Gifting Strategies to Manage Unrealized Gains: Downstreaming and Upstreaming

Navigating the complexities of wealth management often involves strategic moves to optimize tax efficiency. Two such strategies, Downstreaming and Upstreaming, are approaches to managing unrealized gains by moving securities between generations.

Downstreaming: Passing unrealized gains to someone in a lower tax bracket

Gifting stocks with unrealized gains to people in lower tax brackets can be a thoughtful and potentially tax-efficient way to share wealth. The cost basis and acquisition date of the stock will carry over to the recipient. They will not owe taxes at the time of the gift but will owe taxes at the time of sale. However, since the recipient is in a lower bracket, the amount of taxes due could be lower.

For example, consider the hypothetical case of the Clampett family. They have amassed a large amount of wealth in the family’s oil business and live in Beverly Hills, California. The patriarch, Jed, has a combined Federal and State long term capital gain tax rate of 33%. Jed has a large amount of Clampett Oil stock with a zero-cost basis that currently has a market value of $100 per share.

He wants to support his nephew Jethro and his wife by giving them each an annual gift of $18,000. They live in Florida, have a household income of $80,000 and two children. Thus, an extra $36,000 annually would be a significant windfall.

If Jed sold Clampett Oil stock to raise cash for the gift, for each share sold he would realize $100 of long-term gains taxed at 33%. Thus, he would have to sell $53,731 of stock to transfer $36,000 of cash.

If Jed were to give Jethro and his wife shares of Clampett Oil totaling $36,000 market value and have them sell the shares instead, due to their income, living in Florida, and having two dependents, they would owe zero capital gains. Downstreaming the appreciated stock allowed Jed to avoid paying $17,731 in taxes to make his $36,000 gift.

An additional benefit for those who may be facing estate taxes is that these gifts help reduce the size of the giver’s taxable estate.

There are many common situations where it may be advantageous to use appreciated securities rather than cash:

  • Wealthy parents or grandparents helping their less-wealthy adult children or grandchildren with rent and other living expenses.
  • Helping extended family members who are living on fixed income or Social Security.
  • New college graduates, who commonly have income from only May to December of their graduation year.

It is essential to have a good understanding of both the giver and the receiver’s Federal, State, and Local taxes. In the example above, California has a high tax on capital gains, while Florida has none. If Jethro and his wife were residents of New York City rather than Florida, their Federal tax bracket would not change but they would have faced both New York State and City taxes when the shares were sold, thus decreasing the final amount of the total gift.

Your Crestwood team can help you identify situations where Downstreaming may make sense and work through each step of this process.

Upstreaming: Passing unrealized gains up one or more generations

In contrast to the gifting strategy above, Upstreaming is the practice of giving appreciated securities from a younger generation giver to an older generation receiver who then passes assets back to the younger party upon their passing.

The process works like this:

  1. A younger party who has significant unrealized gains makes a gift to the older party.
    • This can be in the form of recurring annual exclusion amount gifts ($18,000 in 2024) or as a larger amount in a single year (which requires the giver to file a gift tax return as this uses a portion of the giver’s lifetime exclusion amount.)
  2. After the gift is given, the older party updates his or her estate documents to bequeath the assets back to the younger giver or another party upon their passing.
    • If multiple family members are Upstreaming, a best practice is to create individual accounts to track each person’s gifts to simplify estate settlement.
  3. At death, the older party person’s assets receive a “step-up” in cost basis, meaning the cost for determining taxable gains is adjusted to the market price at the time of passing.
  4. The earmarked assets are then passed back to the younger party with the stepped-up basis.

This strategy works particularly well if the younger party would likely have estate taxes at their passing while the older recipient’s estate is below the lifetime estate tax exemption ($13.61 million in 2024).

Section 1014(e) of the tax code does place restrictions on how this process works, however they can be manageable by planning ahead:

  1. The older party must live beyond one year from the gift date OR
  2. The older party must bequest the appreciated asset to someone other than the original donor or their spouse

Failure to meet either requirement would result in the securities not receiving a step-up in basis.

Returning to the Clampett Oil family above, Jed’s mother-in-law Daisy is 80. Daisy owns her home but has no assets of her own. Jed’s daughter Elly has $6 million of Clampett Oil stock gifted to her by her father with the same zero cost basis. She has no other assets and thus would like to diversify her portfolio, but capital gains are an obstacle.

Using the Upstreaming technique:

  1. Elly transfers her $6 million of Clampett Oil to Daisy. Elly will need to file a gift tax return since this is over the $18,000 annual gift exclusion amount.
  2. Daisy updates her will and creates a new taxable account to hold the shares.
  3. Daisy passes away over a year later and in that time, Clampett Oil stock has increased in value from $100 to $120 per share.
  4. The cost basis of the Clampett Oil shares in the account for Elly is stepped up from zero to $120 per share.
  5. The executor follows through on the instructions in the will and distributes the shares back to Elly. Daisy’s other assets such as her home pass through her will normally.
  6. Elly is now free to sell the Clampett Oil shares and diversify without having to pay capital gains.

Managing Capital Gains is an Ongoing Process:  Start Planning Now

A small investment of time and planning today may lead to lower tax bills tomorrow. Whether you’re looking to support loved ones or safeguard your legacy, Downstreaming and Upstreaming strategies may offer tangible benefits. If you are interested in learning more about these and other strategies, please reach out to your Crestwood team.

 

 

 

 

 

 

 

The information contained in this document is provided by Crestwood Advisers Group, LLC (“Crestwood”) for general informational purposes only. For estate planning advice, consult with your team of advisers. Crestwood is not a law firm and does not provide legal advice. Crestwood is not a CPA firm and does not provide tax, audit, or attest services.

April Economic Update: Grounding Expectations in Reality

“The secret to happiness is having low expectations.” – Warren Buffett

We have written numerous times in the last six months about the disconnect between investor expectations of Fed rate cuts and the Fed’s own projections. In Q4 2023 when the Fed made clear they were holding off on further rate hikes and were expecting two cuts in 2024, investor expectations were for at least four. Earlier this year, when the Fed adjusted their projections to three possible cuts, investor expectations climbed further to a starry-eyed seven cuts.

February and March saw a reversal of these overly optimistic hopes, which was a welcome change.

Fed Chair Powell finally brought the message home to investors with an appearance on 60 Minutes in February, echoing the same talking points he and the Fed governors have shared for months. Two economic reports in February supported the Fed’s decision to delay: a hot January CPI report and higher than expected forecasted growth in nonfarm payrolls. In January, a steeper than expected decline in retail sales suggested that the Fed’s approach is working, albeit slowly. Last week, the San Francisco Fed updated the central bank’s favorite inflation gauge, the Personal Consumption Expenditures price index (PCE). The index rose 2.5% last month on an annual basis, still well above the Fed’s 2% target. Powell noted that this was “pretty much in line with our expectations” and cautioned investors again that the Fed is not in a rush to cut rates: “If we reduce rates too soon, there’s a chance that inflation would pop back and we’d have to come back in and that would be very disruptive.”

The message seems to be getting through. Investor expectations for the first rate cut shifted from March to June. In addition, the number of cuts expected is now in line with the Fed’s projections.

This removes a potential distraction for investors, who should accept two undeniable truths:

  • Forecasting the time it will take to curb inflation is an exercise in futility.
  • Progress will be made at a sluggish pace.

While we cannot predict when the Fed will cut rates, we can look at how the market has reacted after past rate hike cycles ended.

The chart below shows S&P 500 returns for the 12 months before and 24 months after the end of a rate hike cycle. The 12-month periods leading up to a final hike tend to have negative returns, while the periods following the final hike tend to fare much better. Our current hiking cycle is marked in red, and the hope is that we continue to see a return pattern similar to the 1994-95, 1983-84, and 1988-89 cycles.

Most importantly, historically, for long-term investors: S&P 500 returns for periods 3+ years following a final hike were healthy, with only the 1999-2000 hiking cycle showing negative returns 3 years out.

 

Capital Markets

In March, most major equity indices finished higher. The All-Country World Index (ACWI) was up +3.4%, the S&P 500 rose +3.4%, the EAFE gained +3.5% and Emerging market equities rose +2.5%. U.S. Small caps had another strong month, finishing up +4.2%. Bonds rose slightly by 0.76%. Treasuries were virtually unchanged for the month, with the 2-year yield at 4.6% and the 10-year yield at 4.2%.

 

 

Affirming your Financial Foundation for 2024

Following our January conversation about starting the year with strong financial health, we invite you to keep the momentum going with Crestwood Advisors. As your life and goals evolve, so should your financial strategy. Let’s take this opportunity to deepen our collaboration, ensuring your financial plans are as dynamic and forward-looking as you are.

Focus on What Matters to You:
• Thinking about a big purchase or investment? Let’s plan it together.
• Experiencing changes in your life priorities, like family or health? Your financial plan should reflect these.
• Considering adjustments in your family or living situation? We’re here to guide you.
• Approaching a significant birthday or milestone? Let’s make sure you’re prepared.

Strengthen Your Financial Base:
• Review your emergency fund to ensure it’s sufficient.
• Maximize your retirement contributions, based on this year’s limits.
• Explore the best tax strategies for your situation, including Roth contributions.
• Consider other savings options, like HSAs and brokerage accounts, for long-term benefits.

Family and Future Planning:
• Need help with family financial goals, like buying a home or saving for college? We can help.
• Estate planning is crucial, especially with changing tax laws. Let’s discuss how to best secure your legacy.

At Crestwood Advisors, we’re more than just advisors; we’re partners in your financial journey. Building on our earlier insights, we’re here to support, guide, and empower you as you navigate through 2024 and beyond. Whether you’re refining your goals, boosting your savings, or planning for your family’s future, we encourage you to reach out with any questions or for further discussion. Let’s work together to make this year one of growth, security, and financial well-being.

Crestwood Advisors Named to WealthManagement.com’s RIA Edge 100 List for 2024

Crestwood Advisors is pleased to announce it has been recognized by WealthManagement.com in its prestigious RIA Edge 100 list. This list showcases RIA firms reinvesting in their businesses, maintaining a high level of client service and achieving intentional growth.

As a growing advisory firm committed to client success, this acknowledgment underscores the team’s dedication to delivering exceptional wealth management services and guiding clients through their financial journeys.

Access the full ranking by clicking here. Crestwood did not pay a fee to appear on the published list.

Please view Crestwood Advisors’ list of important disclosures regarding awards and recognitions here.

 

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About Crestwood Advisors

Crestwood Advisors is an independent, fee-only, wealth management firm with over $5.3 billion in assets under management. Founded in 2003, Crestwood Advisors provides investment management with financial planning strategies to help high-net-worth individuals and families identify and prioritize their goals and build sustainable wealth so that they may enjoy more financially secure and purposeful lives. For more information, please visit https://www.crestwoodadvisors.com.

March Economic Update: Don’t Mix Politics and Investing

As we approach Election Day, investors are increasingly nervous about the outcome of the November Presidential election.  Political anxiety is high and rising as the country seems more divided than ever.

Fortunately, we have a long history of stock market returns which includes either government control by one political party or a divided government.  The below chart shows S&P 500 Index returns by calendar year dating back to the 1940s:

The main takeaway is that shifts in power between Republicans and Democrats show little effect on investment results. Market returns have been healthy during Republican (+12.9%), Democrat (+9.3%) and divided governments (+8.3%).  These positive outcomes are an important reminder that staying invested regardless of the outcome of elections is the wisest investment strategy. We understand that political angst is a concern, but we emphasize that the U.S. economy and stock market are driven by market fundamentals which so far this year are supportive of continued growth.

Capital Markets

In February, most major equity indices finished higher. The All-Country World Index (ACWI) was up +4.3%, the S&P 500 grew +5.3%, the EAFE gained +1.8% and Emerging market equities rose +4.8%. U.S. Small caps rebounded after a rough January, finishing up +5.7%. Bonds yields rose, pushing down returns for U.S. Bond Aggregate which fell -1.4%. Treasuries yields moved higher across the curve, with the 2-year yield reaching 4.57% and the 10-year yield at 4.19%.

January Economic Update: We’re not there yet, Goldilocks…

January reports on the labor markets and GDP continue to support our thesis that a “soft landing” is the most probable scenario. However, investors are impatient for the Fed to begin rate cuts and thus were again disappointed by recent strong economic data.

As we highlighted last month, we expect continued volatility around Fed rate expectations. Prior to the Fed meeting, investors expected a March rate cut. This dream was squashed by comments from Fed Chair Powell and Fed Governor Waller, who reiterated there was no reason to move quickly or cut rates meaningfully in March. While acknowledging the past six months of favorable inflation trends, Powell emphasized the necessity for additional data. Following Powell’s comments, market expectations shifted from the high chance of a rate cut in March, to a high chance that rates will remain unchanged. This allowed the Fed to leave their options open.

While the January FOMC meeting didn’t provide a clear signal on timing, all signs point to a Fed more likely to ease monetary policy in the coming months as we are seeing a mix of Hot numbers that need to fall and Cold numbers that need to rise.

What’s “Too Hot”?
• Headline CPI above the Fed’s 2-2.2% target.
• Q4 GDP increasing 3.3% annual rate exceeding expectations.
• Housing costs remain elevated and will take time to come down. In the interim, they provide a hard floor that keeps inflation from falling as rapidly as the Fed wants.
• Investor expectations for the Fed to cut rates quickly.

What’s “Too Cold”?
• Unemployment consistently trending below 4%, which suggests there remains too much potential for wage-based inflation pressure for the Fed to relax.

What’s “Just Right”?
• December Retail Sales were strong, which supports the case that the economy can sustain the current interest rate environment for a period.
• Delinquencies in mortgages remain at pre-pandemic levels.

Taken together, it appears that the Fed will cut rates, but we are not there yet.

It’s an election year! Is that Good News or Bad News for stocks?

Since 1928, stocks have performed slightly better in non-election years (+8.0%) than election years (+7.5%)1. While returns have not been markedly different, election years tend to have noticeably higher levels of volatility and intra-year drawdowns. Since 1980, the average election year had a peak-to-trough drawdown of 17% compared to a 13% drawdown in non-election years2. Thus, we should expect the market’s road to the White House to be lined with potholes, speed bumps, and detours. However, investors have historically benefited from staying the course.

1 & 2 Source: J.P. Morgan, 3 election year myths debunked, 1/19/24

Capital Markets

In January, the All-Country World Index (ACWI) was up 0.61%, the S&P 500 was up 1.68% and the EAFE was up 0.59%. Emerging market equities, lead lower by China, fell -4.64%. U.S. Small caps also pulled back, falling -3.89%, after rallying greater than 20% from November to December. Bonds were nearly flat, declining slightly by -0.27% for the month.

Treasuries yields moved slightly higher across the curve, with the 2-year yield reaching 4.46% and the 10-year yield at 4.16%.

2024 New Year Financial Health

Starting a new year is a great time to make sure your financial health is strong and secure. Tax season is just around the corner, but before it gets here, now is the time to review your financial plan, income, and goals.

Your stage of life will drive your financial priorities. Here are some key aspects of your financial life that should be important for you to reevaluate.

Under 40 – The Growth Phase:

For those who are working in your early careers, perhaps starting family, evaluating the purchase of your first home, and looking ahead, consider the following:

  • Short Term Goals – House purchase (mortgage), wedding, car, travel, further education, paying off or reducing debt
  • Income – New employment, increase in salary or bonus, stock options (vesting)
  • Savings – New target goals, emergency savings fund, 401(k) retirement contributions, IRA, Roth, employee benefits, other
  • Changes to marital or family status – considerations for filing in April, joint accounts, titling of assets
  • Receiving financial gifts – Do you have family considering annual gifts to you, funding 529 accounts, or assisting with a home purchase?

40-65 – The Prime Years:

For folks in your prime professional working years or just at a stage in life where you’re thinking more seriously about the timing of retirement, you’ve got a lot on your mind! You may be playing a more active role with aging parents, growing children, and everything in-between. Consider these points:

  • Goals – Timeline to retirement, second home, renovations, philanthropy, travel
  • Income – Employment changes, increase in salary or bonus, stock options (vesting), future grants
  • Savings – New target goals, HSA, 401(k) retirement contributions, IRAs, employee benefits
  • Family – Support for children, gifting, weddings, parental assistance, college funding, graduation
  • Cash Flow Needs – Portfolio income, liquidity requirements, HELOC, line of credit

65+ – The Golden Horizon:

For those of you in retirement or soon to be, you have a different perspective on life than when you were younger. Consider the following:

  • Cash Flow Needs – Annual liquidity requirements, anticipated expenses from portfolio, larger expenditures (family vacation, etc.), withdrawal rate
  • Income Replacement – Develop income strategy, Social Security benefits, RMD’s, pensions, rental income, annuities, rollover options, etc.
  • Family – Support for adult children, gifting, weddings, parental assistance, estate plans, college funding, graduation
  • Time – What is keeping you occupied during retirement? New hobbies? Luxury travel?

Keeping Your Financial Health Strong

As you review your financial picture, remember that a well-thought-out plan is key to long-term success. We’re committed to helping you navigate the complexities of financial planning, ensuring you’re well-equipped to make informed decisions throughout 2024 and beyond. With a healthy plan in place, you’ll be able to enjoy the entire year just a bit more relaxed and confident, knowing you have a strong financial foundation underneath it all.

Here’s to a year filled with prosperity, wise investments, and financial peace of mind!