Here are some strategies to diversify highly appreciated stocks:
- Hold them until you die and get a step up in basis for your heirs
- Donate them to charity or your DAF
- Use a CRUT for current or future income
- Hedge via put options or collaring (will get expensive if everyone is doing it)
- Tax Loss Harvest like crazy (hard to do in an extended up market)
- Bite the bullet and sell some now and the rest later – taxes be damned
- Sell yearly up to the optimal capital gains bracket
- Lose out on Oil and Gas, Opportunity Zones and/or Conservation Easements in order to get a deduction
- Sell on a year you otherwise have a large deduction
What are the tax benefits of giving stock as a gift?
The donor may also benefit from no capital gains or net investment income tax on their gift of appreciated stock. This can reduce the “gift cost” by as much as 24% when compared to giving cash. Furthermore, any continued growth of those appreciated shares within the DAF will be tax-free.
Should you gift appreciated stock to a family member?
Brett Koeppel, CFP and founder of Eudaimonia Wealth in Buffalo, New York, says: “Gifting appreciated stock to a family member instead of simply giving cash can be a win-win for both clients and their family. This allows the client to avoid potential long-term capital gain taxes that they could owe on that position in the future.”
How do I gift shares of stock to a client?
The gift would typically be made with an electronic transfer from your client’s account to the account of the recipient of the shares. In general, the rules for gifting shares of stock discussed here will also apply to gifting ETFs and mutual funds. Gifts of stock can be made in lieu of giving cash.
Why can’t I give my stock to a charity?
The first issue is that some charitable organizations may not have the capability or understanding on how to accept a gift of stock and how to liquidate it. Using a donor advised fund (DAF) at American Endowment Foundation gives you a tool whereby your appreciated stock can be gifted into the fund and held in that format.

Can you donate appreciated stock?
You can give more By donating stock that has appreciated for more than a year, you are actually giving 20 percent more than if you sold the stock and then made a cash donation. The reason is simple: avoiding capital gains taxes. The maximum federal capital gains tax rate is 20 percent on long-term holdings.
How do I report a gift of appreciated stock?
Filling Out Your Tax Forms: Form 8283The name and the address of the organization you donated to.Description of the donated property (the number of shares and the name of the company).Date of contribution.The fair market value of the property (market value).The method used to determine the fair market value.More items...•
Should I donate cash or appreciated stock?
1. Giving appreciated stock you've held for more than a year is better than giving cash. If you donate stock that has increased in value since you bought it more than a year ago – and if you itemize deductions -- you can take a charitable deduction for the stock's fair market value on the day you give it away.
How are gifts of appreciated stock taxed?
The value of your stock gift is also a major caveat. The IRS allows you to give away $15,000 tax free per year, per person for 2021, increasing to $16,000 in 2022. The same holds true for stocks, if you're gifting more that $15,000 worth to one person, as the donor, you may be subject to a gift tax.
Do you pay capital gains tax on gifted shares?
The recipient of a gift does not pay tax on any gift valued at $11,000 or less, no matter if it is a boat, car, cash, or stock. This means you don't owe taxes at the time of the gift of the stock.
How do you value a gift of stock to a charity?
Calculate the Value of Your Donation For example, if the highest selling price for a share was $11, and the lowest $9, the average price is $10. You get the average price by adding $11 and $9 and dividing the sum by 2.
How do I donate stock to my church?
How to donate stock to charity: A step-by-step guideCapital gains tax. ... Income tax deductions. ... Decide which shares of stock you want to donate. ... Obtain your nonprofit's account information. ... Fill out the appropriate stock donation forms and send them to your brokerage.More items...•
What is the 30% AGI rule?
Limitations on Deductions Contributions to certain private foundations, veterans organizations, fraternal societies, and cemetery organizations are limited to 30 percent adjusted gross income (computed without regard to net operating loss carrybacks), however.
Can I gift money to avoid capital gains?
If you don't want to pay 15% or 20% in capital gains taxes, give the appreciated assets to someone who doesn't have to pay as high a rate. The IRS allows taxpayers to gift up to $16,000 per person (a couple filing jointly can gift up to $32,000), per year without needing to file a gift tax return.
How do you calculate capital gains on gifted stock?
The cost basis of stock you received as a gift ("gifted stock") is determined by the giver's original cost basis and the fair market value (FMV) of the stock at the time you received the gift. If the FMV when you received the gift was more the original cost basis, use the original cost basis when you sell.
Can I gift my stocks to my son?
Buying stock for someone else It is relatively simple for parents to purchase stocks for their children. To do so, parents need to set up a custodial brokerage account — often called a UTMA (Uniform Transfers to Minors Act) or UGMA (Uniform Gift to Minors Act) account —for their children or another minor in their care.
How long can you deduct appreciated stock?
Some rules apply depending upon how long you’ve owned the appreciated stock in question: Less than a year: If the stock has been owned by you for less than a year, your deduction is limited to the cost basis (what you paid for the stock) not the current market value.
What does 100% mean in stock valuation?
A measure of 100% would indicate that American stocks are fairly valued. The higher that number is over 100%, the greater that the stock market is over-valued.
Can you deduct stock held over a year?
More than a year: Stock held over a year can be deducted at its current fair market value on the date it is gifted. The IRS does mandate some limitations. Deductions for appreciated stock is limited up to 30% of adjusted gross income (AGI) in the year of the donation, with a 5-year carry-forward for unused deductions.
Indy4Life
I have a client that in in his 70’s and has about $120,000 worth of highly appreciated shares of a local company. The basis is just about zero. He does not need this money for himself. He has 5 grandkids and wants to help them with college. All the grandkids are between 3 and 12 years old.
anonymous
Be careful. Is the client in good health? If he dies, and still owns the stock, his heirs will own the stock with a stepped up basis and can sell the stock with no gain.
Indy4Life
Thanks for the post. I realize the tax advantages if he dies with the stock and how it steps up. His estate is under $2MM, probably closer to $1MM. It's titled joint now with his wife, I guess we could put it just in his name with a TOD agreement so it would get passed on to grandkids with a step up after his death and not him and his wife's death.
anonymous
I dont know if the position is big enough, because I’ve never done it, but ask your broker dealer if they do custom strategies, if so they could create a collar, if their are no publicly traded options on the stock.
EDJ4now
If the money goes to an UGMA and then to a 529, it is still considered the child's money (it's technically illegal to open a 529 with UGMA money and not label it properly, whether you get caught is another question). This leaves the 529 owned by the UGMA, which presents 2 problems. 1.
advisorman
What is wrong with the grandparent just funding the 529s directly? He can gift directly into the 529s so there is no tax issue and can gift up to 5 times the yearly gift limit or $60,000 per 529. Please correct if I am wrong.
Indy4Life
That was my first thought. However, if he gifts direct to the 529's he would have to sell the shares first in his name and pay all the cap gains. If he gifts to the UGMA's then the gain will be split 5 ways between his children/grandchildren and the first couple thousand of each gain would be exempt from taxation.
What If You Lost It All?
What if your highly appreciated stock went to zero? What if you lost it all?
Specific Strategies for Highly Appreciated Stocks
Given the high standard deduction, it is best to bunch charity into every other year (or less). Giving away your highly appreciated stock to charity is a great way to re-set the basis. Consider a Donor Advised Fund (DAF).
The Tides and Highly Appreciated Stock Strategies
Finally, let’s get to the tides of investing; the tides of a prolonged bull market.
What happens if you give $1,000 in stock?
But if you gave $1,000 in stock instead, there’s no tax consequence for you because you’re not realizing any of the gains, and the charity won’t pay taxes when it sells the stock since it's a tax-exempt entity . What’s more, you may be able to claim a fair market value charitable deduction on that donation.
How to get kids started in stocks?
One of the simplest ways to get your kids started in stocks is to set up a custodial brokerage account. You’ll be able to transfer existing shares of stock, mutual funds or other securities from your account to the custodial account, or buy specific securities directly within the custodial account.
What happens if you sell stock?
If you were to sell it, you would pay taxes on the gain. Assuming it’s long-term, you might pay 15%," he says. But instead of selling the stock, you could give it as a gift, transferring the gains to the recipient. "The person who received the stock now has that appreciated stock.
How much can you gift a year?
The IRS allows you to gift up to $15,000 per year, per person — including stock. This $15,000 limit isn't bound by familial or marital ties. So technically, you could give $15,000 in stock to all of your children, grandchildren, in-laws, friends and neighbors each year. (Learn more about gift taxes.)
Does NerdWallet provide investment advice?
They are not intended to provide investment advice. NerdWallet does not and cannot guarantee the accuracy or applicability of any information in regard to your individual circumstances.
Is gifting stocks a tax advantage?
And if you’re giving stocks you already own, there could be a tax advantage for you. According to Karl Schwartz, a certified public accountant and principal at Team Hewins in Boca Raton, Florida, from a tax perspective, gifting is a smart way to transfer an appreciated stock.
What is the basic idea of a charitable fund?
The basic idea, as the name implies, is to donate (appreciated) investments to a charity (or more commonly, a donor-advised fund ), and then replace the investments by buying them back with “outside” dollars – most commonly, the dollars that would have been used for charitable giving anyway. Example 3.
Does David have to sell everything?
Thus, David doesn’t necessarily have to sell everything (and trigger all the capital gains) immediately, but at least agrees that if/when/as small caps continue to rise, that he can begin to reduce his exposure, while not immediately absorbing the entire shock of the capital gains.
How much does Stanley's stock face in taxes?
Now his highly appreciated stock faces almost $1.2 million in capital gains taxes if he decides to sell.
Can you avoid paying capital gains?
For most of us, one of the other 13 ways to avoid paying capital gains is superior. However, exchange funds can provide investors with one highly appreciated security a way to trade it for an equivalently valued but more diversified portfolio.
Can a stock exchange be liquidated?
Stock exchanges achieve the goal of diversification without capital gains tax, not liquidation. With the stock exchange, Stanley would be able to diversify his investments while delaying the realization of any capital gains.
Can you diversify your portfolio without paying capital gains tax?
With a stock exchange , stockholders can diversify their portfolios without paying any capital gains tax. Consider Stanley, an investor with $5 million in a single publicly traded company. Stanley's grandfather started the company and then brought the company public, giving him the lowest basis possible.
Can you transfer stocks to family members upon death?
Transferring Upon Death. Stocks can be gifted to family members upon the client’s death . If they are held in a taxable brokerage account, this can be accomplished via the client’s will, a transfer on death designation in a brokerage account, via a beneficiary designation in a trust if the securities are held there, or via an inherited IRA, ...
Can you gift appreciated stock to grandchildren?
In general, gifting shares of appreciated stock to children and grandchildren can make a good deal of sense for your clients. As mentioned previously, one potential benefit for your clients may surround gifting low basis, highly appreciated shares to a child or grandchild who is in a lower tax bracket.
Is gifting stock taxed?
At the time the stock is gifted to a family member, there are no tax implications. However, there are some points for your clients to keep in mind. When gifting stock to a relative, there is no tax impact for the donor or the relative receiving the shares. If the value of the gift is within the annual gifting limits, ...
Can a family member sell stock with less tax liability?
Koeppel adds: “If the family member is in a lower tax bracket and needs to access the funds, they’ll be able to sell the stock with less tax liability. This strategy is particularly effective when giving to parents who may have a lower income, or to adult children who haven’t yet reached their peak earning years.”.
Do you have to file a tax return if you have a gift?
If the value of the gift is within the annual gifting limits, there is nothing for the donor to file. If the gift exceeds that amount, they would have to file an estate and gift tax return, but again, there would be no tax implications unless the gift exceeded their lifetime gift and estate tax exemption. There are potential tax implications ...
