Your 2025 Tax Filing Guide

Your 2025 Tax Filing Guide

What We'll Cover

    Tax season is here, and we’re here to help make your return preparation as smooth and stress-free as possible. Whether you file on your own or work with a CPA, knowing what tax forms to expect and when to expect them can help you avoid delays and costly corrections.

    Key Deadlines

    • April 15, 2025 – Tax filing deadline and last day to make IRA or HSA contributions

    • June 17, 2025 – 2nd quarter estimated tax payment due

    • September 15, 2025 – 3rd quarter estimated tax payment due

    • October 15, 2025 – Final extended tax filing deadline

    • December 31, 2025 – RMD deadline for the year


    OLIO Tip: Don’t file your taxes until you’ve received your final, corrected tax forms. Investment companies often send initial 1099s in February, but corrected versions can arrive in March.


    Types of Tax Forms

    • Reports interest earned in your bank or brokerage account(s).

      Issued if:

      • You earned more than $10 in interest

      • You had federal backup withholding applied

      Action: Give this to your tax preparer.

    • Reports dividends, capital gain distributions, and any foreign taxes paid.

      Issued if:

      • You earned more than $10 in dividends

      • You had foreign taxes paid

      • You had federal backup withholding

      Action: Give this to your tax preparer.

    • Reports proceeds from selling stocks, ETFs, mutual funds, or other securities.

      Includes:

      • Purchase and sale dates

      • Cost basis

      • Capital gains or losses

      May include a Supplemental Tax Information Statement showing:

      • Foreign-source income

      • U.S. government interest

      • Municipal bond income (in-state and out-of-state)

      Action: Give this to your tax preparer.

    • Shows your account value as of December 31 and notes any Required Minimum Distribution (RMD) amounts for the current year.

      No need to file with your return, but important for planning withdrawals.

      Action: Review and plan for RMDs if applicable.

    • Issued for IRA, 401(k), or other retirement account withdrawals of $10 or more, or if taxes were withheld.

      Covers:

      • Withdrawals

      • Roth conversions

      • Rollovers to another custodian (not direct IRA-to-IRA transfers)

      Action: Give this to your tax preparer.

    • Reports contributions, rollovers, conversions, and recharacterizations for the tax year.

      This form is sent after the April tax deadline because you can contribute for the prior year up until the filing deadline.

      You don’t file it with your taxes—it’s for your records, and OLIO reports the information directly to the IRS.

      Action: Keep for your files.


    Why Some Forms Come Later

    For taxable investment accounts, we must wait for fund companies to confirm dividend payouts and classify them correctly. This prevents filing errors and possible IRS notices. While this means certain forms arrive later, it ensures accuracy for both you and your CPA.

    How OLIO Helps During Tax Season

    • We’ll notify you when forms are available

    • If you’ve authorized us, we’ll send them directly to your CPA

    • We review for accuracy and flag anything unusual before you file

    • We’re available to answer your questions along the way

    Bottom Line

    Tax season doesn’t have to be stressful. Knowing what to expect—and waiting for all your final forms—can save time, money, and headaches. If you have questions about your tax forms or need help coordinating with your CPA, contact us anytime.


    Disclosures

    The content on this blog is for informational and educational purposes only and should not be construed as personalized financial advice, tax advice, legal advice, an offer or solicitation to buy or sell any security, or a recommendation to pursue any specific investment strategy. The information provided is general in nature and may not be suitable for your individual circumstances.

    Olio Financial Planning, LLC (“OLIO”) is a registered investment adviser with the United States Securities and Exchange Commission, domiciled in Virginia. Investment advisory services are only provided to investors who become OLIO clients under a written agreement. Past performance does not guarantee future results, and all investments involve risk, including the potential loss of principal.

    Nothing contained herein should be interpreted as a guarantee of any specific outcome. Forward-looking statements or projections are based on assumptions and current market conditions, which are subject to change without notice. Actual results may differ materially.

    You should consult your own financial, legal, tax, or other professional advisors before making any financial decisions. OLIO does not guarantee that the information presented is current, accurate, or complete, and assumes no responsibility for any errors or omissions.

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