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  • In complex trust and estate disputes—particularly those involving business interests, investment portfolios, or substantial income streams—the trustee’s identity often matters as much as the trust itself. One scenario raises heightened legal and strategic risk: the interested trustee. 

    An “interested trustee” is a trustee who also stands to benefit personally from the trust—often as a current beneficiary, a remainder beneficiary, or both. While this arrangement is common in family and closely held business planning, it creates built-in tensions that sophisticated beneficiaries, fiduciaries, and courts scrutinize closely. 

    Understanding the duties an interested trustee owes to remainder beneficiaries is important—especially when significant assets, family dynamics, or business control are involved. 

    What Is a Remainder Beneficiary? 

    A remainder beneficiary is someone entitled to receive trust assets in the future, typically after the death of a current beneficiary or the occurrence of a triggering event. 

    Examples include: 

    • Adult children who inherit after a surviving spouse 
    • Successor owners of a family business held in trust 
    • Heirs designated to receive trust assets after a lifetime income stream ends 

    While remainder beneficiaries may not receive distributions today, their interests are legally protected now. 

    The Core Problem with Interested Trustees 

    When a trustee has a personal stake in the trust, decision-making can subtly—or overtly—tilt in their favor. Common pressure points include: 

    • How aggressively trust income is distributed 
    • Whether principal is invaded and for whose benefit 
    • Investment decisions that favor current cash flow over long-term growth 
    • Business management choices that affect valuation or control 
    • Transfers of assets into new structures with different beneficiaries 

    The law does not prohibit interested trustees. But it does impose heightened fiduciary obligations. 

    Duties Owed to Remainder Beneficiaries 

    Even when a trustee is also a beneficiary, the trustee owes independent, enforceable duties to remainder beneficiaries. 

    1. The Duty of Loyalty 

    A trustee must act solely in the interests of the beneficiaries as a whole, not to advance personal objectives. 

    This means: 

    • No self-dealing 
    • No reshaping outcomes to benefit the trustee personally 
    • No using trust powers to alter who ultimately receives assets 

    Personal convenience, family preferences, or financial self-interest cannot drive trustee decisions. 

    2. The Duty of Impartiality 

    Trustees must balance the competing interests of: 

    • Current beneficiaries (often focused on income or lifestyle) 
    • Remainder beneficiaries (focused on preservation and growth) 

    An interested trustee cannot favor one class simply because it benefits the trustee personally. 

    Impartiality does not require equal outcomes—but it does require fair consideration of all interests. 

    3. The Duty of Prudence 

    Trustees must manage trust assets with appropriate care, skill, and judgment. 

    In high-asset trusts, this often means: 

    • Evaluating investment strategy in light of both current needs and future value 
    • Avoiding excessive risk or excessive conservatism 
    • Treating business assets as fiduciary property—not personal property 
    • A trustee’s personal risk tolerance is irrelevant. The standard is fiduciary prudence. 

    4. The Duty to Follow the Trust Instrument 

    Trustees must act within the authority granted by the trust—no more, no less. 

    Even broad discretionary language does not give a trustee license to: 

    • Change the trust’s economic balance  
    • Redirect assets to alternate beneficiaries 
    • Re-engineer the estate plan to suit personal goals 

    Where discretion exists, it must be exercised for the purposes intended by the trust creator. 

    Why Conflicts Matter More in High-Asset Trusts 

    When trusts hold: 

    • Operating businesses 
    • Commercial real estate 
    • Investment portfolios 
    • Carried interests or private equity stakes 

    Even small fiduciary decisions can shift millions of dollars over time. In these cases, conflicts of interest are not theoretical; they are measurable, compounding, and often irreversible. That is why courts, advisors, and sophisticated beneficiaries take interested trustees’ conduct seriously. 

    What to Watch For: Warning Signs for Remainder Beneficiaries 

    Remainder beneficiaries should pay close attention if: 

    • Trust decisions consistently favor one person 
    • Information flow is restricted or delayed 
    • Asset transfers lack transparency 
    • Discretion is exercised aggressively without clear justification 
    • The trustee resists oversight or accountability 

    These are not merely administrative issues—they may signal fiduciary exposure. 

    The Key Takeaway 

    Interested trustees are allowed—but they are not untouchable. 

    They must: 

    • Put fiduciary duties ahead of personal interest 
    • Balance present enjoyment with future entitlement 
    • Administer the trust with discipline, transparency, and restraint 

    When they fail to do so, courts have broad authority to intervene—through accountings, surcharges, limitation of powers, or trustee removal. 

    How Our Litigation Team Helps 

    We represent: 

    These matters are rarely about technical violations alone. They are about control, leverage, value, and legacy. Handled correctly, they can be resolved appropriately, diplomatically, and strategically, if needed. Handled poorly, they can permanently damage families and businesses.  
     
    If you believe a trust dispute may involve conflicts of interest—or if you are serving as a trustee under scrutiny—early legal guidance matters. 

    With offices in Albany, Buffalo, Rochester, New York City, we can help you across New York State.   

    To learn more about these topics, check out our Legalities & Realities® Podcast and other related blog posts:  

    You may learn more about us and how we operate by visiting these pages: About Us and What Sets Us Apart.  

    This blog post is for informational purposes only and does not constitute legal advice. For specific legal counsel, please contact our office directly.  

    When the Trustee Has a Personal Stake: Understanding the Duties Owed to Remainder Beneficiaries
  • For business owners, executives, and high-income professionals, divorce is never just a personal matter. It often involves income streams, equity interests, deferred compensation, ownership rights, and long-term financial planning. Understanding how divorce works in New York State—particularly no-fault divorce—is essential before taking action. 

    New York's No-Fault Divorce: The Core Concept

    New York recognizes no-fault divorce based on what the law calls an “irretrievable breakdown of the marriage,” and a divorce may be granted when: 

    • The marital relationship has broken down irretrievably for a period of at least six months 
    • And one spouse states this under oath 

    Importantly, the other spouse does not need to agree. New York adopted this no-fault ground in 2010, and it applies to matrimonial actions commenced on or after that date. This framework reflects a policy decision: courts are no longer required to examine or adjudicate marital fault simply to dissolve the marriage. 

    A Critical Limitation: Divorce Is Not Granted Until the Economics Are Resolved 

    While no-fault divorce simplifies ending the marriage, it does not bypass the hard work that often matters most to high-asset families. A judgment of divorce cannot be entered under New York’s no-fault statute unless and until all economic and parenting issues are resolved, either: 

    • By agreement of the parties, or 
    • By determination of the court and incorporation into the judgment 

    Those required resolutions include: 

    • Equitable distribution of marital property 
    • Payment or waiver of spousal support 
    • Child support (if applicable) 
    • Counsel and expert fees and expenses 
    • Custody and visitation issues involving children 

    In other words, no-fault divorce does not mean “quick divorce” where assets, income, or ownership rights are involved. 

    What Must Be Pleaded to Obtain a Divorce in New York

    Regardless of the divorce ground, New York law requires that the complaint contain specific foundational allegations. A properly drafted matrimonial complaint must include: 

    • The date and place of the marriage 
    • An allegation that the marriage has not been previously dissolved 
    • Allegations showing compliance with New York’s residency requirements 
    • A statement that no other divorce action between the parties is pending 
    • Identification of any children of the marriage, including dates of birth 
    • A statement of the divorce ground, including no-fault if relied upon 
    • Required statements regarding removal of barriers to remarriage or a written waiver, where applicable 
    • A detailed request for relief (equitable distribution, support, fees, etc.) 
    • A verification, as matrimonial pleadings must be verified 

    For financially complex divorces, the structure and accuracy of these pleadings matter. They frame the financial and legal battlefield that follows. 

    How No-Fault Divorce Differs From Other Divorce Grounds—Which Still Exist

    New York’s adoption of no-fault divorce did not eliminate fault-based grounds. Grounds such as cruel and inhuman treatment, abandonment, imprisonment, and adultery remain available under New York law. 
     
    The key distinction is procedural and strategic: 

    No-Fault Divorce 

    • Does not require allegations of misconduct 
    • Does not require detailed pleading of time, place, and circumstances 
    • Avoids litigating fault simply to dissolve the marriage 

     
    Fault-Based Divorce 

    • Requires allegations of misconduct 
    • Triggers strict pleading rules requiring: 
    • The nature and circumstances of the misconduct 
    • The time and place of each act 
    • Deficient pleadings cannot be cured by later filings and may result in dismissal 

    For high-net-worth individuals, the choice of ground can have practical consequences—not because fault controls asset division by default, but because how a case is pleaded often affects leverage, cost, and litigation posture. 

    Why This Matters for Business Owners and High-Income Professionals

    For professionals whose wealth is tied to:  

    • Closely held businesses 
    • Partnership or equity interests 
    • Deferred or contingent compensation 
    • Professional practices 
    • Complex income streams 

    Divorce is not just about ending a marriage—it is about protecting economic interests while complying with procedural requirements that courts strictly enforce. 

    No-fault divorce simplifies one piece of the process. It does not eliminate: 

    • Financial disclosure obligations 
    • Valuation disputes 
    • Ownership and control issues 
    • Long-term support considerations 

    Strategic Takeaway

    New York’s no-fault divorce statute allows a marriage to end without litigating blame, but it does not eliminate complexity when substantial assets, income, or business interests are involved. 

    For high-asset individuals, the real work begins after the ground for divorce is established. 

    Understanding what must be pleaded, what must be resolved, and how no-fault differs from fault-based grounds is the first step toward protecting what you have built. 

    Our firm is experienced in handling complex divorces for business owners and high-net-worth individuals, including those seeking Gray Divorces. With offices in Albany, Buffalo, Rochester, New York City, we assist clients across New York State. 

    You may learn more about us and how we operate by visiting these pages: About Us and What Sets Us Apart.  

    To learn more about these topics, check out our Legalities & Realities® Podcast and other related blog posts:   

    This blog post is for informational purposes only and does not constitute legal advice. For specific legal counsel, please contact our office directly.  

    What “No-Fault Divorce” Really Means in New York — And What Still Must Be Done
  • When a legal dispute begins to take shape, most people focus on strategy, exposure, and outcomes. Far fewer realize that how documents and data are handled in the earliest moments of a dispute can determine the result of the case itself. 

    That is where a litigation hold—also called a document hold—comes in. 

    What Is a Litigation Hold? 

    A litigation hold is a formal instruction to preserve documents and information that may be relevant to a legal dispute. 

    It applies to paper documents, emails, text messages, electronic files, and other electronically stored information. The purpose is simple: once a dispute is reasonably anticipated, potentially relevant information must be preserved, not deleted, altered, or overwritten. 

    A litigation hold is not a technicality. It is the mechanism courts expect parties to use to comply with their preservation obligations. 

    When Does the Obligation to Preserve Begin? 

    A common misconception is that preservation duties begin only after a lawsuit is filed. That is incorrect. The obligation to preserve documents arises when litigation is reasonably anticipated. This may occur when: 

    • A demand letter or breach letter is received 
    • A dispute escalates to the point where legal action is threatened 
    • A termination, separation, or ownership dispute is foreseeable 
    • A trust or estate conflict becomes likely 

    At that point, routine document deletion policies must be suspended and a litigation hold put in place. Waiting until a complaint is filed can be too late. 

    Who Has Preservation Obligations? 

    Preservation obligations apply broadly and can affect: 

    Businesses 

    Companies must preserve documents and data held by: 

    • Executives and decision-makers 
    • Employees involved in the dispute 
    • IT systems, shared drives, and backups 

    Deletion policies, auto-delete email settings, and routine data cleanup must be suspended for relevant information. 

    Executives and Professionals 

    Senior executives, partners, and fiduciaries often control critical communications and records. Their emails, texts, drafts, and personal devices used for business may all be subject to preservation. 

    Individuals 

    Individuals involved in employment, matrimonial, trust, or estate disputes have the same obligation as in business disputes to preserve relevant information—whether stored on a work computer, personal phone, cloud account, or home device. Preservation duties are not limited to corporate environments. 

    What Must Be Preserved? 

    A litigation hold must be broad, but specifically tailored. 

    That means preserving: 

    • Emails and attachments 
    • Text messages and messaging app communications 
    • Electronic documents and drafts 
    • Financial records 
    • Records stored on laptops, phones, tablets, USB drives, and cloud services 

    At the same time, the hold must identify specific categories of information relevant to the dispute. Courts have made clear that vague instructions to “preserve everything” are not enough if important data sources are not identified. 

    Why Written Litigation Holds Matter 

    Courts expect litigation holds to be written, not informal or verbal. 

    A written hold: 

    • Creates a clear record of what must be preserved 
    • Identifies who is responsible for compliance 
    • Serves as evidence that reasonable preservation steps were taken 

    Well-drafted litigation holds are typically concise, written in plain language, and require recipients to acknowledge receipt and compliance. 

    The Consequences of Getting It Wrong

    Failure to properly implement a litigation hold can have serious consequences, including: 

    • Court-ordered sanctions 
    • Adverse inferences at trial 
    • Loss of credibility 
    • Compelled disclosure of litigation-related communications 

    Even deleting documents under a normal retention policy can be problematic once litigation is reasonably anticipated. 

    Preserving paper copies of electronic documents may also be insufficient if the underlying electronic data is destroyed. 

    How Long Does the Duty to Preserve Last? 

    Another misconception is that preservation duties end when a case settles or is dismissed. 

    In reality, preservation obligations may continue beyond the conclusion of a case if related litigation is reasonably foreseeable. Courts have recognized that disputes can “come back to life” in different forms, involving different parties, or arising from the same underlying facts. A litigation hold remains in place until it is formally released. 

    Why Early Legal Guidance Is Critical

    Litigation holds sit at the intersection of legal strategy, technology, and risk management. They are easy to underestimate—and costly to mishandle. 

    Whether you are a business owner facing a contract dispute, an executive navigating an employment separation, or an individual involved in a matrimonial or trust-and-estate conflict, early legal guidance on preservation obligations can protect both your case and your reputation. Handled properly, a litigation hold is a shield. Handled poorly, it can become the centerpiece of the dispute itself. 

    With offices in Albany, Buffalo, Rochester, New York City, we can help clients across New York State.   

    To learn more about these topics, check out our Legalities & Realities® Podcast and other related blog posts:   

    You may learn more about us and how we operate by visiting these pages: About Us and What Sets Us Apart.  

    This blog post is for informational purposes only and does not constitute legal advice. For specific legal counsel, please contact our office directly.  

    What Is a Litigation Hold — and Why It Matters More Than You Think
  • For decades, divorce was widely viewed as a risk of early or mid-marriage. That assumption no longer holds.

    Across the United States and other developed economies, divorces among couples in their 50s, 60s, and beyond—often called “gray divorce”—have risen dramatically. These are not short marriages ending impulsively. Many involve relationships that lasted 20, 30, or even 40 years.

    For high-income professionals, executives, and business owners, gray divorce presents unique and often underestimated legal and financial consequences. The issues are more complex, the assets are more intertwined, and the margin for error is far smaller.

    What Is Gray Divorce?

    “Gray divorce” generally refers to the dissolution of a marriage later in life, typically after age 50. Unlike earlier divorces, these cases often arise after children have grown, careers have been established, and wealth has been accumulated.

    Rather than being driven by acute conflict, gray divorce often follows long-standing dissatisfaction, life transitions, or a reassessment of personal priorities in later years.

    Why Gray Divorce Is Increasing

    Several structural and cultural forces are converging:

    1. Longer life expectancy

    People are living longer and healthier lives. A spouse in their mid-50s or early 60s may reasonably be contemplating decades ahead—and questioning whether their marriage aligns with how they want to live their next chapter.

    1. Changing expectations of marriage

    Many long-term marriages were formed under different social assumptions. Over time, expectations around fulfillment, partnership, and autonomy have evolved, sometimes faster than the relationship itself.

    1. Financial independence—particularly for women

    Increased professional and financial independence has changed the calculus. Spouses who once felt economically constrained may now have the means to make different choices.

    1. Life transitions as inflection points

    Events such as retirement, the sale of a business, an empty nest, health changes, or a major relocation often force couples to confront issues that were previously deferred.

    5. Greater social acceptance of divorce

    Divorce later in life no longer carries the stigma it once did, making the decision more accessible—even after many years of marriage.

    Why Gray Divorce Is Especially Risky for Business Owners and High-Income Professionals

    From a legal and financial perspective, gray divorce is rarely simple. By this stage of life, couples often share:

    • Closely held businesses or professional practices
    • Complex compensation structures (equity, deferred compensation, carried interests)
    • Retirement accounts, pensions, and executive benefits
    • Real-estate portfolios
    • Trusts, inheritances, and estate-planning vehicles created during the marriage. These assets are not always liquid, evenly valued, or easily divided.

    In many gray divorce cases, the marital estate is both large and ill-defined, and decisions made years earlier—shareholder agreements, operating agreements, beneficiary designations, trust structures—suddenly become central to the dispute.

    The Business Ownership Problem

    For founders and executives, the most common blind spot is the assumption that a business is “protected” simply because it was started long ago or operated primarily by one spouse.

    That assumption is often wrong. In gray divorce, courts scrutinize:

    • Whether business growth occurred during the marriage
    • Whether marital funds or spousal labor contributed to appreciation
    • How income, distributions, and retained earnings were handled
    • Whether governance documents anticipated divorce at all

    A poorly planned business structure can turn a divorce into an existential threat—forcing valuation battles, liquidity pressure, or even loss of control.

    Estate Planning and Divorce: A Dangerous Overlap

    Another frequent complication is the intersection between divorce and estate planning. Many couples approaching later life have:

    • Revocable trusts
    • Long-standing beneficiary designations
    • Family gifting strategies
    • Succession plans tied to children or future generations

    A gray divorce can quietly undermine those plans if not addressed promptly and strategically. In some cases, estate documents drafted years earlier become inconsistent with new realities—creating exposure not just between spouses, but among children and heirs.

    Strategic Takeaway: Gray Divorce is Not a “Simple Divorce, Just Later”

    For sophisticated clients, gray divorce is best understood as a financial and strategic restructuring event, not merely a family law matter. It requires:

    • Litigation experience with complex financial assets
    • Fluency in business valuation and governance disputes
    • An understanding of how matrimonial ,business, and trust-and-estate issues intersect
    • A forward-looking strategy that protects long-term interests, not just short-term outcomes

    Final Thought

    Gray divorce is rising not because marriages are weaker, but because people are living longer, wealthier, and more complex lives.

    For business owners, executives, and high-net-worth individuals, the question is not whether gray divorce can happen. It is whether you are prepared for the legal, financial, and strategic consequences if it does.

    When the assets are significant and the relationships are layered, experience matters—and so does strategy.

    At The Glennon Law Firm, P.C., we represent professionals, executives, and business owners across New York in divorces involving large and/or complex assets. With offices in Albany, Buffalo, Rochester, New York City, we can help you across New York State.

    To learn more about these topics, check out our Legalities & Realities® Podcast and other related blog posts:

    You may learn more about us and how we operate by visiting these pages: About Us and What Sets Us Apart.

    This blog post is for informational purposes only and does not constitute legal advice. For specific legal counsel, please contact our office directly.

    Gray Divorce: Why Long-Term Marriages Are Ending Later in Life—and Why the Stakes Are Higher Than Ever
  • In many litigations, the outcome is not decided solely by the strength of the facts or the sophistication of the legal arguments. Increasingly, courts are focused on a different question: 

    What happened to the evidence? 

    When documents or data are destroyed after a legal dispute is reasonably anticipated, the issue is known as spoliation of evidence—and it can fundamentally alter the trajectory of a case. 

     
    What Is Spoliation? 

    Spoliation occurs when a party destroys, deletes, overwrites, or fails to preserve evidence that is relevant—or potentially relevant—to a legal dispute after a duty to preserve has arisen. 

    Spoliation can involve: 

    • Emails or electronic files 
    • Text messages or electronic communications 
    • Financial records or drafts 
    • Data deleted under routine retention policies 
    • Electronic data reduced to paper form while the underlying electronic information is destroyed 

    Importantly, spoliation does not require malicious intent; it does not have to be willful. Courts recognize that evidence can be lost through negligence, poor systems, or failure to implement proper preservation measures. 

    When Does Spoliation Become a Legal Problem? 

    The duty to preserve evidence arises when litigation is reasonably anticipated, not when a lawsuit is filed, continues throughout the discovery process, and right until the end of the case. 

    Once that point is reached: 

    • Routine document destruction must stop 
    • Deletion policies must be suspended 
    • A Litigation Hold (or “Document Hold”) notice and plan should be implemented 

    Destroying evidence after that point—intentionally or not—can expose a party to spoliation claims. 

    Who Can Get in Trouble for Spoliation? 

    Spoliation is not limited to one side of a lawsuit or one category of litigant, or even to the parties themselves, as attorneys for the parties have the responsibility as well. 

    Businesses 

    Companies may be held responsible when: 

    • Employees delete relevant emails or files 
    • IT systems continue auto-deletion 
    • Electronic data is not properly preserved 
    • Litigation holds are not issued or enforced 

    Corporate size or sophistication does not excuse failures in preservation. 

    Executives, Fiduciaries, and Professionals 

    Individuals who control key communications or records—such as executives, partners, trustees, or fiduciaries—may face scrutiny if evidence in their possession is destroyed after litigation is reasonably anticipated. 

    Preservation duties extend to: 

    • Personal devices used for business 
    • Personal email accounts used for work 
    • Drafts and informal communications 

    Individuals 

    Individuals involved in any type of litigation, including business litigation, employment, matrimonial, or trust-and-estate disputes are subject to the same preservation obligations. Deleting texts, emails, or electronic files—even on personal devices—can create serious exposure. Spoliation is not a “corporate-only” problem; individuals and
    legal counsel, too, are responsible for document preservation. 

    Does Printing Documents Solve the Problem?

    No. The destruction of electronically stored information (“ESI”) may still constitute spoliation even if paper copies are retained. Courts recognize that electronic data carries unique evidentiary value, including metadata and context that paper copies do not preserve. Printing and deleting is therefore not a safe harbor. 

    What Must Be Shown to Establish Spoliation?

    Courts generally examine whether: 

    1. A party had an obligation to preserve evidence 
    2. The evidence was destroyed with a culpable state of mind (which can include negligence) 
    3. The destroyed evidence was relevant to claims or defenses 

    When these elements are present, courts may impose sanctions. 

     
    What Sanctions Can Courts Impose? 

    The consequences of spoliation can be severe and case-altering. 

    Potential sanctions include: 

    • Adverse inference instructions, allowing a jury to presume the destroyed evidence would have been unfavorable to the party who destroyed it 
    • Preclusion of evidence or defenses 
    • Compelled disclosure of litigation-hold communications 
    • Monetary sanctions 
    • Severe credibility damage before the court 

    In some cases, spoliation issues become the dominant issue in the litigation—overshadowing the underlying dispute entirely. 


    Why Litigation Holds Matter in Spoliation Cases 

    A properly implemented litigation hold (also known as document hold) is a key step in litigation discovery and is often the difference between: 

    • An unfortunate data loss that can be explained, and 
    • A spoliation finding that reshapes the case 

    Courts closely examine whether a party: 

    • Implemented a litigation hold promptly 
    • Identified relevant custodians and data sources 
    • Suspended routine deletion practices 
    • Took reasonable steps to monitor compliance 

    Where litigation holds are missing, vague, or ignored, courts are far less forgiving. They also have to be maintained throughout the litigation and updated, as needed. 

     
    The High-Stakes Reality 

    Spoliation does not merely create procedural headaches. It can: 

    • Shift leverage 
    • Undermine defenses 
    • Expose sensitive internal practices 
    • Change settlement dynamics 
    • Decide cases before trial ever begins 

    For businesses, executives, fiduciaries, and individuals involved in disputes over income, equity, or significant assets, evidence preservation is not an administrative detail—it is a legal requirement. 


    Final Thought 

    Spoliation is rarely intentional—but its consequences are rarely accidental. Early legal guidance, disciplined preservation practices, and properly implemented litigation holds protect not just evidence, but outcomes. Handled correctly, preservation keeps the focus where it belongs: on the merits of the case. Handled incorrectly, it can become the case. 

    With offices in Albany, Buffalo, Rochester, New York City, we can help clients across New York State.   

    To learn more about these topics, check out our Legalities & Realities® Podcast and other related blog posts:   

    You may learn more about us and how we operate by visiting these pages: About Us and What Sets Us Apart.  

    This blog post is for informational purposes only and does not constitute legal advice. For specific legal counsel, please contact our office directly. 

    Spoliation of Evidence: How Good Cases Go Bad — and Who Pays the Price
  • Family-owned and closely held businesses are the backbone of the American economy. They are also some of the most complex organizations to operate because money, legacy, and personal relationships are tightly intertwined. When these elements collide, disputes do not simply impact a company—they affect wealth, ownership, and family dynamics for years to come. 

    Below are the most common problem areas we see at our firm, and why planning ahead is essential to protecting the business—and the people—behind it. 

    1. Ownership Disagreements: When Expectations Outpace Documentation 

    Many family businesses begin with handshakes and trust. Problems emerge when: 

    • Ownership percentages are unclear or disputed 
    • One sibling works in the business while others do not 
    • A founder made “informal promises” to different family members 
    • Older operating agreements no longer reflect reality 

    These disagreements can lead to shareholder oppression claims, demands for buyouts, books-and-records actions, and even litigation over whether someone was improperly excluded from decision-making. 

    Ownership disputes also surface during divorce, when a spouse claims an interest in the business, and in estate litigation, when heirs fight over ownership after a parent’s death. 

    2. Unclear Roles and Responsibilities: The Source of Many Internal Conflicts 

    Common issues include: 

    • Family members receiving titles without clearly defined duties 
    • Non-family executives unsure of to whom they report 
    • Long-term employees believing they were promised ownership or promotions 
    • Family members clashing over how much work each person contributes 

    These problems can evolve into business disputes, breach-of-fiduciary duty claims, employment actions, and valuation arguments during a divorce. Roles should be documented, not assumed. Otherwise, expectations become liabilities. 

    3. Compensation, Distributions, and Perks: When Money Blurs the Lines 

    In closely held businesses, compensation is rarely just a paycheck. It often includes: 

    • Special distributions to certain family members 
    • Bonuses, perks, or expense reimbursements 
    • “Sweat equity” or informal promises of future ownership 
    • Lifestyle expenses that run through the business 

    Without clarity and equality, resentment builds. The result can be wage claims, shareholder disputes, marital litigation involving “hidden income,” or accusations of fiduciary breaches when a family member controls the finances. 

    4. Transparency and Access to Records: The Tension Between Control and Trust 

    One of the most common triggers for litigation is lack of transparency. Issues include: 

    • A single person controlling financial data 
    • Delayed or incomplete financial reports 
    • Questions about whether funds were misused 
    • Family members denied access to corporate books 

    This lack of visibility often leads to accounting actions, demands to inspect records, breach of fiduciary duty claims, and—at its worst—accusations of financial misconduct. Transparency protects everyone. 

    5. Succession and Transition Problems: The Silent Risk to Every Family Business 

    Succession is where legal, emotional, and financial complexities converge. Common challenges include: 

    • The founder not wanting to step back 
    • Children disagreeing over who should lead 
    • In-laws becoming involved in operations 
    • Promises made to employees or family members that were never written down 
    • Documents that are decades old and no longer aligned with the business 

    When a founder becomes ill, retires, or passes away, unclear plans often erupt into litigation—both inside the business and within the family. 

    6. Personal Relationship Breakdowns: When Family Dynamics Become Legal Disputes 

    Family tension often drives business litigation more than the legal issues themselves. Consider scenarios like: 

    • Sibling rivalries that spill into boardrooms 
    • Divorce bringing business valuation and ownership into question 
    • In-laws influencing financial decisions 
    • Caregiving disputes regarding aging parents with significant assets 
    • Conflicts between active and non-active family shareholders 

    Relationship breakdowns drive claims of oppression, removal of fiduciaries, will contests, and even dissolution proceedings. When relationships fracture, the business often becomes the battleground. 

    7. Outdated or Missing Documentation: The Hidden Liability 

    Many legal conflicts arise not from bad acts, but from: 

    When documentation is outdated, the law fills in the gaps—and that rarely reflects what the family intended. 

    Why These Problems Matter to High-Net-Worth Families 

    For successful entrepreneurs, executives, and professionals, these disputes do more than threaten personal wealth. They can: 

    • Destabilize business operations 
    • Erode family relationships 
    • Increase tax exposure 
    • Freeze assets during litigation 
    • Invite invasive financial discovery 
    • Damage reputations 

    Preventing these outcomes requires more than good financial management or good legal documents—it requires the coordination of both. 

    How to Protect the Business and the Family 

    While each situation is unique, we consistently recommend: 

    1. Updating legal agreements regularly—bylaws, operating agreements, shareholder agreements, trusts, and compensation structures. 
    2. Documenting roles, compensation, and expectations for both family and non-family members. 
    3. Maintaining clear financial records and transparent reporting. 
    4. Aligning financial planning with legal planning—especially regarding succession and estate strategies. 
    5. Conducting periodic “family business checkups.” 

    Proactive planning is almost always less expensive—and far less disruptive—than litigation

    The Glennon Law Firm: Protecting Businesses, Families, and Wealth 

    For more than a decade, we have represented business owners, executives, and families across New York in navigating disputes involving: 

    If you own a family or closely held business and want clarity, protection, or strategic guidance, we are here to help. 

    Our litigation team advises businesses, professionals, and fiduciariesacross New York in high-stakes disputes. If you have a question about litigation strategy, verdict exposure, or settlement risks, we are here to help.  

    With offices in Albany, Buffalo, Rochester, New York City, we can help you across New York State. 

    You may learn more about us and how we operate by visiting these pages: About Us and What Sets Us Apart.  

    To learn more about these topics, check out our Legalities & Realities® Podcast and other related blog posts:   

    This blog post is for informational purposes only and does not constitute legal advice. For specific legal counsel, please contact our office directly.  

    When Business and Family Collide: Legal Problems That Arise in Closely Held and Family-Owned Companies
  • For New York families and business owners with substantial wealth, modern trusts increasingly rely on a role called the trust protector. The title sounds reassuring. In practice, it can be one of the most misunderstood—and litigated—positions in sophisticated trust structures. 

    This post explains what a trust protector is, how the role differs from a trustee, whether a trust protector can be removed, and whether trust protectors can be pulled into litigation and discovery, all through a New York-specific lens. 

    What Is a Trust Protector? 

    A trust protector is a third party named in a trust instrument and granted specific, enumerated powers that are not typically exercised by a trustee, settlor, or beneficiary. 

    Importantly: 

    • There is no inherent legal meaning to the title “trust protector.” 
    • A trust protector does not automatically “protect” the trust. 
    • The role exists only to the extent created and defined by the trust document itself. 

    Trust protectors are most often used in high-value, long-term trusts to provide flexibility, oversight, or control where traditional trustee powers are either too rigid or too conflicted. 

    New York’s Starting Point: No Trust Protector Statute 

    Unlike many jurisdictions, New York has no statute that defines, regulates, or standardizes trust protectors. 

    That absence has consequences: 

    • There is no default rule in New York stating whether a trust protector is a fiduciary or non-fiduciary. 
    • There is no statutory safe harbor insulating trust protectors from liability. 
    • Courts look almost entirely to: 
    • The trust instrument itself, and 
    • General fiduciary and equity principles developed through case law.

    In New York, trust protectors operate in a document-driven, case-by-case legal environment, which increases both flexibility and litigation risk. 

    Trust Protector vs. Trustee: Oversight vs. Operation 

    The Trustee: The Operator 

    A trustee is responsible for the day-to-day administration of the trust. Trustees typically: 

    • Control and invest trust assets 
    • Make discretionary distributions 
    • Administer business interests held in trust 
    • Owe continuous fiduciary duties 
    • Are routinely subject to accountings and court oversight 

    Trustees are almost always fiduciaries under New York law. 


    The Trust Protector: The Strategic Overseer 

    A trust protector, by contrast: 

    • Does not manage assets or make routine distributions 
    • Acts episodically, not continuously 
    • Exercises power only when specific triggers arise 
    • Often exists to check trustee power or adapt the trust to change 

    Common trust protector powers include: 

    • Removing and replacing trustees 
    • Changing governing law or trust situs 
    • Modifying administrative provisions 
    • Approving or vetoing significant decisions 
    • Granting or revoking powers of appointment 

    This distinction becomes critical once disputes arise. 

    Trust Protectors vs. Trust Advisors: A Subtle but Important Difference 

    Modern trust drafting often blurs two concepts: 

    • Trust advisors typically exercise traditional trustee-like powers, such as directing investments or distributions. Because they control core trust functions, they are often treated as fiduciaries. 
    • Trust protectors are more commonly assigned non-administrative, structural, or strategic powers, and trust instruments frequently attempt to label these powers as non-fiduciary. 

    In New York, courts do not rely on labels. They examine what powers are actually exercised, not what the role is called. 

    Is a Trust Protector a Fiduciary in New York? 

    There is no automatic answer. 

    Nationally, three competing approaches exist: 

    1. Non-fiduciary by default, to encourage service and reduce liability exposure 
    2. Fiduciary by default, because significant power should carry accountability 
    3. Power-by-power analysis, where fiduciary status depends on the nature of each granted power 

    Because New York has no statute, courts are more likely to apply the third approach. 

    A trust protector who: 

    • Controls trustee selection 
    • Alters beneficiary interests 
    • Influences business governance 
    • Exercises veto power over trustee decisions 

    may be treated very differently from one with purely ministerial or advisory authority. 

    “Personal Powers” and the Litigation Trap 

    Trust instruments often attempt to characterize trust protector powers as “personal” or non-fiduciary. 

    Even so, those powers are not unlimited. 

    A trust protector—fiduciary or not—may not exercise authority in a way that: 

    • Contradicts the settlor’s intent 
    • Constitutes a “fraud on the power” 
    • Redirects trust benefits for improper purposes 

    In New York litigation, this is where many trust protector disputes arise: not from blatant misconduct, but from contested motive, scope, or alignment with settlor intent. 

    Can a Trust Protector Be Removed in New York? 

    Often, yes—but only if the trust instrument or equitable principles allow it. 

    Removal depends on:

    1. The trust document

    Well-drafted trusts expressly provide mechanisms for removing and replacing trust protectors. Poorly drafted trusts often do not.

    1. The scope of authority exercised

    The more power a trust protector holds over assets, trustees, or beneficiaries, the more likely court oversight becomes appropriate.

    1. Allegations of abuse, conflict, or dysfunction

    Courts are far more receptive to intervention where trust administration or beneficiary rights are at risk.

    In high-asset disputes, removal of a trust protector is frequently sought alongside trustee removal—especially where control over business interests or distributions is involved. 

    Can a Trust Protector Be Sued or Be Subject to Discovery? 

    Yes—and this surprises many families. 

    Even in New York, where trust protectors are not statutorily defined: 

    • Trust protectors can be named as parties in litigation 
    • Their communications may be discoverable 
    • Their decisions may be scrutinized under fiduciary-like standards 

    Courts focus on function, influence, and impact, not titles. 

    Where a trust protector’s actions affect trustee selection, business control, distributions, or beneficiary rights, litigation exposure follows. 

    Why Trust Protectors Matter in High-Value New York Disputes 

    Trust protector disputes commonly arise in cases involving: 

    • Closely held businesses owned in trust 
    • Second marriages and blended families 
    • Dynasty trusts spanning generations 
    • Control over voting interests or management rights 
    • Conflicts between income and remainder beneficiaries 

    In these cases, the trust protector often becomes the pivot point of control—and, inevitably, a litigation target. 

    Strategic Takeaway for New York Business Owners and Families 

    In New York, a trust protector can be a powerful planning tool—or a structural vulnerability. Because there is no statutory framework, everything depends on drafting, conduct, and context. The same authority that allows a trust protector to stabilize a trust can expose them to litigation if relationships deteriorate or asset values rise. 

    When substantial wealth, business equity, or family control is at stake, trust protector disputes are not academic. They are control disputes, and they require litigation counsel who understands both fiduciary law and high-stakes asset dynamics. 

    With offices in Albany, Buffalo, Rochester, New York City, we can help you across New York State.   

    To learn more about these topics, check out our Legalities & Realities® Podcast and other related blog posts:   

    You may learn more about us and how we operate by visiting these pages: About Us and What Sets Us Apart.  

    This blog post is for informational purposes only and does not constitute legal advice. For specific legal counsel, please contact our office directly.  

    Trust Protectors in New York: Power, Oversight, and Litigation Risk in High-Value Trusts
  • When a business becomes involved in litigation—whether a contract dispute, internal ownership conflict, or fiduciary issue—discovery becomes one of the most pivotal stages.

    A particularly important and often misunderstood component is the corporate representative deposition, where the company, rather than an individual, provides testimony. For business owners, executives, and general counsel, understanding how this works in New York State courts is key to minimizing risk and ensuring strategic positioning.

    What Is a Corporate Representative Deposition?

    In litigation involving a business, the opposing party can require the company to designate someone to testify on its behalf. This is not about personal fault or direct involvement—it is about presenting the company’s knowledge on specific topics relevant to the dispute.

    The company selects one or more individuals to testify and must make a reasonable effort to ensure that those individuals are educated on the relevant topics. This may involve reviewing internal records and consulting current employees. However, businesses are not generally required to seek out or interview former employees or go beyond what is reasonably available internally.

    Who Can Serve as the Company’s Representative?

    The law allows the company itself to decide who will testify. This can be a current employee or, in some circumstances, a long-term consultant or contractor who functions similarly to an employee. The key requirement is that the person be reasonably prepared to speak about the company’s knowledge on the topics outlined in the deposition notice.

    In certain circumstances, using a consultant who is deeply integrated with leadership and decision-making may also allow for protection of communications under legal privilege.

    What Are the Witness’s Obligations—and Limits?

    The person testifying on behalf of the company is expected to:

    • Be familiar with relevant facts that are reasonably available to the business
    • Answer questions truthfully and thoroughly within that scope

    They are not expected to be omniscient or to provide legal conclusions or speculate beyond what the company knows. If the opposing party believes the witness is inadequately informed, they may request a second deposition, but they must demonstrate both the inadequacy and the likelihood that another person holds necessary information.

    What if the Company Does Not Have the Information?

    If the business, in good faith, cannot locate the requested information—especially if the knowledge belonged to a departed employee—it is generally not required to reconstruct history. However, there may be consequences. For example, the company might be limited in its ability to introduce new evidence later at trial on that same topic.

    This underscores the importance of preparing thoroughly and making a clear record of what is and is not available.

    Conclusion: Strategic Deposition Preparation Is Essential

    Corporate representative depositions are not just procedural—they are strategic. They shape the record and can significantly impact the course of litigation. For business owners and executives, it is important to have a legal team that:

    • Understands the scope and limits of corporate testimony
    • Protects confidential communications and litigation strategy
    • Ensures that the company’s representative is fully and properly prepared

    Our firm represents businesses, executives, and professionals in high-stakes disputes involving contracts, ownership interests, employment agreements, and fiduciary claims. If your business is navigating litigation, we can help you approach corporate testimony with confidence—and avoid costly missteps.

    With offices in Albany, Buffalo, Rochester, New York City, we can help you across New York State.

    To learn more about these topics, check out our Legalities & Realities® Podcast and other related blog posts:

    You may learn more about us and how we operate by visiting these pages: About Us and What Sets Us Apart.

    This blog post is for informational purposes only and does not constitute legal advice. For specific legal counsel, please contact our office directly.

    What Business Owners and Executives Should Know About Corporate Representative Depositions in New York Litigation
  • Artificial intelligence is everywhere. People use it hoping to avoid the time and expense of consulting with a trained and experienced lawyer. They use it to research legal issues (inaccurately), draft documents (improperly), and to receive quick answers to questions (which may not be correct).

    Yes, when properly used it can provide a high-level overview of legal concepts and help people understand the vocabulary of a dispute, but context and nuance are important.

    There is an important line people should remember:

    AI is a tool. And tools need to be used properly. AI is not legal judgement or advice (it will even make that clear to the user). Judgement is where real legal outcomes are decided.

    What AI Does Well—and Where It Stops

    AI is good at summarizing general information. It can generally explain what a non-compete agreement is, describe the general concept of fiduciary duty, or outline the stages of litigation in broad terms. That can be useful background or to help someone get their bearings.

    What AI cannot do is determine:

    • What the actual law in your jurisdiction is
    • Which facts actually matter
    • Which facts are missing
    • How a judge in your jurisdiction is likely to react
    • In which direction the law may be shifting
    • What strategic tradeoffs should be made
    • When not to make an argument—even if it appears legally available

    Law is not a multiple-choice test. It is analysis and applied judgement within the specific context of your specific situation. It is not cookie-cutter, particularly not in litigation.

    Why Legal Experience Still Matters

    Every licensed attorney has completed at least three years of formal legal education, prepared for and passed a rigorous bar examination, and ongoing professional and ethical training. But that is only the starting point.

    What truly differentiates experienced legal counsel is pattern recognition built over decades:

    • Seeing how similar disputes unfolded
    • Knowing which arguments sound good on paper but will fail in court
    • Understanding how opposing counsel typically operates
    • Anticipating the procedural and strategic moves that are not obvious from statutes or case summaries

    These insights do not exist in a database. They exist in experience. AI can retrieve information. It cannot replace judgement formed through hundreds or thousands of real cases, negotiations, hearings, and court decisions.

    The Risk of “Mostly Right” Legal Advice

    One of the most dangerous aspects of AI-generated legal content is that it can be almost right.

    A document can appear polished while:

    • Missing a critical exception
    • Applying the wrong jurisdiction’s law
    • Ignoring procedural requirements
    • Assuming facts that are not legally supportable

    In litigation and high-stakes disputes, “mostly right” can be far worse than obviously wrong. Small errors compound. Strategy built on faulty assumptions often collapses at the worst possible moment.

    The Lawyer’s Role Has Not Changed—It Has Become More Important

    As AI becomes more accessible, experienced lawyers play a more critical role, not a lesser one.

    Our role is to:

    • Filter noise from relevance
    • Identify risk before it becomes exposure
    • Apply judgement, strategy, and discretion
    • Protect clients from unintended consequences

    Technology can support that work. It cannot replace it.

    How We View AI at Our Firm

    We view AI the same way we view any tool:

    • Useful when properly applied
    • Dangerous when misunderstood
    • Never a substitute for professional responsibility
    • Always verified

    We welcome informed clients. We also believe clients deserve advice grounded in law, experience, and accountability—not algorithms.

    The Bottom Line

    AI may help you understand the landscape. An experienced lawyer helps you navigate it. When your business, assets, reputation, or future are at stake, judgment matters more than speed, and experience still wins.

    With offices in Albany, Buffalo, Rochester, and New York City, we can help you across New York State.

    To learn more about these topics, check out our Legalities & Realities® Podcast and blog posts.

    You may learn more about us and how we operate by visiting these pages: About Us and What Sets Us Apart.

    This blog post is for informational purposes only and does not constitute legal advice. For specific legal counsel, please contact our office directly.

    Can AI Replace an Experienced Litigator? No.