2025 Tax Season Checklist

What Your Accountant Wants You to Have Ready for the 2025 Tax Season

After years of preparing tax returns, accountants can tell you that tax season goes

smoothly for one simple reason: preparation. Every tax season, accountants see two

types of clients: those who walk in with a shoebox of crumpled receipts on April 14th,

and those who arrive in February with everything organized and labeled. Guess which

ones get better results and pay lower fees?

Here’s what accountants really need you to have ready before sitting down together.

Income Documentation

Start by gathering all documents that show money coming in. Accountants need to see

every dollar that came into your household. Your W-2s should arrive by January 31st,

and returns can’t be filed without them. The same goes for 1099 forms: 1099-NEC for

contract work, 1099-INT for interest income, 1099-DIV for dividends, 1099-B for

investment sales, and 1099-R for retirement distributions.

Here’s something clients often miss: if you sold stocks, crypto, or real estate,

accountants need your purchase dates and costs, not just the sale information. Clients

have lost thousands in deductions simply because they couldn’t document their cost

basis.

Don’t forget the side income—jury duty pay, gambling winnings, prizes, unemployment

benefits, Social Security income, or rental property earnings. The IRS gets copies of

these forms too, and they notice when income goes unreported.

Life Changes in 2025

Tax professionals especially want to know about life events that happened in 2025:

marriage, divorce, births, adoptions, home purchases or sales, job changes, business

launches, inheritance, or significant medical events. These changes have substantial

tax implications and often require additional documentation and strategic planning.

Deduction Records: Where You Can Save Money

This is where accountants’ expertise makes the biggest difference, but only if you give

them the information they need. Accountants can’t deduct what they don’t know about.

New for 2025–2028: Temporary Deductions (2025–2028)

You may qualify for new deductions available whether you itemize or not:

  • Tips: up to $25,000
  • Overtime pay: up to $12,500 ($25,000 for joint filers)
  • Auto loan interest: up to $10,000 (new U.S.-assembled vehicles only)
  • Senior deduction: up to $6,000 (age 65+)

Income limits and eligibility rules apply, so bring documentation for any of these

categories.

Standard vs. Itemized Deductions. Itemized Deductions

The 2025 standard deductions are:

$31,500 for married filing jointly

$23,625 for head of household

$15,750 for single or married filing separately.

You only itemize if your total deductions exceed these amounts. If you’re itemizing, your

accountant will need the following:

  • Homeowners: Form 1098 showing mortgage interest and property tax

statements. The state and local tax cap has increased to $40,000 for 2025.

  • Medical expenses: Receipts for expenses exceeding 7.5% of your adjusted

gross income. While most people don’t reach this threshold, major surgeries,

chronic condition treatments, or significant dental work can get you there. Include

insurance premiums paid with after-tax dollars, mileage to medical appointments,

and prescriptions.

  • Charitable donations: Bank statements or receipts for donations under $250.

For donations over $250, we need written acknowledgment from the charity. If

you donated items to Goodwill or similar organizations, get a receipt and

document the fair market value.

Education & Childcare Credits Expenses

If you paid tuition or student loan interest, gather Form 1098-T from educational

institutions and Form 1098-E for student loan interest. Records of 529 plan contributions

and withdrawals are also essential.

For families with young children, childcare expenses can qualify for valuable credits.

Accountants need the provider’s name, address, and tax ID number, along with the total

amount you paid.

Health Insurance & Retirement Contributions and Retirement Contributions

Your Form 1095-A, B, or C documents health insurance coverage. If you received

advanced premium tax credits through the marketplace, Form 1095-A is essential for

reconciling what you received versus what you qualified for.

Traditional IRA contributions, HSA contributions, and SEP-IRA contributions can reduce

your taxable income. Bring statements showing these contributions.

Special Filing Situations Need Extra Attention

Cryptocurrency is treated as property by the IRS. Every time you sell, trade, or use

crypto, it’s a taxable event. Accountants need records of every transaction: date, type,

amount, and value in USD at the time.

If you worked remotely for an out-of-state employer, you may need to file in multiple

states. Gig economy workers—Uber drivers, DoorDash deliverers, Airbnb hosts—need

documentation of all platform earnings and related expenses.

Start Early

Don’t wait until April. Gathering these documents takes time, and you may discover

you’re missing something that requires follow-up. Starting early gives you time to

request missing forms and have a less rushed conversation with your tax professional

about your tax situation.

Consider creating a year-round system where you file tax-related documents in one

location as you receive them. When tax season arrives, you’re already prepared.

The Bottom Line

Your accountant’s job is to maximize your legal deductions and credits while ensuring

accurate filing. Your job is to provide complete, organized documentation that makes

their work efficient and thorough. The better prepared you are, the more your

accountant can focus on strategic tax planning rather than hunting for missing

information.

By having these documents ready and organized, you’ll save time, reduce stress, and

potentially save money through deductions you might have otherwise overlooked. Your

accountant will appreciate your preparedness, and you’ll have confidence that your

return is complete and accurate.

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Eileen Proto

eproto@pl-cpa.com

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