Year-end tax planning 2025

This post is long and involves many issues, not all of which will apply to you, so use the headings to find the ones that fit your situation. 

Tax planning overview – know the changes and know how to respond

First, impact of the new tax law:  the One Big Beautiful Bill (“OBBB”) made many of the Tax Cut and Jobs Act (“TCJA”) changes permanent while ending energy credits, allowing for deduction of some tips and overtime, and adding new accounts.  See our post on the new law for more on the new law.  Along with the new law, the Administration is banning the Treasury from sending or receiving checks (see below).  If you have not set up an online account with the IRS, please consider doing so. 

Second, be practical:  start with reviewing what items you are able to change – for example, paying real estate taxes in one year may be better than another, but that is very hard to accomplish if you have an escrow with your mortgage payments.  On the other hand, you may be able to incur medical expenses all in one year, so you exceed the limit and are able to deduct a portion. 

You can also bunch some items from two or more years to be deducted all in one year, such as charitable donations.  If you don’t want the charity to have a large amount all at once, give to a donor-advised fund (“DAF”) for the deduction and then dole out from the DAF over time to the charity. 

Third – your two-year goal: the goal is to reduce the total tax for the two years combined.  For example, while many may want to delay income, some may benefit from increasing 2025 income.  One way to increase income that we have discussed before is a Roth conversion – see below.

Review the tax changes

Some changes require no planning or response from you:  OBBB locked in tax rates, increased the standard deduction and child credit, and allowed more for child care.

Others require planning:  The SALT limit went from $10,000 to $40,000.  Seniors get a $6,000 deduction to offset taxes on social security.  A deduction is allowed for tips and overtime for some workers.  Up to $10,000 of interest on new auto, SUV, truck and motorcycle loans can be deducted if you have US final assembly. 

Clean-energy credits for EVs have ended and will end for residences. 

High income itemizes have to address the stealth tax again – the deductions are limited to the 35% rate (rather than allow the full 37%).

Next year:  new for 2026, there is an above-the-line charitable deduction up to $1,000 per person.  However, itemizers can deduct only to the extent the donations exceed .5% of income.  And donations to qualifying scholarship organizations receive a tax credit up to $1,700. 

The employer provided account for dependent care increases from $5,000 to $7,500.

OBBB implementation – with IRS cutbacks and government shutdown, the full implementation of the changes for 2025 filing will delay forms and filing.  For example, providing for the tip and overtime deductions requires revamping form 1040 with new Schedule 1-A. 

Strategic considerations

SALT deductions:  The limit on state and local taxes, or SALT, has increased but so has the standard deduction, making planning for bunching deductions complicated when you review the SALT portion of your itemized deduction strategy.  Bunching real estate tax or estimated payments may help max your SALT deduction.  

Retirement plans:  The age for required minimum distributions (RMDs) is now 73, so taxpayers turning 73 in 2025 have until April 1, 2026 to take their first RMD, calculated on your December 31, 2024, balance.  Tax planning on this is crucial, as taking the RMD before 2026 may result in a lower total tax for 2025 and 2026 as you have the 2026 RMD due in 2026.  If you wait, you have two RMDs in 2026, which could push you into a higher tax bracket.  

Charities:  For charitable giving, see if you can donate appreciated assets directly and avoid the capital gains tax.  Also, if you are considering a qualified charitable distribution (QCD), up to $108,000 in 2025 and expected to be $115,000 in 2026 counts for your RMD (but not to a DAF).  Also, you can make a one-time contribution to $53,000 to a charitable remainder annuity trust, charitable remainder unitrust or a charitable gift annuity. 

Estates:  As noted in a prior post, the annual exclusion for gifting is now $19,000 and it will remain $19,000 next year.  If you have plans to transfer wealth, keep this in mind.  See more on estate planning below.  

Some ways to shift income:

  • Roth Conversion – One way to increase income now, avoiding future income, is to convert part of an IRA to a Roth IRA, converting from taxable to non-taxable distributions in the future.  Decide on the amount to convert by projecting the impact of the conversion on your marginal tax rate.  Converting to a Roth also saves you from required minimum distributions in future years (but non-spouse beneficiaries still face the 10-year clean-out we discussed before as part of the SECURE Act). 
  • Back-Door Roth – Along with converting, the “back-door Roth” is still available, so you can put more retirement funds aside with no tax on future distributions.  That is, for those who cannot contribute to a Roth due to income limits, they may be able to contribute to a non-deductible IRA and then convert that IRA to a Roth IRA. 
  • Move income and deductions – Other ways to shift income include billing more in 2025 or delaying to 2026 for your S Corp., LLC or partnership, exercising stock options, and selling ESPP shares.  Businesses can buy vehicles and other capital assets for bonus depreciation write-offs in 2025.
  • Capital gains – You probably do not want to accelerate capital gains, as they may be taxed lower rates in future years.  You can utilize tax-loss harvesting to shelter gains already realized for 2025 by identifying any losses and realizing them in 2025.  If you want to buy back these securities, watch out for the wash-sale rules.  And be sure not to use assets with a loss for charitable donations or buy new funds just before dividend distributions!

More considerations – check the details:

Declare Crypto – If you had any crypto currency transactions during the year, selling, buying or receiving, be sure to declare on your federal 1040 filing.

Unemployment tax – Remember, unemployment benefits are fully taxable, so be sure you withheld taxes or pay estimates. 

IT PIN – If you are concerned about identity theft, consider obtaining an IT PIN as discussed in our post on IRS scams.

  • Note: the reduction in funding for the IRS is predicted to result in delays in processing refunds and paper returns and is expected to encourage more fraud.   

No more payments or refunds by check – the IRS announced this:

Executive order prohibiting the U.S. Treasury Department (Treasury) from accepting paper checks as tax payments or issuing checks for tax refunds … The E.O. also requires that all payments to the federal government (e.g., taxes, fees, fines, and loan repayments) be processed electronically as soon as practicable.

Flex accounts – Check to see if you have any flex account balances that expire that can still be used.  And consider HSA contributions.

Qualified plans and IRAs – Make sure to max-out on your 401(k) and other plans and make an IRA contribution if you can. 

Before you finish, check withholdings and estimates paid – Especially if you increase income in 2025, review your total paid to the IRS and state via withholdings and estimates to be sure that you meet the safe harbor rules.  If not, you could owe interest for under-withholding.

And remember your estate plan

While you review your taxes, review your estate plan as well.  The federal gift and estate tax credit  rises to $15 million for 2026, and may go up further.  As noted above, the annual gift tax exclusion will remains at $19,000 next year. 

If you have excess wealth, you may want to gift while you can, especially if you want to use certain trusts, like a GRAT or QPRT.  However, if you are well below the credit level, you may want to focus on the step up in basis rather than estate tax avoidance.  See our post on using the step up in basis.  And for more on estate planning updates, see our estate planning checkup post

  • If you do review your estate plan documents, also review beneficiary designations and asset ownership to make sure everything is current and flows correctly to trusts, etc.  See our post on asset ownership for more.
  • Step up – for Massachusetts residents, the exemption is now $2 million (as of January 1, 2023).  This may affect your portability planning on income and estate taxes in an estate – see our post on using the step up in basis for planning ideas.
  • Disaster planning – with the impact of climate change, we are experiencing more disasters.  And with cutbacks to weather forecasting and FEMA, more of us may be affected.  We offer some ideas to make sure you are prepared
  • Beyond basic planning – a good estate plan goes beyond signed documents and provides the information for survivors so that they know your wishes, where to find everything and who you want to receive it.  Give them clear instructions; you don’t leave them with a mess!  Here is our guide to writing a memorandum that goes well beyond just signing documents; it covers the items your survivors will have to address. 

Summary

As you review your 2025-2026 tax planning, consider the impact of the tax changes, then follow through on the details.  Let us know if you have any questions. 

Good luck and best wishes for happy and healthy holidays!

Steven 

Some IRS suggestions on 2020 tax filings

Here is a good news release from the IRS site worth reviewing

Important reminders before filing 2020 tax returns

WASHINGTON — Following an unpredictable year with many changes and challenges, the Internal Revenue Service today shared important reminders for taxpayers who are about to file their 2020 federal tax returns.

Choose direct deposit
The safest, most accurate and fastest way to get a refund is to electronically file and choose direct deposit. Direct deposit means any tax refund is electronically deposited for free into a taxpayer’s financial account.

Eight out of 10 taxpayers get their refunds by using direct deposit. It is simple, safe and secure. This is the same electronic transfer system used to deposit nearly 98% of all Social Security and Veterans Affairs benefits into millions of accounts.

Earned Income Tax Credit 
The Earned Income Tax Credit (EITC) can give qualifying workers with low-to-moderate income a substantial financial boost. EITC not only reduces the amount of tax someone owes but may give them a refund even if they don’t owe any taxes or aren’t required to file a return.

People must meet certain requirements and file a federal tax return in order to receive this credit. The EITC assistant on IRS.gov can help people determine if they qualify.

The IRS reminds taxpayers that they may elect to use their 2019 earned income to figure the EITC if their 2019 earned income is more than their 2020 earned income. For details, see Publication 596, Earned Income Credit. Taxpayers also have the option of using their 2019 income to figure the Additional Child Tax Credit for 2020.

Taxable unemployment compensation
Millions of Americans received unemployment compensation in 2020, many of them for the first time. This compensation is taxable and must be included as gross income on their tax return.

Taxpayers can elect to have federal taxes withheld from their unemployment benefits or make estimated tax payments, but many do not take these options. In that case, taxes on those benefits will be paid when the 2020 tax return is filed. Taxes can be paid throughout the year. For safe and secure ways to pay taxes electronically go to IRS.gov/payments.
 
Taxpayers can find more details on taxable unemployment compensation in Tax Topic 418, Unemployment Compensation, or in Publication 525, Taxable and Nontaxable Income, on IRS.gov.

Interest is taxable income
Many individual taxpayers who received a refund on their 2019 tax returns also received interest from the IRS. The interest payments were largely the result of the postponed filing deadline of July 15 due to the COVID-19 pandemic.

The 2019 refund interest payments are taxable, and taxpayers must report the interest on their 2020 federal income tax return.

The IRS will send a Form 1099-INT to anyone who receives interest totaling at least $10. The average refund interest amount is $18, but the amount for each taxpayer varies based on the tax refund that the taxpayer received. Form 1099-INT will be issued no later than Feb. 1, 2021.

Home office deduction 
The home office deduction is available to qualifying self-employed taxpayers, independent contractors and those working in the gig economy.

However, the Tax Cuts and Jobs Act suspended the business-use-of-home deduction from 2018 through 2025 for employees. Employees who receive a paycheck or a W-2 exclusively from an employer are not eligible for the deduction, even if they are currently working from home. IRS Publication 587, Business Use of Your Home, provides more on the home office deduction.

Workers moving into the gig economy
Many people found different employment in 2020, including jobs in the gig economy. Taxpayers must report income earned in the gig economy on their tax return. However, gig-economy workers generally do not have taxes withheld from their pay as salaried workers normally do. The IRS encourages people earning income in the gig economy to consider making quarterly estimated tax payments to stay current with their federal tax obligations.

Charitable donation deduction for people who don’t itemize
Individuals who take the standard deduction generally cannot claim a deduction for their charitable contributions. However, the CARES Act permits these individuals to claim a limited deduction on their 2020 federal income tax returns for cash contributions made to certain qualifying charitable organizations and still claim the standard deduction. Nearly nine in 10 taxpayers now take the standard deduction and could potentially qualify.

Before making a donation, the IRS reminds people they can check the special Tax Exempt Organization Search (TEOS) tool on IRS.gov to make sure the organization is eligible for tax-deductible donations.

Under this change, individuals can claim a deduction of up to $300 for cash contributions made to qualifying charities during 2020. This deduction does not apply to donated property. The maximum deduction is $150 for married individuals filing separate returns. More information is available in Publication 526, Charitable Contributions, on IRS.gov.

Disasters such as wildfires, flooding or hurricanes 
Special tax law provisions may help taxpayers and businesses recover financially from the impact of a disaster, especially when the federal government declares their location to be a major disaster area. Some 2020 tax deadlines in certain counties have been extended into 2021 due to recent wildfires, hurricanes or flooding.

Holiday Planning Series with the Squash Brothers, part III, debt management

Watch our Holiday Planning Series, Part II, as Steven and the Squash Brothers discuss debt management so you do not overspend and end up with credit card debt you can’t pay off.

Thanks for watching our series!

Holiday Planning Series with the Squash Brothers, part II, cash management

Watch our Holiday Planning Series, Part II, as Steven and the Squash Brothers discuss cash flow planning so you have more to spend (or to save!).

Next time, debt management.

Holiday Planning Series with the Squash Brothers, part I, tax planning

Watch our Holiday Planning Series, Part I, as Steven and the Squash Brothers discuss taxes, “starting backwards with tax planning now so you pay less next April.”

Next time, they discuss cash management.