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
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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.
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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.
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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.
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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.
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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.
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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.