F.A.Q. for Tax Professionals
A deeper dive into the workings of the Executive Money Strategy Process

Structure
What if we have to unwind all of this?
By design, an irrevocable trust cannot simply be “unwound.” If you could revoke it at will, the IRS and courts would ignore the protections. That permanence is what makes the trust effective for estate tax exclusion and asset protection.
That said, the structure isn’t a trap. Corporate entities like LLCs and the C-Corp can be sold, merged, or dissolved through normal corporate processes if business needs change. Within the trust, changes are only possible if all beneficiaries agree and formal amendments are executed according to state law. Even then, those modifications are narrow and carefully documented to keep the trust respected.
The takeaway: the corporate layers can evolve with business needs, but the trust layer is meant to be permanent. That permanence is the price of the protections it provides.
Why use a C-Corp at the top instead of just LLCs?
C-Corps cap the tax rate at 21% and provide a layer that keeps trust-level tax brackets (37%+) from biting into operating profits. They’re also the only entity type that scales cleanly for reinvestment, equity raising, and international recognition.
Can’t we just have one LLC for everything?
No single entity solves all three estate planning needs (asset protection, tax reduction, legacy) - not trusts, corporations or partnerships. Combining entities amplifies benefits and reduces liabilities.
How do we prevent piercing the veil if family members are also managers?
By observing corporate formalities - minutes, bylaws, separate bank accounts, officer elections. The operating agreement makes managers’ duties explicit. The most common violation of formality is combining personal finance with that of the structure - and secondly: haphazardly moving value from one company to another. Avoiding these and the other 9 compliance "don'ts" generally keeps the integrity of the structure sound.
What’s the difference between a multi-member LLC taxed as partnership vs an LP?
An LP leaves general partners fully liable to lawsuits. A multi-member LLC provides limited liability to all members while still giving pass-through treatment.
How often should minutes be updated to keep the structure respected?
Annually at minimum, and anytime a major decision or transaction occurs.
How do officer roles get documented in an LLC or C-Corp?
Through minutes. The board (or managers) appoints officers, which is then logged in the corporate record, shares/interest assigned, and control assumed.
Who has signing authority across entities, and how is that decided?
The operating agreement gives managers exclusive management and authority. They can delegate signing via resolution.
What’s the process for adding or removing an owner?
Membership transfers are strictly controlled. Unauthorized transfers can terminate the interest and even membership altogether.
How do I get paid?
The best tax protocol is often counterintuitive: personally earning as little as possible. Every dollar you take as “earned income” is exposed to high individual tax rates and payroll taxes. That’s why the structure is designed to keep wealth inside companies and trusts, where it enjoys capped rates, protection, and reinvestment advantages.
If you need more than about $80,000 per year for personal living expenses, we typically establish a single-member S-Corporation in your state of domicile. That entity contracts with the larger structure to provide services, allowing you to extract only the minimum cash needed to cover personal bills. The S-Corp framework also lets you pay yourself a reasonable salary as required while taking the remainder as distributions that avoid self-employment tax.
Any larger assets, investments, or acquisitions should and must be handled inside the structure itself. That way the purchase benefits from corporate protections, favorable taxation, and legacy planning instead of exposing you personally to unnecessary taxes and liabilities.
Does this structure mean I can never take money out for myself?
No. It doesn’t block you from enjoying your wealth, it just changes the how. The design is built so profits aren’t casually drained out of companies into your personal checking account, because that’s where taxes and liability hit the hardest.
Instead, cash is used strategically:
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Reinvestment inside the structure keeps the 21% cap, fuels growth, and avoids second-layer taxes.
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Personal needs are covered through a small S-Corp or officer compensation channels, providing only the income you need to pay bills.
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Larger liquidity can come later through planned events such as redemptions, sales, or trust distributions all of which are structured for tax efficiency and protection.
So you’re not locked out of your money. You’re simply taking it on your terms: deliberately, tax-advantaged, and protected.
If the shares of the C-Corp are in an irrevocable trust, how can the shareholders have control over the structure?
Simply: they don’t — and that’s the point. In a C-Corp, we want ownership and control to be separate (as we do in our LLCs). Shareholders own value (the shares), but Directors control the company. Once the initial Board is elected, Directors have the exclusive authority to appoint, remove, and replace officers, set policy, and govern the corporation. Directors can even vote in new Directors, meaning continuity of control stays inside the Board itself rather than flowing through shareholders.
With a corporation, the trust can hold the shares for estate and asset protection, while the Directors, chosen carefully at formation, retain full control over the business. That separation is what makes the C-Corp the ideal partner to an irrevocable trust: ownership is protected, while control stays in the hands of the people best equipped to run the enterprise.
If the C-Corp is so great, why do we need the irrevocable trusts?
Because while the C-Corp caps tax at 21% and centralizes control, its shares still have value, however small after the buy/sell agreement. If those shares are held personally, that value is exposed to estate tax at death, inheritance tax in certain states, and to creditors or lawsuits during life. In other words, the C-Corp may protect the business, but it doesn’t protect the owners.
By placing the shares of the C-Corp inside an irrevocable, non-grantor trust, two major benefits lock in:
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Estate tax exclusion – the trust owns the shares, not the individual, which removes them from the taxable estate. Heirs don’t face a liquidation event just to pay estate tax.
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Asset protection – because the trust, not the shareholder, is the legal owner, those shares can’t be seized in a lawsuit, divorce, or creditor claim against the individual.
The C-Corp builds wealth. The trust preserves it across generations. Without the trust layer, the value of the C-Corp itself would eventually be stripped by taxes or exposed to risk.
Who should be the trustee of the irrevocable trusts?
The trustee must be independent. It cannot be the C-Corp itself, and ideally it is not a family member either. The reason is simple: if the grantor or beneficiaries can control the trust, courts and the IRS may disregard it, undoing both the estate and asset protection benefits.
Instead, the trustee should be an outside professional or trusted third party with no personal interest in the trust assets or the C-Corp. Their role is to follow the instructions in the trust instrument, safeguard the corpus, and act in the beneficiaries’ best interest. Independence keeps the trust respected legally and ensures that the assets are truly outside the grantors’ estates and out of reach of creditors.
Taxes
How does the C-Corp avoid double taxation?
In this structure the C-Corp isn’t an operating company pulling in profits directly. It’s a holding company. The real income is earned at the LLC level. Because LLCs are pass-through entities, and the C-Corp owns the majority of the LLC, the majority of the tax liability (not necessarily the profits themselves) flow to the C-Corp, which pays a flat 21% tax on that liability. Because the C-Corp itself isn’t paying out taxable dividends to shareholders, the “second layer” of tax never materializes. Owners may take modest W-2 compensation for their service as directors, but their primary paychecks and benefits flow through other channels in the structure. The C-Corp’s role is to centralize control, and hold real assets, and protect the continuity of the structure; not to serve as a pass-through ATM.
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How does the C-Corp avoid the Accumulated Earnings Tax?
The C-Corp itself isn’t stockpiling operating profits. Little liquidity actually sits there. It functions as a holding company, with the real business activity taking place in the underlying LLCs. For most clients there are fewer than six shareholders, which means the accumulated earnings tax thresholds don’t apply in the first place. Even so, we discourage leaving idle cash anywhere in the structure. Keeping more than $250,000 sitting in an entity whether C-Corp or LLC is avoided by continually reinvesting or redeploying funds into active business purposes. This keeps the structure compliant and productive, while sidestepping the IRS trigger for accumulated earnings tax.
How does the C-Corp avoid the Personal Holding Company designation and its tax?
The IRS looks at two tests to classify a corporation as a Personal Holding Company (PHC):
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The Income Test – at least 60% of gross income must be passive (interest, dividends, rents, royalties). For most active businesses, this isn’t a concern. If it does come up, we offset the ratio by having the C-Corp legitimately provide management services to the LLCs. Those guaranteed payments flow as active income to the C-Corp, breaking the passive test.
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The Ownership Test – more than 50% of stock value held by five or fewer shareholders during the last half of the year. Here the Buy/Sell Agreement is decisive. Under its terms, shares are pegged to their original contributed value, not fluctuating fair market value. That valuation mechanism, upheld by the Supreme Court of the United States in multiple cases, ensures that shareholder control cannot be artificially concentrated by sudden transfers or redemptions.
This dual approach does more than block PHC exposure. More importantly, the Right of First Refusal (ROFR) clause combined with the Buy/Sell agreement discourages sales to outsiders by obligating the corporation to repurchase shares, even if it means liquidating assets. That protection also prevents forced sales in the event of death, divorce, or a trust dissolution. The result is not just compliance, but also a major estate-planning advantage: continuity of ownership, prevention of hostile transfers, and a built-in mechanism to stabilize succession.
Why not just elect S-Corp status instead of using this structure?
S-Corps don’t scale - limited shareholders, no foreign owners, only one class of stock. C-Corp layers are flexible, let you reinvest, and coordinate with trusts. Moreover, profits over $550,000 are mercilessly taxed which can exceed 47% in some states.
How is trading or passive real estate income handled differently from active business income?
Passive activity flowing into a trust is heavily taxed. Active income belongs in companies. Passive assets (real estate, marketable securities) can be held in a C-Corp or funneled through compliant LLCs.
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How do related-party transactions get reported to the IRS?
They must be treated at arm’s length - documented loans, contracts, leases, or services. Managers have fiduciary duties to the company they serve. However, the fundamental protocols of related-party transactions being strongly enforced in this structure, it is incumbent on the members of the structure to ensure that such transactions happen outside of the structure.
What happens to the money that builds up in the LLC — can we use it without triggering dividend tax?
Yes. There’s no dividend tax just because cash accumulates an the LLC. As long as those funds are used for legitimate business purposes within about 18 months — reinvestment, acquisitions, R&D, or other operating needs — they are fully compliant.
When profits are realized, the C-Corp pays its flat 21% tax on the LLC’s profits due to the pass-through nature of the LLC. After that liability is satisfied, the LLC is free to deploy the remaining cash however it sees fit inside the structure. However, it IS possible that accumulated and "uncycled" profits in an LLC could be considered "disguised accumulated earnings" by the C-Corp which is why we encourage Managers to continue to deploy their funds for business purpose, whereas such deployment is always in the best interest of the structure. The key is keeping money in the corporate ecosystem rather than distributing it personally, which avoids the “second tax layer” of dividends.
Do the LLCs owe a fiduciary duty to the C-Corp?
No — it works the other way around. The C-Corp, as owner, bears the fiduciary responsibility to handle the tax liabilities of the entities it controls. The LLCs themselves do not owe fiduciary duties upstream.
Managers of the LLC are the sole arbiters of how money is distributed to members (including the C-Corp). And although the C-Corp is usually the largest owning member, it only has minority control. We do recommend that LLC managers make appropriate distributions to support the C-Corp, since the C-Corp often has little liquidity of its own but must meet its tax obligations on LLC profits.
In some cases, there may be secondary contracts such as management agreements, service contracts, or guarantees that create additional obligations. But they exist above and beyond the ordinary scope of corporate control.
Legacy Preservation
How is control of the business passed to the next generation without triggering estate tax?
Ownership sits in the trust, not the parents’ estates. Control flows through trustees and successor provisions, not probate.
What happens when the original owners pass away? Who actually gets control?
The shares of the C-Corp don’t pass down personally. They remain permanently inside the dynasty trusts, where they are protected from estate tax, probate, and creditor claims. Beneficiaries may enjoy the economic benefits of the trust, but they never directly own the C-Corp stock.
Control of the companies doesn’t flow through inheritance of shares. It is exercised at the corporate level: through directors in the C-Corp, or managers in the LLCs as set forth in the minutes, bylaws, and operating agreements. That way, governance stays intact and continuity is preserved, while the shares themselves remain safeguarded inside the trust for future generations.
Can beneficiaries sell their beneficial interest, or is it locked up?
Locked up. The trusts' (and entities) buy/sell agreement and spendthrift language bar assignment or sale of beneficial interests.
How are disputes between siblings or heirs resolved?
The trustee has sole discretion to adjudicate disputes under the trust documents. In the corporate entities, there are strict rules for behavior, compliance and removal of bad actors.
How do the companies/corporations handle unequal treatment of children (one active, one not)?
The operating agreements/bylaws allow differential membership classes, profit allocations, or voting rights, all documented in minutes and, there, binding.
What rules govern the dynasty trust - and how do carefully worded provisions protect assets?
Dynasty trust provisions allow assets to stay in trust for multiple generations. However, due to new regulations from the IRS, highly strict protocols for non-grantor trusts must be adhered to. Combining irrevocability, spendthrift protection, and long-term duration preserves assets without violating perpetuities and IRS rules.
Asset Protection
What happens if one of the kids gets divorced - can their spouse reach trust assets?
With a spendthrift provision, beneficiaries cannot assign or pledge their interest, and creditors (including ex-spouses) cannot attach the trust corpus.
Where do we need to deploy independent individuals for the purpose of compliance?
The only place independence is truly required is at the irrevocable trust level. The trustee must be an outside party; not the grantor, not a beneficiary, not a shareholder/director of the C-Corp;Â Â so the trust is respected for estate tax exclusion and asset protection.
That said, the more you spread out independence across the structure, the stronger the compliance optics become. Bringing in outside directors or officers at the corporate level, or non-family managers in LLCs, isn’t mandatory, but it does add another layer of credibility if the structure is ever scrutinized.
Clips From Our Education
Watch a compilation of clips from our eduction ranging from corporate compliance, to tax reduction to structure planning.
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