{"kind":"Skill","metadata":{"namespace":"community","name":"tax-loss-harvesting","version":"0.1.0"},"spec":{"description":"description: Identify tax-loss harvesting opportunities across taxable accounts. Finds positions with unrealized losses, suggests replacement securities, and tracks wash sale windows. Triggers on \"tax-loss harvesting\", \"TLH\", \"harvest losses\", \"tax losses\", \"unrealized losses\", or \"year-end tax planning\".","files":{"SKILL.md":"# Tax-Loss Harvesting\n\ndescription: Identify tax-loss harvesting opportunities across taxable accounts. Finds positions with unrealized losses, suggests replacement securities, and tracks wash sale windows. Triggers on \"tax-loss harvesting\", \"TLH\", \"harvest losses\", \"tax losses\", \"unrealized losses\", or \"year-end tax planning\".\n\n## Workflow\n\n### Step 1: Identify Candidates\n\nScan taxable accounts for positions with unrealized losses:\n\n| Security | Asset Class | Cost Basis | Current Value | Unrealized Loss | Holding Period | % Loss |\n|----------|-----------|-----------|---------------|-----------------|---------------|--------|\n| | | | | | ST / LT | |\n\n**Prioritize by:**\n1. Largest absolute loss (biggest tax benefit)\n2. Short-term losses first (offset short-term gains taxed at ordinary income rates)\n3. Positions with the largest % loss (less likely to recover quickly)\n\n### Step 2: Gain/Loss Budget\n\nCalculate the client's tax situation:\n\n| Category | Amount |\n|----------|--------|\n| Realized short-term gains YTD | |\n| Realized long-term gains YTD | |\n| Realized losses YTD | |\n| Net gain/(loss) position | |\n| Carryforward losses from prior years | |\n| **Target harvesting amount** | |\n\n**Tax savings estimate:**\n- Short-term losses × marginal ordinary income rate\n- Long-term losses × capital gains rate\n- Up to $3,000 net loss deduction against ordinary income\n- Excess carries forward\n\n### Step 3: Replacement Securities\n\nFor each harvest candidate, suggest a replacement that:\n- Maintains similar market exposure (same asset class, sector, geography)\n- Is NOT \"substantially identical\" (wash sale rule)\n- Has similar risk/return characteristics\n\n| Sell | Replace With | Reason | Tracking Error Risk |\n|------|-------------|--------|-------------------|\n| SPDR S\u0026P 500 (SPY) | iShares Core S\u0026P 500 (IVV) | Same index, different fund family | Minimal |\n| Vanguard Total Intl (VXUS) | iShares MSCI ACWI ex-US (ACWX) | Similar exposure, different index | Low |\n| Individual stock ABC | Sector ETF (XLK) | Broader exposure, no wash sale risk | Moderate |\n\n### Step 4: Wash Sale Check\n\nBefore executing, verify no wash sales:\n\n- Check ALL accounts in the household (taxable, IRA, Roth, spouse accounts)\n- 30-day lookback: Did we buy substantially identical securities in the last 30 days?\n- 30-day forward: Block repurchase of the same security for 30 days\n- Check for dividend reinvestment plans (DRIPs) that could trigger wash sales\n- Document the wash sale window for each trade\n\n| Security Sold | Wash Sale Window Start | Window End | DRIP Active? | Risk |\n|--------------|----------------------|-----------|-------------|------|\n| | | | | |\n\n### Step 5: Execution Plan\n\n| Trade # | Account | Action | Security | Shares | Est. Proceeds | Est. Loss | Replacement | Notes |\n|---------|---------|--------|----------|--------|--------------|-----------|-------------|-------|\n| | | Sell | | | | | | |\n| | | Buy | | | | | | |\n\n**Summary:**\n- Total estimated losses harvested: $\n- Estimated tax savings: $ (at marginal rate of %)\n- Net portfolio impact: minimal (replacement securities maintain exposure)\n- Wash sale window management: [dates]\n\n### Step 6: Post-Harvest Tracking\n\nAfter 30+ days, optionally:\n- Swap back to original securities (if preferred)\n- Maintain replacement securities (if no reason to switch back)\n- Update cost basis records\n- Document for tax reporting\n\n### Step 7: Output\n\n- Harvest opportunity list (Excel)\n- Trade execution sheet\n- Wash sale tracking calendar\n- Tax savings estimate summary\n- Replacement security rationale\n\n## Important Notes\n\n- Wash sale rules are strict — violations disallow the loss AND adjust cost basis\n- Substantially identical means same security, not same asset class — ETFs tracking different indexes are generally fine\n- Always coordinate across all household accounts including retirement accounts\n- Consider the long-term cost basis step-down — harvesting resets cost basis, which means more gains later\n- Year-end is prime harvesting season but opportunities exist throughout the year\n- Mutual fund capital gains distributions in December can create additional harvesting urgency\n- Document everything for tax reporting and compliance\n- Not all losses are worth harvesting — transaction costs and tracking error have real costs\n"},"import":{"commit_sha":"9affc6e683bbaf66361058117027cf5a50bf1861","imported_at":"2026-05-18T20:09:40Z","license_text":"\n                                 Apache License\n                           Version 2.0, January 2004\n                        http://www.apache.org/licenses/\n\n   TERMS AND CONDITIONS FOR USE, REPRODUCTION, AND DISTRIBUTION\n\n   1. 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