Prenups, Post-Nups, and Protecting Assets in Marriage

No one gets married planning for divorce—but failing to plan can leave assets vulnerable. In this episode, Thomas Kopelman, Anne Rhodes, and Dave Haughton dive into why prenuptial agreements (prenups) are a key estate planning tool, not just a safeguard for the ultra-wealthy. They break down the difference between community and separate property, how prenups protect business owners, and what happens if you don’t have one in place. They also discuss post-nuptial agreements, common misconceptions, and how advisors can guide clients through these crucial conversations.

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How to Handle Digital Assets in Estate Planning

Crypto, online accounts, and other digital assets are now a critical part of estate planning—but many advisors and clients aren’t prepared. In this episode, Thomas Kopelman and Dave Haughton break down what advisors need to know, from crypto taxation and security risks to ensuring digital assets are accessible when needed. They cover key estate planning strategies, common mistakes, and how to help clients organize and protect their full digital footprint. Ignoring digital assets isn’t an option—advisors who understand them will be the ones clients trust most.

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How AI Is Changing Wealth Management and Estate Planning

AI is transforming wealth management and estate planning, but how should advisors think about it? In this episode, Thomas Kopelman, Dave Haughton, and Anne Rhodes sit down with Seungwoo Son, VP of Applied AI at Wealth.com, to unpack what AI can do today—and where it’s headed. They break down how advisors can use AI to streamline workflows, why human oversight still matters, and what to watch for when evaluating AI tools. From data privacy concerns to spotting unreliable outputs, they cover the must-knows for integrating AI effectively. AI won’t replace advisors, but those who use it wisely will have a clear advantage.

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For any questions, email us at [email protected].

What is a Financial Advisor’s True Role in Estate Planning?

This week, hosts Thomas Kopelman and Dave Haughton provide their perspectives on the critical role advisors have in helping their clients with their estate plans. They already have an intimate understanding of their financial situation and future goals, so they’re uniquely positioned to help educate them on their estate plan options. They discuss how advisors can integrate estate planning into ongoing financial planning sessions, how to coordinate with estate attorneys and other third-parties and, ultimately, how they can be the go-to person to help their clients make informed decisions.

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2025 Tax and Wealth Transfer Numbers Every Advisor Should Know

Join hosts Thomas Kopelman and David Haughton as they dive into the critical financial planning numbers for 2025. Learn about updated estate tax exemptions, gifting limits, IRA and 401(k) contribution thresholds, and strategies like the Mega Backdoor Roth.

Gain valuable insights into tax-advantaged accounts, including HSAs and 529 plans, and how these changes can impact your clients’ financial plans.
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Live from Heckerling: Trusts, Taxes & Conference Insights

This episode of The Practical Planner was recorded live at the 59th Annual Heckerling Institute on Estate Planning in Orlando, one of the premier conferences for estate planning professionals.

Anne Rhodes and David Haughton attended in person and shared insights with co-host Thomas Kopelman, who joined virtually, about why estate plans often stall, the latest developments in irrevocable trusts, and the enduring value of conferences for building relationships and gaining expertise in the estate planning and wealth management fields.

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For any questions, email us at [email protected].

How to Manage Real Estate and Property Assets in an Estate Plan

Real estate is often one of the most valuable assets in a person’s estate. Whether it’s your primary residence, a vacation home or an investment property, it’s important that your real estate is properly accounted for in your estate plan. Failing to do so could lead to a lengthy probate process, unexpected taxes for your heirs or even the loss of a family property.

For many people, placing real estate into a trust can be the best solution. Doing so allows the property to avoid the time-consuming and public probate process. It also ensures the real estate will seamlessly pass on to your beneficiaries according to the terms you’ve outlined in your trust.

This article will detail what to consider about properties and real estate, and the potential options for incorporating those assets into an estate plan.

Why planning ahead for property in estate planning matters

Real estate is not like other assets. It can’t be easily divided up and distributed to heirs like cash in a bank account.

Real property must go through a legal transfer of title to pass ownership to the next generation. Without proper planning, this transfer process can become complicated and complex for beneficiaries.

Here’s why you want to have a process in place:

1. Avoid probate: Any assets that are not in a trust when you pass will likely have to go through probate. This is true of any real estate or properties too. During probate, your beneficiaries will not have access to the property, including rental properties. Your estate will still go through probate even with a will in place, though it should make the process smoother.

2. Minimize taxes: Without proper preparation, your heirs could be hit with a hefty tax bill when they inherit your real estate. While the federal estate tax exemption is high ($13.99 million per individual in 2025), several states may have their own estate or inheritance taxes with much lower thresholds. Proper estate tax strategies for your real estate can help minimize or, potentially, eliminate this.

3. Clarify your wishes: Real estate often has sentimental value in addition to monetary value. Perhaps it’s the home where your children grew up or a lakeside house where extended family has gathered for summer vacations. Putting your wishes in writing can prevent arguments between family members, specifying whether it should remain in the family or if sale proceeds are to be split among beneficiaries.

4. Plan for incapacity: An estate plan doesn’t just address what happens after you die. It should also protect you and your assets during your lifetime, in the event you become incapacitated by illness or injury. Let’s say you own a rental property that provides a stream of income. If you were to suddenly become unable to manage the property, who would handle tasks like collecting rent, paying property taxes and coordinating repairs? Without a Financial Power of Attorney in Place, your family would have to petition the court to appoint a guardian—an expensive and stressful process.

How to pass real estate to your beneficiaries

Let’s look at some of the different ways you can pass property to your heirs.

Leave it in your will

The most basic option is to name the beneficiary for each piece of real estate in your will. Upon your death, the executor of your estate will be responsible for ensuring the property is formally transferred to the new owner.

The downside of using a will is that the property will have to go through probate before your beneficiary can take ownership.This can be a time-consuming process, and your heirs will likely need to hire an attorney to navigate the legal complexities, resulting in additional costs and delays

Form a limited liability company (LLC)

If you own rental properties or real estate used for a business, you might consider transferring those properties into a limited liability company (LLC). An LLC provides liability protection, shielding your personal assets if someone were to sue over something that occurred on the property. An LLC may also provide tax benefits.

Once the LLC is created and funded with your real estate, you can leave the corporate shares to your beneficiaries in your will or trust. Upon your death, they will inherit ownership of the LLC and the real estate it holds.

Placing rental properties into an LLC also allows your beneficiaries to easily split ownership of the real estate after your passing. Rather than arguing over who gets which property, they will each own a percentage of the LLC. If one heir wants to be bought out, the others can purchase their corporate shares.

Put it in a trust

A Revocable Trust is often the preferred method for leaving real estate to your beneficiaries. Here’s how it works: You create the trust and name yourself as the trustee. Then you transfer ownership of your real estate into the trust by filing a new deed.

The core action involved in transferring real estate into a trust is to change the title of the property. Currently, you likely hold the title to your real estate holdings in your own name (or jointly with a spouse). To place it in a trust, you’ll need to retitle it in the name of the trust itself.

This retitling keeps the property out of probate upon your death. Instead of going through the probate process, the real estate will immediately pass on to your beneficiaries and be handled according to the instructions you’ve laid out in your trust documents. The trustee you’ve appointed will be responsible for managing the property and transferring it to your heirs as specified.

Trusts provide a great deal of flexibility and control over how your real estate is managed and distributed. You can specify that a property be sold immediately, held for a certain number of years or kept in the family for generations. You might stipulate that a beneficiary can live in a home rent-free or that rental income be used to pay for a grandchild’s college education.

It’s important to note that transferring real estate into a Revocable Trust does not remove it from your taxable estate. However, an Irrevocable Trust can be used to minimize estate taxes for high net worth individuals. Since irrevocable trusts cannot be easily changed once they are funded, they are usually used in conjunction with, not as a substitute for, a Revocable Trust.

Common concerns

Many people worry that retitling property into a trust will impact things like property taxes, insurance coverage or mortgage terms. Fortunately, in most cases, this is not an issue. The transfer does not constitute a sale or change in ownership, so property tax assessments and exclusions like Proposition 13 in California remain unaffected.

Similarly, your existing homeowners insurance policy and mortgage should remain valid and unchanged, although it’s prudent to notify your insurance provider and mortgage lender of the title change so they can update their records. At most, they may have you sign a trust rider agreement.

What married couples should consider

For married couples, there are two common options when it comes to placing real estate in a trust:

  1. Retitle the property to be owned 50% by each spouse’s individual trust. This allows each person to specify their own beneficiaries and terms for their half of the property.
  2. Create a joint trust and place full ownership of the property into that single trust. The couple will need to agree on beneficiaries and terms in the joint trust.

There are pros and cons to each approach that are worth discussing with an estate planning professional. If a couple opts for a joint trust, they should consider what will happen to the property if they divorce in the future.

What happens to real estate not placed in a trust?

Any real estate that you opt not to retitle—or simply forget to retitle—into your trust will have to go through the probate process before it can pass on to your heirs. Probate can be a lengthy and expensive process, and it makes the transfer of the property a matter of public record.

There are some alternatives to trusts that may still allow you to avoid probate for certain property (more on that below), but in general, if you do nothing, your real estate holdings will be subject to probate.

Recording the retitling with a deed

To officially transfer your real estate into a trust, you’ll record a new deed with your county recorder’s office showing the trust as the owner.

Typical deeds used for this purpose include grant deeds, warranty deeds or quitclaim deeds, depending on your location and situation. Your financial advisor or estate attorney can advise on the proper format. The deed will include a detailed legal description of the property being transferred.

Most counties no longer require you to obtain a physical copy of the new deed. Digital recordings are sufficient—you can typically complete the whole process online through your county recorder’s website.

Regional variances in requirements may apply. For instance, Massachusetts does not require you to provide a full copy of your trust agreement when transferring property. Instead, you record a separate trustee certificate along with the new deed.

Alternatives to trusts for passing on real estate

While placing real estate in a trust is an effective way to efficiently transfer it to heirs outside of probate, there are some alternative methods options.

Transfer on Death deeds

Some states allow you to set up a “Transfer on Death” (TOD) deed that automatically transfers ownership of a property to your designated beneficiary upon your death, without the need for a trust or probate.

The TOD deed lists your chosen beneficiary but doesn’t give them any ownership rights until your death. You can change the beneficiary at any time.

This can be a good option for people who only want to specify what happens to their property after death and aren’t concerned about the other benefits trusts provide during their lifetime. But if this is appealing, look into whether TOD deeds are valid in your state.

Life Estate deeds

With a life estate deed (sometimes called a “ladybird deed”), you grant yourself ownership of a property for the rest of your life, and then specify the person you want to inherit the property after you pass away.

This gives you the right to continue living in or renting out the property for your lifetime. Your named beneficiary (legally known as the “remainderman”) automatically inherits the property upon your death without the need for probate.

However, life estate deeds can create complications if you want to sell the property, since the remainderman also has an ownership interest and would need to agree to the sale. Additionally, depending on how long you live, it could impact the capital gains tax your heirs will owe when they eventually sell the property.

Making a property your primary residence for at least two out of five years prior to selling provides a significant capital gains tax exclusion—an advantage your heirs may not qualify for if they inherit through a life estate deed

Here’s a simple chart to help understand these different options:

Chart that details the different ways to manage real estate in an estate plan, including potential tax benefits and if it avoids probate

Advanced strategies for estate tax planning

While trusts and careful planning can help minimize taxes for most estates, individuals with large estates, valuable properties, or unique circumstances may benefit from advanced strategies. One such option is the Qualified Personal Residence Trust (QPRT), which offers specific tax advantages.

With a QPRT, you place your property into an Irrevocable Trust for a set length of time, while continuing to live in it. Once the term ends, the property transfers to your beneficiaries (usually your children).

The advantage is that the property is valued for gift tax purposes at the time it’s placed into the trust, not at its value when it eventually transfers. So a $2 million property placed in a 10-year QPRT might only count as a $1.2 million gift, reducing your taxable estate.

The catch is that if you die before the QPRT term ends, the property will revert back to your taxable estate. Planning based on your age, life expectancy, and desired length of stay is required. QPRTs also cannot be revoked if your circumstances change.

Especially for high net worth estates, it’s worth consulting with an experienced estate planning attorney to determine if a QPRT or similar advanced strategy might be advantageous for your situation.

Why financial advisors are key to estate planning

Real estate and taxation issues are complex, but financial advisors have the expertise to guide clients through the nuances of incorporating real estate into estate plans. By offering informed, actionable advice, they help clients clarify their goals, navigate options and achieve peace of mind.

Advisors can assist clients by:

  • Understanding their goals: Who should inherit their properties? Are there specific conditions or sentimental attachments to certain real estate?
  • Assessing their portfolio: What is the value of their real estate holdings? How do these assets fit into their broader financial and estate planning objectives?

With this clarity, advisors can recommend tailored strategies, such as creating a trust, forming an LLC for rental properties or how to approach advanced tax planning techniques like a Qualified Personal Residence Trust (QPRT).

Are you a wealth manager? See how you can start helping their clients with their estate plans and property assets. Book a demo today.

How Election Results Can Impact Estate Tax Strategies

In this episode, hosts Thomas Kopelman, Anne Rhodes, and David Haughton explore how recent election results could shape estate tax planning through 2025 and beyond. They emphasize the importance of flexibility in navigating uncertainty in tax laws and political environments. The discussion includes the potential sunset of the Tax Cuts and Jobs Act, why advisors must stay informed and adaptable and how to approach flexible planning for ultra-high-net-worth clients.

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For any questions, email us at [email protected].

What to Know About Putting Your Business in a Trust

As a business owner, you’ve poured your heart, soul, and countless hours into building your company. But have you taken the time to consider what will happen to your business if you become incapacitated or pass away? While it’s not the most comfortable topic to think about, properly planning future business ownership can help protect both your company’s future and your family’s financial security.

Whether you’re running a startup, managing a family business or hold equity in a private company, trusts can protect and transfer business interests that could be vital for their long-term success. Here’s how they work and what you need to know.

Why consider trust ownership for your business?

Many business owners default to keeping their business interests in their personal name, assuming they’ll deal with succession planning “later.”

But think about this scenario: You get sick, or have an accident, and are unable to continue to run your company. Who would make business decisions? While you might think a power of attorney would be enough, many financial institutions and business partners can reject or delay accepting power of attorney documents, especially if they don’t meet specific requirements.

A properly structured trust can create a more seamless transition of control, allowing your chosen trustee to step in and manage business affairs without disruption. This can be especially important if you are the sole owner or a key decision-maker.

Other reasons to consider a trust include:

  • Avoiding probate: When you pass away, assets held in your individual name typically must go through the probate process. This means your business details become public record, operations may face delays waiting for court approval and your estate could incur additional costs and administrative burdens. By transferring your business interests to a trust, you can bypass probate and ensure a smoother transition for your successors.
  • Succession planning: A trust allows you to specify exactly how you want your business to be managed and distributed upon your incapacity or death. You can name a successor trustee to oversee operations and provide detailed instructions for the eventual transfer of ownership to your chosen beneficiaries.
  • Asset protection: Depending on the type of trust and how it’s structured, placing your business in one may offer some degree of protection from creditors and lawsuits. This can be especially valuable if your company operates in a high-risk industry.
  • Estate tax planning: If your estate is likely to be subject to estate taxes, certain types of irrevocable trusts can be used to remove business assets from your taxable estate, potentially saving your heirs a significant tax bill.

Trusts can offer control and flexibility over your assets

One common misconception is that putting business interests in a trust means giving up control. In reality, trusts offer a way to maintain control while protecting assets and planning for succession.

For example, you might want your spouse to benefit financially from your business but prefer that operational decisions stay with your business partner. A trust can separate these economic and control rights, ensuring both goals are met.

Revocable vs. Irrevocable Trusts: What’s the difference?

When it comes to trust ownership of your business, you have two main options: Revocable Trusts and Irrevocable Trusts. Understanding the key differences can help you decide which type best serves your needs.

Revocable trusts

Also known as living trusts, revocable trusts can be modified or terminated by the grantor (the person who creates the trust) at any time. Here are the main features:

  • Flexibility: With a revocable trust, you maintain complete control over the assets and can change the trust terms, beneficiaries, or trustees whenever you wish. This can be ideal if your business is still in the early stages or you anticipate needing to adjust your plan over time.
  • Incapacity protection: If you become unable to manage your business due to illness or injury, your chosen successor trustee can seamlessly step in to handle day-to-day operations and major decisions per your instructions.
  • Probate avoidance: Assets held in a revocable trust bypass the probate process, allowing for a faster, private transfer of your business to your beneficiaries.

However, revocable trusts have some limitations. Because you retain control over the assets, a revocable trust does not provide any meaningful protection from creditors or lawsuits. Plus, assets in a revocable trust are still part of your taxable estate, so there are no estate tax advantages.

Irrevocable trusts

As the name suggests, an irrevocable trust is one that generally cannot be modified or revoked once it’s established. The grantor essentially relinquishes control of the assets to the trust. Key features include:

  • Asset protection: Since the assets are no longer under your ownership or control, an irrevocable trust can provide a barrier against creditors and litigation (assuming it’s properly structured and funded in advance of any claims).
  • Potential estate tax savings: Business interests placed in an irrevocable trust are generally removed from your taxable estate, which can be a powerful tool for reducing your estate tax liability.
  • Succession planning: Like a revocable trust, an irrevocable trust allows you to specify how your business should be managed and distributed to beneficiaries. The trustee is legally bound to follow these instructions.

The main drawbacks of irrevocable trusts are their inflexibility and loss of control. Once an irrevocable trust is set up and funded, you typically can’t modify the terms or take back control of the assets without beneficiary approval (and sometimes court approval). Additionally, placing a business in an irrevocable trust can result in the potential loss of a step-up basis at your death, which could result in higher capital gains taxes for your beneficiaries if, and when, they sell the business.

Transferring your business to an irrevocable trust also means giving up direct ownership and control, which can be a psychological hurdle for many entrepreneurs.

Key trust provisions business owners should consider

Regardless of whether you opt for a revocable or irrevocable trust, there are several key aspects your trust document should include if you’re a business owner:

Specific powers for managing the business

Your trust should explicitly authorize your trustee to continue operating the business, making investment decisions, hiring and firing employees, and taking other necessary actions to manage the company effectively. This helps ensure a smooth transition and continuity of operations.

Trustee succession plan

Name not only your initial successor trustee but also alternates in case your first choice is unable or unwilling to serve. Better yet, discuss the decision with your preferred trustee first to ensure they’re already willing and able to serve. You can also cConsider naming a professional fiduciary, such as a bank or trust company, if you’re not comfortable naming someone you know. Or you can name them as a backup to ensure there’s always someone qualified to manage the trust.

Beneficiary distribution instructions

Clearly outline how and when your business interests should be distributed to your beneficiaries. You might include provisions for the trustee to maintain ownership until certain milestones are reached, such as beneficiaries reaching a certain age or the business achieving specific goals.

Asset protection language

If creditor protection is a goal, your trust should include strong spendthrift provisions that restrict beneficiaries from pledging or encumbering their trust interests. This can help shield the business from beneficiaries’ personal liabilities.

Overriding the prudent investor rule

One often overlooked issue is the “prudent investor rule” that applies to trustees. This rule typically requires trustees to diversify investments and avoid concentrated positions. This could directly conflict with holding a controlling interest in a private business.

To address this, you may want to consider explicitly overriding the prudent investor rule in your trust document and grant the trustee power to maintain business interests. Without this provision, your trustee could actually be legally obligated to sell or diversify business holdings.

Dispute resolution procedures

Consider including mediation or arbitration clauses to resolve any disputes between trustees and beneficiaries outside of court, which can be costly and time-consuming.

One common challenge is balancing business operations with family financial needs, especially when family members aren’t involved in the business. One solution to this could be bifurcating trustee roles. Appoint one trustee (perhaps a business partner) to handle business operations and another (often a family member) to manage family financial matters.

Coordination with buy-sell agreement

If your business has multiple owners, ensure that your trust provisions align with any existing buy-sell agreements. Your trust should direct the trustee to carry out the terms of the buy-sell if triggered by your incapacity or death.

Considerations for specific business structures

The type of entity your business operates as can impact trust planning:

  • Corporations: If you own shares in a C-corporation or S-corporation, you’ll need to review the company’s bylaws and any shareholder agreements to ensure they permit trust ownership. S-corporation stock can only be held by certain types of trusts, so it’s a good idea to work with an attorney to structure your trust the right way.
  • Partnerships and LLCs: Review your partnership agreement or LLC operating agreement to see if it allows for trust ownership of shares. You may need to amend the agreement to accommodate your trust. Also, consider any restrictions on transfers of ownership and how they might impact your succession plan.
  • Sole proprietorships: While a sole proprietorship is not a separate legal entity, you can still use a trust to hold and transfer business assets like real estate, equipment, and intellectual property.

The advisor’s role in trust planning

If you’re considering trust ownership for your business, your financial advisor can be a valuable resource throughout the planning process. They can help you clarify your objectives for the business, both during your lifetime and after you’re gone. They can also guide you in prioritizing competing goals like maintaining control, minimizing taxes, and protecting assets.

With a deep understanding of your financial situation and estate planning needs, your advisor can help you weigh the pros and cons of different trust structures and determine whether a revocable or irrevocable trust (or a combination) is best suited for your circumstances.

Your advisor is often just one tool to have in your financial toolbox. They can serve as a point person to coordinate the work of your estate planning attorney, CPA, and other professionals involved in the planning process.

As your business and personal circumstances change over time, your advisor can help you review your trust plan to ensure it remains aligned with your goals.

Is a business trust right for you?

Placing your business interests in a trust can protect your company’s future, streamline your estate plan, and potentially minimize taxes. But it’s not a one-size-fits-all solution. The right approach depends on your specific goals, family situation, and business structure.

If you’re considering trust ownership for your business, start by meeting with your financial advisor. They can help you review your options and develop a plan that safeguards your legacy and ensures a smooth transition for your company when you’re no longer at the helm.

How to Leave Assets to Children & Minors

It’s important to take the time to decide how to leave your assets to your children, or other minors in your life. That’s the takeaway message from hosts Thomas Kopelman and Dave Haughton in this week’s Practical Planner episode, where they focus on the reasons for structuring how children receive assets but the considerations that go into it, such as their long-term motivation and well-being.

They dig into the reasons why leaving it outright may not be best, and why choosing a trust can be a valuable tool to plan for childrens’ financial future. The explore different options for structuring trusts, such as naming a trustee to manage distributions or staggering distributions based on age or yearly terms.

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