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Trusts, Taxes and Transfers: How Legal Expertise Shapes Smarter Wealth PlanningTrusts, Taxes and Transfers: How Legal Expertise Shapes Smarter Wealth Planning

A legally trained financial advisor helps clients stay on track and avoid missed opportunities for estate planning.

Andrew Schiff

February 21, 2025

5 Min Read
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A law degree does more than just prepare you for the practice of law. It sharpens risk awareness, strengthens problem-solving and builds expertise in areas such as contracts, regulations and trusts.

Wealth managers with law degrees put these advantages to good use, especially when it comes to tax and estate planning. After all, high-net-worth individuals and business owners need more than strong investment returns. Such clients risk unnecessary taxes, probate delays and family disputes without the correct legal structures. A financial advisor with legal training helps ensure their clients’ estate plans are practical, adaptable and legally sound.

Estate attorneys draft trusts, wills, health directives and other estate documents. They generally meet with their estate planning clients upon having children and then again much later in life. Financial advisors usually maintain more regular client contact through scheduled check-ins that may lead to structural adjustments to an estate plan as wealth grows, tax laws change and family needs evolve. So, while attorneys focus on legal structure, a good advisor bridges legal and financial execution by flagging potential tax burdens and functional restrictions.

An advisor with legal training enhances this oversight. They understand that well-designed trusts may still create issues — such as restricting heirs' access to capital, limiting reinvestment or failing to adapt to business growth, which might lead to higher taxes. Without regular reviews aligned with broader financial goals, even the best-structured trusts may become less reflective of a client’s estate goals.

Why Business Owners Need to Start Trust Planning Early

Many business owners put off estate planning, not realizing that delay may mean higher taxes and fewer options for protecting assets. Today’s estate tax exemption is historically high, but unprepared owners may leave heirs with hefty estate tax bills if it drops.

Moving shares of private companies into an irrevocable trust early locks in lower valuations. Today's business worth $10 million could grow to $50 million in a decade. Transferring ownership while the company is still growing preserves more of the owner’s lifetime exemption and shifts future appreciation out of the taxable estate. Waiting too long could mean using more of that exemption—or forcing heirs to sell assets just to cover taxes.

Beyond tax efficiency, trusts help ensure smooth succession, provide liquidity and protect assets from creditors. Heirs may face ownership disputes, cash flow shortages or probate delays without one. A well-structured trust keeps control in the family’s hands — not that of the IRS.

A financial advisor with legal training helps business owners stay on track and avoid missed opportunities for estate planning. While irrevocable trusts typically require giving up ownership, some allow voting control, cash flow or beneficiary adjustments. The right approach depends on whether the owner plans to step back gradually, pass the business to family or sell later.

Debunking Common Trust Misconceptions

Contrary to common belief, trusts don’t automatically lower taxes. "Revocable" trusts, in particular, are often mistaken for tax shelters. While they help avoid probate and keep estate details private, they don’t reduce estate, income or capital gains taxes. Only "irrevocable" trusts offer such tax benefits.

This confusion leads many to set up trusts with unrealistic expectations. An advisor with legal training may help clients separate myth from fact. Revocable trusts simplify estate administration but don’t reduce tax liability. Certain irrevocable trusts, like SLATs (spousal lifetime access trusts) and GRATs (grantor retained annuity trusts), may lower estate taxes at the cost of some control. An advisor with a law background may more effectively educate clients on these trade-offs.

While some assume all trusts lower taxes, others fear they’re too restrictive. In reality, many irrevocable trusts offer flexibility. Some let the grantor serve as trustee, retain income rights or adjust terms under specific conditions. Others have "decanting" provisions, allowing assets to move into a new trust with updated terms if needed.

A corporate attorney once asked me to consult with a business owner on selling his company and structuring a comprehensive estate plan. After weeks of preparation, we met over lunch with his wife. Before we could begin, he announced, “We are having marital problems and don’t know if we’ll last as a couple.” His wife looked down at her food. Suddenly, we weren’t just planning for a liquidity event but navigating a potential divorce.

The company, solely owned by the husband, was approaching a sale, and he believed its value would increase significantly [The sale was years away]. This created an urgency to transfer shares before appreciation, which led to greater tax exposure. Given their marital issues, a SLAT was off the table. Instead, we established irrevocable trusts for each child, transferring 20% of his stake in the company before valuation surged [gotta be careful here – increase in value would take longer, and the sale was not imminent]. When the company sold, the trusts received generous allocations shielded from future estate taxes, creditors, and potential familial complications.

Selling a business is a high-stakes affair requiring tax planning, liquidity management and estate coordination. Without proper structuring, business owners may face unnecessary capital gains taxes, liquidity shortages or estate conflicts. A financial advisor with legal expertise helps integrate trust structures, installment sales or family partnerships into the sale process, ensuring the transaction supports both immediate financial needs and long-term planning.

Smart preparation can mean the difference between an optimal transition and costly mistakes. Business owners who delay tax and estate planning until a sale is imminent lose valuable opportunities to reduce tax exposure and protect proceeds. While last-minute strategies exist, they are far less effective than advance planning.

An All-Points Approach to Wealth Preservation

Legally trained advisors do more than manage investments. They help structure ownership transitions, tax-efficient wealth transfers, and risk-management strategies to secure a family's financial future. This broader perspective helps clients make smarter decisions, whether they’re growing a business, planning a sale, or shaping a legacy.

Estate planning isn’t just about reducing taxes. It’s about making sure wealth does what it’s meant to do—support heirs, fund philanthropy or sustain a family business. A legally trained advisor helps turn intentions into reality, structuring trusts and tax strategies that protect assets and keep wealth working for generations.

About the Author

Andrew Schiff

Andrew Schiff is CEO of TritonPoint Wealth. He holds a JD from the American University Washington College of Law.

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