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Your Ultimate Tax Filing Checklist ✅💰

  • Writer: Jenessa Meeth
    Jenessa Meeth
  • Feb 27
  • 3 min read
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Tax season is here! 📝 Whether you're a W-2 employee, self-employed, a small business owner, or a crypto investor, having the right paperwork can make tax filing smooth and stress-free. Here’s a handy checklist to ensure you’ve got everything you need.

🏠 Personal Documents

Make sure you have these ready:

Photo ID (Driver’s License, Passport, etc.)

Social Security Cards or ITIN letters for you, your spouse, and dependents

Birthdates of everyone on your return (including children and other qualified dependents)

Bank account info (for direct deposit )

Last two years’ tax returns (2022 & 2023, if you're new to our firm)

Identity Protection PIN (IP PIN) (if applicable)

💡 Did you know? The IRS has a free tool to look up your IP PIN if you lost it!


💰 Income Documents

Employment Income

W-2 forms (from all employers, due by Jan 31st!)

Self-Employment & Small Business Owners

1099-NEC (for contract work)

1099-K (for payments received via third parties like PayPal, Venmo, or Stripe)

Records of cash income (not on 1099s)

Expense receipts (supplies, travel, home office, etc.)

Estimated tax payments (if you made quarterly payments)

💡 Self-employed? You can deduct home office expenses, mileage, and even internet bills if they’re business-related!


Retirement & Disability Income

SSA-1099 (Social Security benefits)

1099-R (pension, IRA, annuities)

Unemployment Benefits

1099-G (for unemployment payments)

Investment & Other Income

1099-G (state tax refunds)

1098-T (scholarships, fellowships)

1099-B (for stock/crypto sales)

1099-INT/1099-DIV (bank interest, dividends)

Rental property income records

Alimony received

Gambling winnings/prizes

💡 If you sold stocks or crypto, you’ll need cost basis info to calculate capital gains tax!


📉 Expenses & Deductions

Deductions That Save You Money

Retirement Contributions (401(k), IRA, SEP-IRA for self-employed)

State & local taxes paid

Mortgage interest & property taxes (1098 form)

Student Loan Interest (Form 1098-E)

Childcare expenses (receipts & provider’s tax ID)

Charitable donations 

Medical & dental bills

Educator expenses (up to $300 for teachers!)

💡 Even if you don’t itemize deductions, you may still qualify for above-the-line deductions like student loan interest! 🎓


🏥 Healthcare Documents

Form 1095-A (if you used the Health Insurance Marketplace)

Any IRS/state tax letters related to health coverage

💡 No health insurance? You may qualify for exemptions to avoid penalties!


💸 Special Cases: Crypto, Online Payments & Side Hustles

1099-K (for Venmo, PayPal, Cash App transactions over $600)

Crypto transaction history (you’ll need to calculate capital gains/losses)

Business use of vehicle records (mileage logs, fuel receipts)

Home office deduction records (square footage, rent/utilities percentage)

💡 The IRS now tracks payment app transactions! If you use PayPal or Venmo for business, expect a 1099-K.


📬 Other Important IRS Notices & Documents

IRS Notice 1444-C (for past stimulus payments)

IRS Letter 6419 (for Child Tax Credit payments)

IRS Letter 6475 (for 3rd Economic Impact Payment)

Any IRS/state tax notices


🎯 Final Tips for Tax Filing Success

🔹 File early to avoid last-minute stress

🔹 Keep digital copies of all documents for future reference

🔹 If you owe taxes, consider setting up a payment plan with the IRS


🚀 The sooner you file, the sooner you can get your refund! 

Need more tax tips? Follow along for more ways to keep more of your hard-earned money! 💰✨

If you are looking for personalized tax preparation help, contact us today for a quote!

Happy filing! ✅📊

 
 
 

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