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Employee stock purchase plan (ESPP) shares

Depends on holding period

Is Espp Taxable?

Short answer: The discount on ESPP shares is taxed as wages when you sell; qualifying dispositions get part of the gain taxed as capital gain.

Your 1099-B basis often omits the discount, so adjust it to avoid double tax.

Records to keep: Keep receipts, statements (1098, 1098-T, 1099, W-2G), and a note of what each cost was for. Compare itemizing to the 2026 standard deduction before you claim.