Several critical tax deadlines converge on the last day of the year:
1. Required Minimum Distributions (RMDs)
If you turned 73 in 2026, you must take your first RMD by April 1, 2027. If you turned 73
in 2025 and took your first RMD in early 2026, you must take your 2026 RMD by today.
2. Tax-Loss Harvesting Deadline
Last day to sell investments at a loss to offset 2026 capital gains. This is crucial for
crypto investors:
- Identify positions with unrealized losses
- Sell before midnight to realize losses for 2026
- Can offset up to $3,000 of ordinary income
- Excess losses carry forward indefinitely
Crypto wash sale advantage
Unlike stocks, crypto is NOT currently subject to wash sale rules. You can:
- Sell crypto at a loss
- Immediately buy it back
- Still claim the loss
⚠️ Warning: This advantage may disappear if Congress passes new
legislation applying wash sale rules to crypto. Take advantage while you can, but
monitor legislative changes.
3. Charitable Contribution Deadline
Last day to make tax-deductible charitable contributions for 2026, including:
- Crypto donations (donate appreciated crypto, avoid capital gains tax)
- Cash donations
- Qualified charitable distributions (QCDs) from IRAs if 70½+
4. HSA Contribution Deadline
Last day to make 2026 HSA contributions via payroll deduction (non-payroll contributions
can be made until April 15, 2027).
5. Retirement Plan Contributions
- 401(k) and 403(b): Last day for 2026 contributions
- Traditional and Roth IRA: You have until April 15, 2027
- SEP IRA: You have until tax filing deadline (including extensions)
Crypto tax planning for 2027:
- Review your 2026 activity
- Estimate 2026 tax liability
- Calculate 2027 Q1 estimated payment
- Plan Q1 2027 trading strategy with tax implications in mind