7d • General Discussion 💬
Tax Season Used to Take Us a Full Weekend. Not Anymore. đź’Ą
Shoebox of receipts. Folder of maybe-important documents. Digital chaos across three email accounts. Tax season approaching.
Every year same conversation: "Did you save that receipt?" "Which folder is that in?" "I thought you were tracking deductions."
THE ANNUAL NIGHTMARE
Our accountant charges extra for disorganized clients. We were always disorganized clients.
Last year I spent 6 hours the weekend before our appointment just finding documents. Still missed two 1099s. Had to file an amendment.
This year I decided no more.
THE RECEIPT SYSTEM I BUILT
All receipts go to one Google Drive folder. Phone photos, email forwards, scanned papers. Just dump everything there.
Workflow processes each one automatically. Extracts store, date, items, amounts. Identifies if it's potentially tax deductible based on category.
Regular receipts log to one tracker. Tax-deductible receipts also copy to a separate deductions sheet with the category noted.
Generates running totals by deduction type. Business expenses, charitable donations, medical costs, home office supplies.
End of year: everything already sorted. Print the summary. Hand it to accountant.
THE DIFFERENCE THIS YEAR
Before: Weekend of panic, missing documents, amendment filings, extra accountant fees.
After: 10 minutes reviewing the summary, everything categorized, accountant actually complimented us.
The deduction identification isn't always right. Office Depot could be personal supplies or home office. I review the deductions tab monthly and fix miscategorizations.
But 90% accuracy on auto-sorting beats 0% when I wasn't doing anything.
Set this up in October. Already have full Q4 organized plus backfilled Q3 during a slow weekend.
Future Sarah will thank past Sarah at tax time.
How do you handle receipt tracking throughout the year?
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Tax Season Used to Take Us a Full Weekend. Not Anymore. đź’Ą
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