Preparing paperwork for tax season isn’t anyone’s favorite task — true.
But when everything is organized and done step by step, you save time, stress, and often money.
Here’s a clear, easy-to-follow guide to help you get your documents ready without panic — especially useful for individuals, freelancers, and small business owners in the Monroe, Matthews, Waxhaw, Indian Trail, and greater Union County, NC area.

1. Organize and Categorize Your Documents: Order Saves You Time
Rule number one: everything should have its place.
The easier your documents are to find, the faster (and more accurately) your tax return gets prepared.
Create folders (paper or digital) based on categories:
Income
- W-2
- 1099-NEC
- 1099-K
- Bank statements
- PayPal/Venmo reports
- Brokerage statements
Expenses
- Receipts for fuel, materials, tools, advertising, rent, repairs, etc.
Deductions & Credits
- Charity donation receipts
- Medical expenses
- Education payments
- Home office documentation
Investments & Loans
- 1099-DIV, 1099-INT
- Mortgage/tuition form 1098
- Crypto reports
- Brokerage statements
Prior Years
- Previous tax returns
- IRS correspondence
Tip: Create a small folder named “Missing Forms” — add notes on anything that hasn’t arrived yet.
2. Make a Checklist: It Prevents Missed Documents
A simple checklist saves a ton of time. Here’s the basics:
- W-2
- 1099-NEC / 1099-K
- 1099-INT / 1099-DIV
- 1098 (mortgage/tuition)
- Bank statements
- Business expense receipts
- Charity donation receipts
- Investment & crypto documents
Correct approach: check that everything arrived and compare amounts with bank statements.
Incorrect approach: waiting until April and searching in a rush.
3. Scan and Store Everything Digitally
Scan important papers and store them in the cloud (Google Drive, Dropbox, etc.).
Digital documents are easier to share with your tax preparer.
Correct: name files clearly — 2025_W2_CompanyName.pdf or 2025_Expense_Fuel_March.pdf.
Incorrect: one huge file called “receipts.pdf” with 100 unreadable pages.
Tip: keep original receipts for at least 3 years (better 7). The IRS may request proof.
4. Double-Check Dates and Amounts — A Very Common Error
When entering or reviewing your info:
- verify that form amounts match your bank statements;
- double-check dates (December purchases sometimes post in January);
- ensure your SSN/name on all 1099s is correct.
Example: If a client issues a 1099 with the wrong amount — contact them and request a corrected form (1099-NEC or 1099-MISC) before the end of January.
5. Business Owners: Keep a Separate “Business 2025” Folder
If you’re self-employed or own an LLC/S-Corp in Union County, create a dedicated folder for:
- invoices
- vendor payments
- payroll reports
- business bank statements
Correct: business payments should come from a business account/card.
Incorrect: paying with a personal card and trying to justify it later.
6. Don’t Forget Special Categories: Charity, Home Office, Vehicle
Charity
Only donations with receipts count, so no receipt = no deduction.
Home Office
You need:
- square footage calculations,
- proof the space is used exclusively for business.
Vehicle
Keep a mileage log: dates, business purpose, miles. You can choose between actual expenses or the standard mileage rate.
Tip: track mileage in your phone through a simple app or spreadsheet.
7. What to Do If You’re Missing a Document
- Check email and online accounts (brokerage, payment platforms, IRS Online).
- Contact the employer or client — sometimes forms simply weren’t sent yet.
- If the form never arrives, keep proof of attempts to obtain it.
Example: A freelancer didn’t receive a 1099. After calling the client, he checked his IRS online account — the form was already there.

8. Break the Work Into Steps and Don’t Do Everything in One Day
Here’s a simple preparation plan:
- Day 1: Gather income forms (W-2, 1099s).
- Day 2: Collect all receipts and expenses.
- Day 3: Scan and upload documents.
- Day 4: Reconcile amounts and prepare questions for your tax preparer.
- Day 5: Final checklist and send everything.
This reduces stress and helps avoid mistakes.
9. “Right vs. Wrong” — Quick Examples
Right: keep signed receipts for large purchases.
Wrong: snap a dark, blurry photo where numbers are unreadable.
Right: store business card statements separately.
Wrong: mix personal and business transactions.
Right: maintain a “missing forms” list and request documents early.
Wrong: wait until April and hope for the best.
10. When It’s Time to Contact a Professional
If you have multiple income sources, an LLC/S-Corp, payroll, investments, or foreign accounts — it’s smart to consult a CPA or Enrolled Agent.
Even a 20–30 minute review can save you from costly mistakes.
If you’re unsure, take clear photos of your documents and send them to a specialist — they can usually tell quickly if something is missing or inconsistent.
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