
  • We coordinate documentation of investment intent, appraisals, and charitable deduction reporting
Chapter VI

Business Succession &
Exit Planning

The planning that happens before a business sale determines the outcome. The planning that happens after the sale makes the best of what is left. Most business owners engage advisors in the wrong sequence — and that sequence can cost millions. This chapter explains what needs to happen, and when.

The Most Important Rule in Business Exit Planning

"Once a purchase and sale agreement is signed or a letter of intent is executed, most pre-sale planning strategies are no longer available. The IRS can characterize subsequent transfers as anticipatory assignments of income — meaning the tax follows the seller regardless of what structure is created after the fact. The deadline for most meaningful pre-sale planning is 60 to 90 days before closing, at minimum."

Pre-Sale Estate Planning & Trust Funding
Move Proceeds Outside the Estate Before the Sale · Charitable Exit Strategies

Why the timing is everything: Before a sale is binding, a business interest is an illiquid, hard-to-value asset that qualifies for valuation discounts when transferred to a trust. After the sale, that interest is now cash — fully liquid, perfectly transparent in value, and fully exposed to estate tax. The conversion of a discount-eligible illiquid asset into a taxable liquid one, without any planning, can create millions of dollars of estate tax exposure from the act of selling alone.

Pre-sale IDGT funding: Transferring a portion of the business interest to an irrevocable grantor trust before closing allows the sale proceeds to flow into the trust rather than into the owner's taxable estate. The trust sells the interest, receives the proceeds, and reinvests them — all outside the estate. The owner receives installment payments from the trust at the AFR interest rate. Done correctly, this transfers the bulk of the sale proceeds outside the estate without income tax recognition.

Charitable Remainder Trust (CRT) exit strategy: For business owners with charitable intent, funding a CRT with business interests before the sale allows the trust to sell the business tax-free (no capital gains at the trust level), reinvest the full proceeds in a diversified portfolio, and provide the owner with an income stream for life or a term of years. The owner also receives an immediate income tax deduction for the present value of the charitable remainder. On a $10 million business sale with a $2 million basis, a CRT can convert an $1.9 million capital gains bill into an immediate deduction and a lifetime income stream.

What This Delivers to You
  • Move sale proceeds outside the taxable estate before the transaction closes
  • IDGT structure avoids income tax recognition on the transfer
  • CRT: tax-free diversification, income stream, and immediate charitable deduction
  • FLP discounts applied to transferred interests before sale sets the fair market value
  • We coordinate the full team — M&A counsel, estate attorney, CPA, valuator — on the pre-sale timeline
Deal Structure Optimization: Asset vs. Stock Sale & Personal Goodwill
Hundreds of Thousands in Tax Difference · Ordinary vs. Capital Rates · Personal Goodwill

Asset sale vs. stock sale: Buyers prefer asset sales because they get a stepped-up basis in the purchased assets and can deduct goodwill amortization over 15 years. Sellers prefer stock sales because the entire proceeds are taxed at long-term capital gains rates (20% maximum federal), rather than the ordinary income rates that apply to certain assets in an asset sale (up to 37%). On a $5 million transaction, the difference in after-tax proceeds between a stock sale and an asset sale can be $400,000 to $700,000.

Personal goodwill — a frequently missed opportunity: In many closely held businesses, a significant portion of the business's value is personal goodwill — the value attributable to the owner's personal relationships, reputation, and expertise, rather than to the business itself. If personal goodwill can be documented as legally distinct from the business's commercial goodwill, it can be allocated to the individual owner and sold directly, producing capital gains treatment for that portion of the proceeds even in an asset sale. This requires proper documentation and a defensible allocation in the purchase agreement.

Earnouts and installment payments: When the sale includes earnout provisions — contingent payments based on post-sale performance — the tax treatment of those payments depends on how they are structured. We model the after-tax impact of different earnout and installment structures and work with M&A counsel to optimize the deal terms.

What This Delivers to You
  • Modeling of asset sale vs. stock sale after-tax outcomes before deal terms are set
  • Personal goodwill analysis and documentation to support capital gains treatment
  • Earnout structure optimization for favorable tax reporting
  • Installment reporting strategy to spread gain recognition across multiple years
  • Coordination with M&A counsel on purchase agreement tax provisions
Chapter VII

Charitable Planning
Strategies

Charitable planning is not just for people who want to give away their wealth. It is for people who want to reduce their taxes, access appreciated asset value, and maintain the option to support causes they care about — all at the same time. These strategies work because the tax code creates genuine incentives for charitable giving that can produce better financial outcomes than selling and investing the proceeds.

Charitable Remainder Trust (CRT)
Sell Appreciated Assets Tax-Free · Generate Income Stream · Immediate Deduction

What it is in plain terms: A Charitable Remainder Trust is a legal structure that allows you to contribute a highly appreciated asset — real estate, securities, a business interest, art — to a trust. The trust then sells the asset without paying capital gains tax and reinvests the full proceeds. You receive an income stream from the trust for your lifetime or a specified term of years. When the trust ends (at your death or end of term), whatever remains passes to charity. In exchange, you receive an immediate income tax deduction equal to the present value of that charitable remainder.

The financial alchemy: On a $5 million asset with a $200,000 basis, a direct sale produces $4.8 million of gain and approximately $1.1 million of capital gains tax, leaving $3.9 million to invest. A CRT sells the asset tax-free and invests all $5 million. The higher invested base generates a materially larger income stream for your lifetime. The CRT also generates an immediate charitable deduction — often $1 million to $2 million depending on the payout rate and your age — which offsets current-year income tax.

Wealth replacement with an ILIT: For clients who want to maintain the full inheritance for their children while still benefiting from the CRT, the income stream can be used to fund premiums on a life insurance policy held in an ILIT. The death benefit of that policy — paid income-tax-free and estate-tax-free — replaces the wealth that will eventually pass to charity. This combination — CRT plus ILIT — is one of the most sophisticated charitable planning structures available.

What This Delivers to You
  • Convert a low-basis appreciated asset into a diversified, income-producing portfolio — tax-free
  • Immediate charitable income tax deduction against current-year income
  • Lifetime or term-of-years income stream from a larger invested base
  • Estate reduction — the CRT assets are outside your taxable estate
  • Combined with ILIT: children receive full inheritance through life insurance proceeds
Other Charitable Vehicles
  • Donor-Advised Fund (DAF): Contribute appreciated securities, take an immediate full fair market value deduction, avoid the capital gain entirely, and distribute the funds to charity over time at your discretion
  • Charitable Lead Annuity Trust (CLAT): Trust pays an annuity to charity for a term; at end of term, remainder passes to heirs — potentially gift-tax-free if assets grow faster than the IRS hurdle rate
Chapter VIII

Tax Compliance
Infrastructure

For complex wealth structures, tax compliance is strategy — not just administration. The gift tax return that documents a transfer to an irrevocable trust protects the planning from IRS challenge, or fails to, based on how it is prepared. The estate return filed after a death captures the portability election, or misses it permanently. This chapter explains every return we prepare and why each one matters.

Individual & Gift Returns
1040

Individual Income Tax Return

Your anchor filing — reflecting every strategy, every K-1, every trust flow-through, every deduction from real estate and retirement plan contributions. Prepared in coordination with the full structure, not in isolation.

709

Gift Tax Return

Filed for any taxable gift and for transfers to trusts. Includes qualified appraisal documentation for FLP or business interests transferred. A properly filed 709 starts the three-year statute of limitations on IRS challenge. An inadequate one leaves the door open indefinitely.

706

Federal Estate Tax Return

Due nine months after death. Even for estates below the $15M exemption, should often be filed to make the portability election — preserving any unused exemption for the surviving spouse's future use.

Entity & Trust Returns
1041

Trust & Estate Income Tax Return

For non-grantor trusts and grantor trusts filing under Method 2. Includes distributable net income analysis and K-1 preparation for all trust beneficiaries. Requires understanding of the trust document and distribution plan.

1065

Partnership Return

For FLPs, real estate LLCs, and all multi-member pass-through entities. Includes capital account maintenance, basis tracking, and K-1 preparation for every partner. The foundation of multi-entity compliance.

5500

Annual Pension Plan Return

Filed with the Department of Labor and IRS for defined benefit and cash balance plans. Coordinated with the actuarial valuation. Failure to file timely carries significant penalties.

6765

R&D Credit

Integrated with the business return to produce a dollar-for-dollar reduction in tax liability. Requires contemporaneous documentation of qualifying activities maintained throughout the year.

Chapter IX

Crypto & Digital Asset
Planning

Cryptocurrency and digital assets create some of the most complex planning situations in the tax code — and most advisors are not equipped to handle them. The wash sale rules that limit stock loss harvesting do not apply to crypto. The capital gains rates that apply to collectibles may apply to certain NFTs. Estate planning for digital assets requires specific trust drafting and key management provisions that most standard documents do not address.

Crypto Capital Gains Management & Tax-Loss Harvesting
No Wash Sale Rule · Year-Round Harvesting · DAF Strategy · Estate Planning

The wash sale rule does not apply to crypto: Under current law, the wash sale rule — which prevents investors from selling securities at a loss and immediately buying them back to harvest the tax loss — does not apply to cryptocurrency. This means crypto investors can sell a position at a loss, immediately repurchase the same or similar position, and still recognize the tax loss for current-year purposes. For investors with significant crypto holdings across multiple positions, year-round tax-loss harvesting can generate substantial loss offsets against other income.

Capital gains rate: Cryptocurrency held for more than one year is taxed at long-term capital gains rates (0%, 15%, or 20% plus 3.8% NIIT depending on income). Crypto held for one year or less is taxed at ordinary income rates — up to 37%. The distinction makes holding period management critical for large positions.

Charitable strategy for highly appreciated positions: Donating appreciated cryptocurrency directly to a donor-advised fund eliminates the capital gain entirely and generates a full fair market value charitable deduction. On a Bitcoin position with a $10,000 cost basis now worth $500,000, direct donation avoids $112,700 of capital gains tax (at 23.8% combined rate) and produces a $500,000 charitable deduction.

Estate planning for digital assets: Standard estate planning documents — wills, revocable trusts, powers of attorney — often do not address digital asset wallets. Who has the private keys? How will a fiduciary access them? What happens if the private keys are lost? We coordinate with estate counsel on specific trust drafting provisions and digital asset access protocols.

Schedule D / Form 8949Form 1099-DAIRC §1091 (Does Not Apply)
What This Delivers to You
  • Year-round tax-loss harvesting across all crypto positions — no wash sale constraint
  • Charitable DAF strategy to eliminate capital gains on highly appreciated positions
  • Holding period management — structuring to maximize positions qualifying for long-term rates
  • Estate planning coordination for digital wallet access and key management
  • QSBS analysis for founders of qualifying blockchain and crypto companies
  • 2026 Form 1099-DA compliance — new cost basis reporting requirements starting 2026
Chapter X

The Private Client
Retainer Relationship

The strategies in this guide only produce their full value when they are coordinated, implemented, and maintained over time. That is what the private client retainer relationship is designed to deliver — year-round advisory engagement that keeps the strategy current, not just the returns filed.

What the Year-Round Relationship Looks Like

Our private client relationship is structured around the planning calendar — not the filing calendar. The most important work happens before the year ends, not after it closes.

Q1
Review prior year position, identify missed opportunities, calibrate estimated payments, confirm pension plan funding
Spring
Entity structure review, trust administration check, gifting strategy assessment, real estate acquisition pipeline
Summer
Mid-year projection, identify year-end planning needs, evaluate real estate timing, preview charitable strategies
Fall
Year-end planning meeting, execute charitable strategies, finalize real estate acquisitions, Crummey notices
Year-End
Final estimated payment, confirm all transactions documented, begin document collection
Filing
All returns filed — 1040, 709, 706, 1041, 1065, 5500 — each coordinated with the strategy

How to Begin

Every engagement begins with a private discovery conversation — no charge, no obligation. We review your current situation, identify the highest-priority planning opportunities, and determine whether there is a genuine fit for the relationship.

If we move forward, the first formal step is a diagnostic review: your prior returns, your entity structure, your trust documents, your estate exposure. From that review, we produce a written planning memo and a sequenced implementation roadmap.

Engagements typically begin within 2–3 weeks of the initial consultation. We accept a limited number of new private client relationships each year.

The Right Client for This Relationship
  • Annual income above $500,000 — from any source
  • Estate value approaching or above $5M — and growing
  • Multiple entities, active trusts, or a pending liquidity event
  • Currently receiving compliance without strategy from existing advisors
  • Ready for an advisory relationship that coordinates the full picture
Our Commitment to Every Private Client

"You will know what we are doing and why. Every strategy is explained before it is implemented. Every return is filed with your understanding of what it reports and what it protects. Every planning decision is modeled with real numbers before you are asked to act on it. This is what it means to have a private wealth protection firm — not an advisor who files returns, but a team that builds and defends a plan."