Pocket CPA

  • Filing Guide
  • What to Bring to Your CPA:

    The Complete Tax Document Checklist

    Every document typically needed for individual and business tax returns — organized by income type and situation. No more scrambling at the last minute

    In This Guide

    Documents Everyone Needs

    Regardless of income type, employment status, or complexity, every taxpayer needs a baseline set of documents. Have these ready before your first meeting.

    Income Documents

    W-2 & Employment Income

    Salary and wage income is relatively straightforward — but there are documents beyond the W-2 that matter, especially at higher income levels.

    Self-Employed & Business Owners (Sole Proprietors)

    If you operate as a sole proprietor or single-member LLC, your business income flows to your personal return via Schedule C. Clean, organized records make a significant difference in accuracy and deductibility.

    S-Corp & Multi-Member LLC Owners

    If your business is structured as an S-Corporation or partnership, the reporting is more complex. Your entity files its own return, which flows through to your personal return.

    Investment & Passive Income

    Investments & Capital Gains

    Investment activity is one of the most documentation-intensive areas of a return. Cost basis errors alone can cause you to overpay — or trigger IRS notices years later.

    DocumentSourceStatus
    Form 1099-B (brokerage proceeds)Your brokerage (Fidelity, Schwab, Vanguard, etc.)Required
    Form 1099-DIV (dividends & distributions)Your brokerageRequired
    Form 1099-INT (interest income)Bank or financial institutionRequired
    Cost basis statements for securities soldBrokerage consolidated statementsRequired
    Cryptocurrency transaction historyExchange (Coinbase, Kraken, etc.)If applicable
    Stock option exercise recordsEmployer or stock plan administratorIf applicable
    Form 1099-OID (original issue discount)Issuer of bond or debt instrumentSituational
    Foreign account disclosures (FBAR, Form 8938)Your recordsIf threshold met