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Tax Season 2025: 8 Key Questions Every High-Income Earner Should Consider

Tax season 2025

Are you asking the right tax season questions this year? Get ahead with essential strategies for high-income earners. From filing deadlines and tax brackets to maximizing deductions and navigating new regulations, understanding the critical aspects of tax season 2025 can save you time, stress, and money. We break down eight key questions every high-income earner should consider, helping you stay compliant while optimizing your tax efficiency.

1. When does the 2025 tax filing season begin, and what is the deadline to file?

Alexandra Valentín
Alexandra Valentin
Chief Strategy Officer & Head of Puerto Rico

The IRS will begin accepting and processing 2024 tax returns on January 27, 2025. The deadline to file your 2024 federal income tax return is April 15, 2025. This deadline may be extended if April 15 falls on a weekend or holiday. It is important to note that while you can prepare your tax return before January 27th with various tax preparation software or by using a tax professional, you cannot actually file until the IRS systems open on the 27th.

2. How are 2025 tax brackets and rates adjusted, and what are the key income thresholds?

The IRS adjusts tax brackets annually for inflation to prevent “bracket creep,” where inflation pushes taxpayers into higher tax brackets without a real increase in income. For 2025, there are seven federal income tax rates: 10%, 12%, 22%, 24%, 32%, 35%, and 37%. Regarding single filers, the 37% top marginal rate applies to taxable income above $626,350. For married couples filing jointly, this rate applies to income above $751,600.

3. What are some strategies high-income earners can use to reduce their 2024 tax liability?

High-income earners have several tax planning strategies, including: fully utilizing tax-advantaged retirement accounts, leveraging tax-loss harvesting, gifting money to friends and family (up to $18,000 per individual recipient without incurring federal gift tax), optimizing charitable donations through donor-advised funds or charitable remainder trusts, reviewing estate planning using techniques like Qualified Small Business Stock (QSBS) stacking, and considering tax-efficient investment allocation. They might also want to explore a backdoor Roth IRA conversion, time income based on tax bracket projections, and plan for crypto and alternative asset taxes. Additionally, high-income earners should explore deferring income via Section 83(i) elections and assess the implications of carried interest on their tax situation.

4. What are some key tax-advantaged accounts or options available, and what are some advantages of these options?

Taxpayers can utilize tax-advantaged accounts and options like traditional and Roth IRAs, 401(k)s, health savings accounts (HSAs) and 529 plans. Qualified Charitable Distributions (QCDs) from IRAs can satisfy Required Minimum Distributions (RMD) while lowering tax liability. Tax-deferred investment vehicles allow for compounding returns faster by sheltering income from current taxation. Roth accounts provide tax-free growth and withdrawals. Utilizing these strategies may help to reduce taxes, grow investments and facilitate future financial planning goals.

5. What are the IRS’s current service improvement efforts, and how will this impact taxpayers?

The IRS has undertaken modernization efforts to improve taxpayer experience. This includes expanded online tools, a 24/7 online account for individuals, and enhanced features for filing and tracking refunds. These changes aim to provide more timely refunds, enhanced customer service, and better access to account information, which will make filing more convenient and help taxpayers receive refunds faster. In addition, the IRS plans to maintain staffing levels to improve performance.

6. What are some things taxpayers need to keep in mind regarding cryptocurrency and digital asset transactions?

Taxpayers must report all income from digital asset transactions, including sales, trades, or payments. This means answering “yes” or “no” on their tax return regarding any digital asset activity. They need to maintain detailed documentation of each transaction, including purchase prices, sale prices, and fair market values in U.S. dollars. Cryptocurrency transactions may be subject to capital gains tax which can vary significantly depending on holding periods with short-term gains having a tax rate up to 37% while long-term gains may be taxed up to 20%. Taxpayers should receive a Form 1099-B from exchanges detailing gains and losses. It is important to report digital asset transactions accurately to ensure IRS compliance.

7. What is the Taxpayer Bill of Rights, and how does it protect taxpayers?

The Taxpayer Bill of Rights outlines ten fundamental rights that taxpayers have when dealing with the IRS. These rights include the right to be informed, the right to quality service, the right to pay no more than the correct amount of tax, the right to challenge the IRS’s position, the right to appeal, the right to finality, the right to privacy, the right to confidentiality, the right to retain representation, and the right to a fair and just tax system. These rights protect taxpayers throughout the year and provide a framework for taxpayers to expect dignified treatment and a positive experience while meeting their tax obligations. The Taxpayer Advocate Service (TAS), an independent organization within the IRS, helps taxpayers and protects these rights.

8. What are some other resources that taxpayers can utilize during the 2025 filing season?

Taxpayers have access to many resources. IRS.gov offers online tools for filing, payment, refund tracking, and account information. Tax preparation software and tax refund estimators are readily available. Taxpayers should make sure to utilize these resources and seek advice from qualified professionals if they encounter a complex situation. The IRS also encourages people to utilize direct deposit.

For tailored guidance on navigating tax season and maximizing your financial outcomes, contact Tiempo Capital to explore personalized tax strategies.

If you’re looking for more insights, you can explore our full library of articles. Click here for content related to financial planning or here for in-depth guidance on Estate Planning.

This material is for informational purposes only and does not constitute financial, legal, tax, or investment advice. All opinions, analyses, or strategies discussed are general in nature and may not be appropriate for all individuals or situations. Readers are encouraged to consult their own advisors regarding their specific circumstances. Investments involve risk, including the potential loss of principal, and past performance is not indicative of future results.

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