Options Playbooks - Professional Trading Handbooks
Overview
This skill provides institutional-grade strategy execution handbooks for disciplined options trading across multiple strategies and underlying assets. Each handbook includes:
- Full operations procedures - step-by-step execution from signal to closing
- Risk management frameworks - position sizing, allocation rules, margin requirements
- Tax compliance guidance - NRA-specific rules, withholding handling, reporting requirements
- Performance monitoring - key metrics, P&L tracking, rebalancing triggers
Handbook Library Structure
Comprehensive Strategies
wheel-handbook-v2.5.md - Complete Wheel strategy system for Sell Put + Covered Callcovered-call-handbook.md - Covered call operations with blue-chip focusvol-arbitrage-handbook.md - Volatility spread strategies (Calendar/Diagonal/Short Vol)event-driven-handbook.md - Earnings season and catalyst-driven positions
Ticker-Specific Playbooks
- Tech Blue-Chips: AAPL, NVDA, MSFT operations (quality tier)
- Crypto-Proxies: COIN, MSTR, CRCL, IBIT operations (high volatility tier)
- Diversified: SPY, QQQ, IWM, various sector ETFs
Custom Client Solutions
kaishang-strategy.md - Three-tier capital-scaled architecturemr-geng-strategy.md - Hedge fund-style tactical allocation
How to Use This Skill
For New Handbook Creation
When asked to create an operations handbook for a new ticker, provide:
Markets & Risk Section
- Market state conditions (bull/bear/neutral)
- Volatility regime (IV percentile ranges)
- Position tier (A/B/C/D) and capital scaling
Opening Procedures
- Signal generation (specific Greeks targets, IV conditions)
- Strike selection framework
- DTE window (preferred 30-45 days)
- Position sizing rules
Management & Monitoring
- Profit-taking levels (target ROI %)
- Stop-loss rules (max loss as % of capital)
- Adjustment triggers (e.g., delta drift > 0.15)
- Close-out timeline (e.g., close 7 days before expiration)
Closing & Rebalancing
- Exit criteria (hit target, hit stop, DTE threshold)
- Assignment handling (if applicable)
- Rebalance frequency and method
Tax Compliance
- Wash sale considerations
- Withholding implications (NRA specific)
- Section 1256 vs 1441 treatment
- Reporting requirements (Form 1099-B, Schedule D)
For Strategy Comparison
Extract operational differences across:
- Capital requirements
- Greeks targets (delta, gamma, vega)
- Risk/reward ratios
- Preferred market environments
- Tax efficiency
For Client Delivery
Use structured handbooks to:
- Communicate strategy rationale
- Define entry/exit rules objectively
- Set performance expectations
- Establish compliance guardrails
Key Operational Concepts
Market State Alignment: All operations adjust for current market regime (VIX level, IV rank, trend direction)
Three-Factor Capital Scaling (from OpenClaw system):
- Tier A (A+/A blue-chips): Max 8-10% of NLV per position
- Tier B (quality growth): Max 6-8% per position
- Tier C (high vol): Max 5-6% per position, concentrated positions
- Tier D (speculative): Spread-only, max 2-3% per position
Monthly Operations Discipline:
- Monthly review and rebalancing
- Concentration monitoring (single name < 10%, sector < 30%)
- Cash reserve management
- Tax-loss harvesting opportunities
Tax Framework Reference
All NRA-specific rules documented in references/01-tax-framework.md:
- Dividend withholding (30% on US equities, ETF variations)
- Capital gains treatment (generally tax-exempt for NRA)
- Option premium taxation (usually not withheld)
- Assignment consequences (if assigned, stock holding triggers different rules)
- Form 1042-S and backup withholding recovery
Performance Monitoring
Track per handbook:
- Return metrics: Annualized ROI, Sharpe ratio, max drawdown
- Operational metrics: Win rate, average P&L per trade, average holding period
- Risk metrics: Daily VAR, position concentration, margin utilization
- Compliance metrics: Tax-efficient closes, wash sale violations, withholding accuracy
Disclaimer: These handbooks are for educational and planning purposes. Options trading carries substantial risk and may result in total loss of capital. Not investment advice.
1---2name: options-playbooks3description: Collection of 11 institutional-grade options strategy operation handbooks covering Wheel Sell Put, Covered Call, volatility arbitrage, event-driven strategies. Organized by ticker: comprehensive handbooks (wheel/open), index strategies (SPX/QQQ), tech blue-chips (AAPL/NVDA/TSLA), crypto-related (COIN/CRCL/IBIT), and custom client solutions (KAISHANG/MR GENG). Trigger this skill for: options operation handbooks, strategy manuals, client delivery documents, volatility strategy operations, NRA options compliance, specific operating procedures for AAPL/NVDA/TSLA/COIN/CRCL/IBIT, Wheel execution handbook, covered call opening handbook, three-tier circuit breaker, monthly SOP, performance tracking ledger, options strategy architecture (three-tier/five-tier return structure), EV threshold, Delta matrix operational details, market state engine operation, earnings season procedures, psychological discipline rules, capital allocation laws, VIX position matrix operation, KAISHANG strategy, MR GENG strategy, options arbit4---56# Options Playbooks - Professional Trading Handbooks78## Overview910This skill provides institutional-grade strategy execution handbooks for disciplined options trading across multiple strategies and underlying assets. Each handbook includes:1112- **Full operations procedures** - step-by-step execution from signal to closing13- **Risk management frameworks** - position sizing, allocation rules, margin requirements14- **Tax compliance guidance** - NRA-specific rules, withholding handling, reporting requirements15- **Performance monitoring** - key metrics, P&L tracking, rebalancing triggers1617## Handbook Library Structure1819### Comprehensive Strategies2021- `wheel-handbook-v2.5.md` - Complete Wheel strategy system for Sell Put + Covered Call22- `covered-call-handbook.md` - Covered call operations with blue-chip focus23- `vol-arbitrage-handbook.md` - Volatility spread strategies (Calendar/Diagonal/Short Vol)24- `event-driven-handbook.md` - Earnings season and catalyst-driven positions2526### Ticker-Specific Playbooks2728- **Tech Blue-Chips**: AAPL, NVDA, MSFT operations (quality tier)29- **Crypto-Proxies**: COIN, MSTR, CRCL, IBIT operations (high volatility tier)30- **Diversified**: SPY, QQQ, IWM, various sector ETFs3132### Custom Client Solutions3334- `kaishang-strategy.md` - Three-tier capital-scaled architecture35- `mr-geng-strategy.md` - Hedge fund-style tactical allocation3637## How to Use This Skill3839### For New Handbook Creation4041When asked to create an operations handbook for a new ticker, provide:42431. **Markets & Risk Section**44 - Market state conditions (bull/bear/neutral)45 - Volatility regime (IV percentile ranges)46 - Position tier (A/B/C/D) and capital scaling47482. **Opening Procedures**49 - Signal generation (specific Greeks targets, IV conditions)50 - Strike selection framework51 - DTE window (preferred 30-45 days)52 - Position sizing rules53543. **Management & Monitoring**55 - Profit-taking levels (target ROI %)56 - Stop-loss rules (max loss as % of capital)57 - Adjustment triggers (e.g., delta drift > 0.15)58 - Close-out timeline (e.g., close 7 days before expiration)59604. **Closing & Rebalancing**61 - Exit criteria (hit target, hit stop, DTE threshold)62 - Assignment handling (if applicable)63 - Rebalance frequency and method64655. **Tax Compliance**66 - Wash sale considerations67 - Withholding implications (NRA specific)68 - Section 1256 vs 1441 treatment69 - Reporting requirements (Form 1099-B, Schedule D)7071### For Strategy Comparison7273Extract operational differences across:74- Capital requirements75- Greeks targets (delta, gamma, vega)76- Risk/reward ratios77- Preferred market environments78- Tax efficiency7980### For Client Delivery8182Use structured handbooks to:83- Communicate strategy rationale84- Define entry/exit rules objectively85- Set performance expectations86- Establish compliance guardrails8788## Key Operational Concepts8990**Market State Alignment**: All operations adjust for current market regime (VIX level, IV rank, trend direction)9192**Three-Factor Capital Scaling** (from OpenClaw system):93- Tier A (A+/A blue-chips): Max 8-10% of NLV per position94- Tier B (quality growth): Max 6-8% per position95- Tier C (high vol): Max 5-6% per position, concentrated positions96- Tier D (speculative): Spread-only, max 2-3% per position9798**Monthly Operations Discipline**:99- Monthly review and rebalancing100- Concentration monitoring (single name < 10%, sector < 30%)101- Cash reserve management102- Tax-loss harvesting opportunities103104## Tax Framework Reference105106All NRA-specific rules documented in `references/01-tax-framework.md`:107- Dividend withholding (30% on US equities, ETF variations)108- Capital gains treatment (generally tax-exempt for NRA)109- Option premium taxation (usually not withheld)110- Assignment consequences (if assigned, stock holding triggers different rules)111- Form 1042-S and backup withholding recovery112113## Performance Monitoring114115Track per handbook:116- **Return metrics**: Annualized ROI, Sharpe ratio, max drawdown117- **Operational metrics**: Win rate, average P&L per trade, average holding period118- **Risk metrics**: Daily VAR, position concentration, margin utilization119- **Compliance metrics**: Tax-efficient closes, wash sale violations, withholding accuracy120121---122123**Disclaimer**: These handbooks are for educational and planning purposes. Options trading carries substantial risk and may result in total loss of capital. Not investment advice.
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