The Seven Worst Assets to Leave Your Kids or Grandkids

1. Timeshares

A timeshare is a long-term contract where you agree to rent out an annual trip to a resort or vacation property. These contracts last decades, sometimes for life, and are notoriously difficult to get out of. Even if you love your timeshare, think it’s a great deal and have had plenty of amazing memories, be very cautious about leaving it to the next generation.

“If you pass away and your kids inherit the timeshare, they’ll be on the hook for the ongoing — and ever-increasing — contract costs,” said Carbone. “Some sellers even encourage buyers to put their young family members on the deed when they sign up for that very reason.”

That’s a bad idea, Carbone said, and he advised that the decision should be left to the kids — after your death — whether they want to take over the contract. They can refuse to accept at this point, even if your will left them the property, by making a formal disclaimer of the timeshare. During probate, they will need to send a written document to the executor of your estate and to the timeshare company saying they do not accept the property.

If your heirs are on the fence, Carbone warned, they must be very cautious not to use the property after you’re gone, such as a last memorial trip, because this could prevent an effective disclaimer or count as taking over the timeshare contract.

If your family has decided they don’t want to inherit the timeshare and you no longer want it, you can try to get rid of it while you’re alive. How difficult this will be depends on the company. Some will simply buy you out and take it back. If not, you could also try to sell the contract to someone else or work with a timeshare exit company that specializes in getting people out of these arrangements. 

Don’t try to hold out for much, advised T. Eric Reich, a Kiplinger contributor and president of Reich Asset Management. He noted that there are also companies that resell timeshares. “I tell clients to sell it for basically nothing if they have to, just to get rid of it.”

If you simply decide to abandon your timeshare, the company might send letters threatening legal action, but in Carbone’s experience, they usually don’t follow through. “Most companies will not take legal action against elderly customers if the timeshare is paid off, and most elderly customers won’t be concerned about damage to their credit rating.”

2. Potentially valuable collectibles

Whether it’s gold coins, a rare stamp collection or a fine piece of artwork, there’s something special about seeing your wealth in a beautiful physical form and then imagining handing it off to your loved ones so they can enjoy it too. Another advantage of leaving collectibles as an inheritance is it can help with taxes.

The capital gains tax rate on collectibles can go up to 28%, significantly higher than the maximum 20% long-term gains rate on other investments. When you die, your heirs receive a step-up-in-basis, meaning when they sell they receive tax-free what the collectible was worth on the day you die.

Still, there are some substantial risks to leaving valuable collectibles as an inheritance. First, there’s a much higher chance that your heirs could overlook or lose these valuable assets, especially if you’ve hidden them. “If you’ve sewn diamonds in the couch cushions, you better let your heirs know so they don’t toss them out in a yard sale,” said Carbone.

Another problem with collectibles is that they’re tougher to value. It’s not like a bank or brokerage account where your heirs can just see the balance. Instead, they’ll need to go to a dealer and if they meet up with the wrong person, they can be taken for a ride. You may also have items in your home you don't know are worth big bucks, like these ten old things in your home that can be worth a fortune.

Romero shared a story where he got caught off-guard. “A client who passed away was a musician and had a collection of violins. I took a particularly impressive one in thinking it might have value. The dealer said the violin itself was worthless, but the bow? $20,000.”

If you do have any valuable collectibles, be sure to let your heirs know where they are, what they’re worth (appraisals are best, but a rough estimate will do) and suggest dealers they should work with after you’re gone.

3. Guns

Guns can present considerable problems as inheritances. They aren’t the kind of property you can just hand over to another person without, in certain cases, the proper registration or permit. The rules vary significantly depending on your state of residence and the type of firearm.

For example, in New York, when someone dies, their executor can possess their guns for up to 15 days without incurring criminal liability, a very short window, Carbone said. “At this point, the will probably hasn’t even gone through probate yet.” 

What usually happens is the heirs or the executor will call the police to inventory and store the guns for up to a year during probate. The heirs can’t legally transport the guns themselves, so the police must come pick them up. If certain firearms, like fully automatic weapons and short-barreled rifles or shotguns, were not properly registered during the decedent’s lifetime, they can’t be registered after the fact or passed down to the heirs and will have to be abandoned.

If you’d like your kids or other family members to inherit guns, start that planning as soon as possible. The heir may need to set up the proper firearm permits for themselves to accept the property. You can check out gun laws by state through the Giffords Law Center to Prevent Gun Violence or the National Rifle Association Institute for Legislative Action.

You could also work with a gun dealer so they could store your guns and then sell them after you pass away. The key is to plan early so you avoid a scenario where you’ve left guns in your car trunk or garage. That can complicate matters for your heirs. Not to mention, it's a safety risk.

4. Operating businesses

Most business owners spend a good bit of time on their succession plans. But not all. You may have neglected planning the succession of your family business, assuming it can be passed on like a brokerage account or classic car. Bad idea, advised Connecticut attorney Marissa Dungey, a partner in Dungey Dougherty.

“It can be difficult for founders to let go,” Dungey acknowledged. But, “if they don’t, a business will often lose value and may even collapse in the wake of the founder’s death.”

If your family members can’t realistically be expected to carry on the business, she said, “It’s advisable to plan for the sale while the founder is alive and can provide the hands-on transition that’s important for the continued success of the business that will maximize the sale price.”

If you have partners in the business, you should have a “buy-sell or shareholders agreement to address what happens on the death of a partner,” Dungey added. “These are negotiated between business partners … often providing for an orderly buy-out funded at least in part from life insurance” upon the death of an owner.

But even if family members do seem likely to take over the business, that’s not the end of the conversation. “That does not necessarily avoid conflict,” Dungey said, “especially where some but not all family members are in the business and it is the predominant asset. There is an inherent conflict for those in the business who are compensated and may want to grow the business, and those who are passive owners and want to monetize.”

The bottom line, Dungey said, is that “planning ahead to address the issue can mitigate conflict.” 

5. Vacation properties

Inherited vacation properties are another potential financial and emotional landmine, especially if you’re leaving one to multiple family members. “Kids behave when the parents are still alive, but once they’re gone, that’s when the fighting really starts,” said Carbone. “I’ve seen siblings stop speaking to each other due to fights over an inherited vacation property.”

Disagreements can pop up over how often each can use the property, who owes what for the repairs, whether they should sell, and whether they should buy one of them out and at what value, especially if one heir lives far away and doesn’t want their share.

Even if everyone is on good terms, a vacation property does come with considerable expenses like maintenance, property taxes, insurance and any remaining mortgage. These costs could outweigh the value of the vacation property to your heirs. This is especially true if you’re leaving behind undeveloped land where they still need to build a home or a property with environmental problems, like a spill from an oil tank, or if you're leaving behind a property in a location prone to natural disasters.

If you have a vacation home, start the inheritance discussion early with your heirs. Do they even want the property? If they want it, can you get them to agree on the terms? You could put together and have them sign a written co-tenancy after death agreement, which would legally lay out the rights and responsibilities of each heir after they take ownership of the property when you pass away.

Dungey suggested leaving liquid assets to pay the ongoing costs associated with keeping the vacation property “so that no one is required to chip in. While this does not address all potential conflicts among family members, it helps when no one has to come out of pocket to keep a property they are not using.”

This could include HOA fees, taxes, insurance and maintenance costs, including landscaping while no one is using the property.

If it’s starting to look complicated and they can’t agree, the solution may be to sell. Yes, you’d owe capital gains taxes on any appreciation (because it's not your primary residence), but that could be a worthwhile investment to avoid a big fight.

6. Any physical property (especially with sentimental value)

Fights don’t just happen over rare and valuable collectibles. When it comes to family arguments, Romero finds they can happen with any type of physical property. Household and personal items can carry more sentimental value than money, which adds more emotion to disagreements. They’re also harder to divide. “Let’s say there are three kids,” Romero asked. “Who's going to end up with Mom’s wedding ring?”

Another problem with physical property is that it’s harder to tell what it’s worth. For jewelry and antiques, Romero finds that people tend to overestimate what they’re leaving behind, perhaps building up unreasonable expectations. “Jewelry is usually very expensive to buy but loses its value quickly when you try to sell.” He also noted that antiques aren’t as popular as they used to be.

On the other hand, certain items might be unexpectedly worth a lot. He had another client with a wardrobe full of women’s designer suits that they were able to sell for a considerable amount. If Romero hadn’t thought to check, they may have just given everything away to Goodwill.

To avoid trouble, start planning out your physical property ahead of time. Make it clear who will receive what to prevent arguments. If possible, try selling what you don’t need while alive. That way you’ll be leaving more of the simplest, most effective inheritance of all: cash.

How to ensure your will is appreciated

So you don’t want your beneficiaries to feel they’ve been given a turkey. How can you avoid that? You’re leaving all this stuff and no one really wants to talk about death. Reich said you really should talk about this stuff to avoid compounding your loved ones’ grief when you’re gone.

“The best advice I can give is for the owners of any property they might want to pass on to their heirs is to have an honest conversation about it first,” he said. “Many times, the heirs will express that they simply don’t want the property and in those cases, the owner should sell it while they are still alive.”

Dungey has some additional suggestions.

For one thing, reconsider selling your assets while you’re alive, she said.

“Rather than selling an asset during lifetime and triggering capital gain, where an asset is to be sold rather than inherited, in the interest of family harmony, I recommend including a direction to the executor or trustee to sell the asset in the course of the estate administration,” she said. “The property would benefit from the step-up in tax basis on the owner’s death, and directing the sale will allow the costs of sale to be administration expenses that may be tax deductible.”

She also suggested you anticipate disputes over the value of some property, noting that estate values are different from insurance values, which, of course, are different from sentimental value.

“In addition,” she said, “a non-cash asset is not going to have the practical value of the equivalent cash amount. I advise executors to get an appraisal for estate tax purposes from a reputable appraiser with experience valuing the type of asset.”

Finally, look beyond the specific terms of your will. “Leaving a letter of wishes can be very helpful in reducing conflict because loved ones are likely to honor a decedent’s wishes,” Dungey said. “In my experience, while beneficiaries may not want a particular asset, they do want the value associated with it and so are unlikely to walk away unless the asset is underwater or the costs of ownership exceed the sale value (e.g. a timeshare).”

What to do if you inherit something you don’t want

Let’s say you’re the unlucky heir of someone who didn’t take this advice. Now you’ve got a timeshare in a place you’ll never visit, the German army pistol grandpa got in Europe or Great Aunt Louise’s Bösendorfer (and you live in an apartment and don’t even play piano.) You don't even have a yard big enough for Grandpa’s strangely valuable assortment of garden gnomes.

Do you have to accept your unwanted inheritance?

Well no, although your refusal may create a headache for the executor of the estate. You could refuse an inheritance, also known as disclaiming it. Dungey said disclaiming “would cause the property to pass to the next taker in line and does not relieve the executor of the asset if probate has been initiated.”

Consequently, a “comprehensive will should give the executor the power to abandon any estate property, including the power to abstain from payment of associated fees and letting property be foreclosed upon or sold for nominal consideration.”

Reich said his advice “depends on the property, but in the past, I have had clients try to donate the asset in the case of property and in some cases, even collectibles. I try to get them to sell the collection as a whole to a dealer if possible.”

Reich pointed out that the price the collection fetches from a dealer “will be far less than the actual retail value.” But the seller would avoid the hassle of selling off each piece individually, especially if they’re not experts in the worth of the items.

Related Content

• How to Help Your Kids Inherit More Than Just Your Money
• Are Your Kids Ready to Inherit Your Wealth?
• 10 Financial Situations Where You Might Want to Consult a Professional

7. Cryptocurrency

If you are a Crypto enthusiast, you may think passing along these holdings to your heirs is a good idea. However, if you die without a will or fail to give your heirs instructions on accessing these holdings, they may be lost forever. Vanished. Forever lost. Decrypt alleges around 20% of the current Bitcoin supply — worth a small fortune — might be permanently lost. 

Additionally, the IRS does not treat cryptocurrency like cash, so the process of inheriting crypto can be more complex. That’s because the government views crypto as digital assets and, more specifically, personal property, similar to stocks or tangible property. For this reason, your crypto holdings may be subject to capital gains taxes. 

For instance, when the designated heirs of your crypto exchange them for currency or use the tokens as a payment method, it will often trigger a tax event. When that happens, they may need to calculate capital gains or losses. Crypto is also subject to different transfer and estate taxes. On the other hand, if you give crypto as a gift, it isn’t recognized as income until it's sold or exchanged.