Portfolio Management

Portfolio Manager

Overview

Analyze and manage investment portfolios by reading current holdings — from the Interactive Brokers (IBKR) MCP connector where available, otherwise from a Portfolio Performance XML file via the pp CLI — then performing comprehensive analysis covering asset allocation, diversification, risk metrics, individual position evaluation, and rebalancing recommendations. Position-level fundamentals and prices come from the FMP MCP connector. Generate detailed portfolio reports with actionable insights.

Two reference skills support this one — invoke them rather than guessing at syntax:

• market-data — endpoint names, parameters, and field mappings for the IBKR and FMP connectors, plus the caveats that matter when reporting IBKR allocation and performance figures.
• pp-usage — pp CLI command syntax, for the Portfolio Performance fallback path.

This skill never places, modifies, or cancels an order. Its output is a recommendation the user executes themselves.

When to Use

Invoke this skill when the user requests:

• "Analyze my portfolio"
• "Review my current positions"
• "What's my asset allocation?"
• "Check my portfolio risk"
• "Should I rebalance my portfolio?"
• "Evaluate my holdings"
• "Portfolio performance review"
• "What stocks should I buy or sell?"
• Any request involving portfolio-level analysis or management

Prerequisites

Portfolio data comes from one of two sources. Determine which at the start of every run — do not assume.

Source A (preferred): Interactive Brokers MCP connector

If the IBKR connector is available, use it. It provides live, authoritative data:

• get_account_positions() — every open position with quantity, average cost, market value, and unrealised P&L
• get_account_balances() — cash and market value per currency
• get_account_summary() — net liquidation value, buying power, margin requirements
• get_pa_allocation(type="ALL") — NAV broken down by asset class, sector, region, country, and instrument type
• get_pa_performance_all_periods() — return series for 1D, 7D, MTD, 1M, YTD, 1Y

Invoke the market-data skill for the reporting caveats — allocation denominators differ per dimension, cps values are fractions not percentages, and portfolio_measure tells you whether returns are time-weighted or money-weighted.

Source B (fallback): Portfolio Performance XML via the pp CLI

Use when IBKR is not connected, or when the user explicitly points at a .xml file.

Install pp at the start of every run that uses this path. Never assume the binary is present or current:

go install github.com/from68/pp-cli/cmd/pp@latest

The command is idempotent and fast once cached, though the first run may pull a matching Go toolchain. It installs into $(go env GOPATH)/bin (usually ~/go/bin); if pp is still not on PATH afterwards, call it by that full path. Run pp --version to confirm the binary is reachable — it prints pp version dev, since the build is not version-stamped, so treat it as a smoke test, not a version check. pp needs the Go toolchain — if go is missing, say so and ask the user to install it rather than installing a toolchain yourself.

Key pp commands used:

• pp -f <file> -o json portfolios list — list all portfolios
• pp -f <file> -o json portfolios holdings "<name>" — current positions with shares, price, value
• pp -f <file> -o json accounts list — cash balances per account
• pp -f <file> -o json portfolios transactions "<name>" — transaction history
• pp -f <file> -o json securities list — all securities with latest prices

Ask the user for the path to their Portfolio Performance XML file if it is not already known. Invoke the pp-usage skill to look up exact command syntax whenever needed.

If both are available

Prefer IBKR for holdings, cash, and performance — it is live and needs no manual price updates. Use the XML file only for history that predates the IBKR account, and say in the report which source each figure came from. If the two disagree on a position, report the discrepancy rather than silently picking one.

If neither is available

Ask the user to paste their holdings as a table (symbol, shares, cost basis, optionally account). Run the full analysis on that input and mark the report as manual-input, since prices and weights are only as fresh as what they pasted.

Workflow

Step 1: Fetch Portfolio Data

Pick the source per the Prerequisites section, then gather holdings, cash, and (optionally) history.

Source A — Interactive Brokers connector

1.1 Positions:

get_account_positions()

Returns per position: contract id, symbol, description, quantity, average cost, market price, market value, unrealised and realised P&L, currency, asset class.

1.2 Cash and account size:

get_account_balances()      # per-currency cash and market value
get_account_summary()       # net liquidation value, buying power, margin

Use net liquidation value from get_account_summary() as the denominator for position weights — it already includes cash and accrued items.

1.3 Allocation breakdown:

get_pa_allocation(type="ALL")

This gives IBKR's own asset-class, sector, region, country and instrument-type splits in one call. Prefer it over computing sector weights yourself. Read the caveats in market-data before quoting these percentages: weights sum to 1.0 within each bucket, denominators differ per dimension, and short_positions may be absent.

1.4 Performance and history (optional):

get_pa_performance_all_periods()    # 1D/7D/MTD/1M/YTD/1Y return series
get_account_trades()                # execution history for cost-basis and turnover analysis
get_account_orders()                # working orders that will change the picture

cps values are cumulative fractions (-0.106 = −10.6%). Report the method named in portfolio_measure (TWR or MWR).

Data validation:

• Check get_account_orders() for unfilled orders — a large working order materially changes any rebalancing advice. Flag them.
• Note the account base currency; multi-currency accounts need FX-consistent weights.
• Watch for short and derivative positions — they break naive weight arithmetic.

Source B — Portfolio Performance XML via pp

Invoke the pp-usage skill for exact command syntax if needed.

1.0 Install/update the pp CLI — mandatory, every run:

go install github.com/from68/pp-cli/cmd/pp@latest && pp --version

Run this before any other pp command, every single run. Do not skip it because pp worked in a previous session — the commands and JSON fields below track the current CLI. pp --version prints pp version dev even on a fresh install; it only confirms the binary is on PATH.

1.1 List Portfolios:

pp -f <file.xml> -o json portfolios list

Identify the portfolio name(s) to use in subsequent commands.

1.2 Get Current Holdings:

pp -f <file.xml> -o json portfolios holdings "<Portfolio Name>"

Returns per position: Security name, ISIN, Shares, Latest Price, Value, Currency. Compute each position's percentage weight by dividing its value by the total portfolio value.

1.3 Get Cash Balances:

pp -f <file.xml> -o json accounts list

Returns each account's name and computed balance. Sum balances to determine total cash.

1.4 Get Transaction History (Optional):

pp -f <file.xml> -o json portfolios transactions "<Portfolio Name>"
pp -f <file.xml> -o json portfolios transactions "<Portfolio Name>" --from 2024-01-01

Use for performance analysis, drawdown estimation, and cost-basis reconstruction.

Data Validation:

• Verify all positions have valid security names/ISINs
• Confirm holdings values plus cash balances approximate total portfolio value
• Check for zero or negative positions (use --include-zero flag if needed)
• Handle fractional shares (pp reports 8 decimal places)
• Prices in a Portfolio Performance file are only as fresh as the last sync — check the latest price date via pp securities list and refresh stale ones from FMP quote

Step 2: Enrich Position Data

Holdings data tells you what is held, not whether it is worth holding. Enrich every position from the FMP connector. Resolve each holding to a ticker first — IBKR gives you the symbol directly; for pp holdings use search(endpoint="search-ISIN", isin=<ISIN>) to map ISIN to ticker.

Invoke the market-data skill for endpoint details.

2.1 Current Market Data:

quote(endpoint="batch-quote", symbols=[<all tickers>])

One call covers price, day change, 52-week range, volume vs average volume, market cap, and trailing P/E for the whole portfolio. For an intraday IBKR fill price, use get_price_snapshot(contract_id=…) instead.

2.2 Fundamental Data:

company(endpoint="profile-symbol", symbol=…)        # sector, industry, beta, country
statements(endpoint="metrics-ratios", symbol=…, period="annual", limit=5)
statements(endpoint="financial-scores", symbol=…)   # Piotroski, Altman Z
analyst(endpoint="price-target-consensus", symbol=…)
analyst(endpoint="ratings-snapshot", symbol=…)
calendar(endpoint="dividends-company", symbol=…)    # for income analysis
news(endpoint="search-stock-news", symbols=[…], limit=10)

Scale the depth to the portfolio: run the full set on the largest positions and anything flagged as a concern, and the profile plus ratios on the tail. Say in the report which positions got the deep treatment.

2.3 Technical Analysis:

chart(endpoint="historical-price-eod-light", symbol=…, from_date=…)
technicalIndicators(endpoint="simple-moving-average", symbol=…, periodLength=50|200, timeframe="1day")
technicalIndicators(endpoint="relative-strength-index", symbol=…, periodLength=14, timeframe="1day")

Use for trend, relative strength, support/resistance, and momentum. technicalIndicators requires a paid FMP plan — if unavailable, derive moving averages from chart closes and say the values were computed locally.

2.4 Thematic overlap (optional, IBKR):

search_contracts(...) -> get_company_themes(contract_id=…, max_themes=5)

Useful for spotting hidden concentration: several positions sharing one theme is a correlation risk that a sector breakdown alone will miss.

Step 3: Portfolio-Level Analysis

Perform comprehensive portfolio analysis using frameworks from reference files:

3.1 Asset Allocation Analysis

Read references/asset-allocation.md for allocation frameworks

Analyze current allocation across multiple dimensions:

By Asset Class:

• Equities vs Fixed Income vs Cash vs Alternatives
• Compare to target allocation for user's risk profile
• Assess if allocation matches investment goals

By Sector:

• Technology, Healthcare, Financials, Consumer, etc.
• Identify sector concentration risks
• Compare to benchmark sector weights (e.g., S&P 500)

By Market Cap:

• Large-cap vs Mid-cap vs Small-cap distribution
• Concentration in mega-caps
• Market cap diversification score

By Geography:

• US vs International vs Emerging Markets
• Domestic concentration risk assessment

Output Format:

## Asset Allocation

### Current Allocation vs Target

| Asset Class | Current | Target | Variance |
| ----------- | ------- | ------ | -------- |
| US Equities | XX.X%   | YY.Y%  | +/- Z.Z% |
| ...         |

### Sector Breakdown

[Pie chart description or table with sector percentages]

### Top 10 Holdings

| Rank | Symbol | % of Portfolio | Sector     |
| ---- | ------ | -------------- | ---------- |
| 1    | AAPL   | X.X%           | Technology |
| ...  |

3.2 Diversification Analysis

Read references/diversification-principles.md for diversification theory

Evaluate portfolio diversification quality:

Position Concentration:

• Identify top holdings and their aggregate weight
• Flag if any single position exceeds 10-15% of portfolio
• Calculate Herfindahl-Hirschman Index (HHI) for concentration measurement

Sector Concentration:

• Identify dominant sectors
• Flag if any sector exceeds 30-40% of portfolio
• Compare to benchmark sector diversity

Correlation Analysis:

• Estimate correlation between major positions
• Identify highly correlated holdings (potential redundancy)
• Assess true diversification benefit

Number of Positions:

• Optimal range: 15-30 stocks for individual portfolios
• Flag if under-diversified (<10 stocks) or over-diversified (>50 stocks)

Output:

## Diversification Assessment

**Concentration Risk:** [Low / Medium / High]

- Top 5 holdings represent XX% of portfolio
- Largest single position: [SYMBOL] at XX%

**Sector Diversification:** [Excellent / Good / Fair / Poor]

- Dominant sector: [Sector Name] at XX%
- [Assessment of balance across sectors]

**Position Count:** [Optimal / Under-diversified / Over-diversified]

- Total positions: XX stocks
- [Recommendation]

**Correlation Concerns:**

- [List any highly correlated position pairs]
- [Diversification improvement suggestions]

3.3 Risk Analysis

Read references/portfolio-risk-metrics.md for risk measurement frameworks

Calculate and interpret key risk metrics:

Volatility Measures:

• Estimated portfolio beta (weighted average of position betas)
• Individual position volatilities
• Portfolio standard deviation (if historical data available)

Downside Risk:

• Maximum drawdown (from portfolio history)
• Current drawdown from peak
• Positions with significant unrealized losses

Risk Concentration:

• Percentage in high-volatility stocks (beta > 1.5)
• Percentage in speculative/unprofitable companies
• Leverage usage (if applicable)

Tail Risk:

• Exposure to potential black swan events
• Single-stock concentration risk
• Sector-specific event risk

Output:

## Risk Assessment

**Overall Risk Profile:** [Conservative / Moderate / Aggressive]

**Portfolio Beta:** X.XX (vs market at 1.00)

- Interpretation: Portfolio is [more/less] volatile than market

**Maximum Drawdown:** -XX.X% (from $XXX,XXX to $XXX,XXX)

- Current drawdown from peak: -XX.X%

**High-Risk Positions:**
| Symbol | % of Portfolio | Beta | Risk Factor |
|--------|----------------|------|-------------|
| [TICKER] | XX% | X.XX | [High volatility / Recent loss / etc] |

**Risk Concentrations:**

- XX% in single sector ([Sector])
- XX% in stocks with beta > 1.5
- [Other concentration risks]

**Risk Score:** XX/100 ([Low/Medium/High] risk)

3.4 Performance Analysis

Evaluate portfolio performance using available data:

Absolute Returns:

• Overall portfolio unrealized P&L ($ and %)
• Best performing positions (top 5 by % gain)
• Worst performing positions (bottom 5 by % loss)

Time-Weighted Returns (if history available):

• YTD return
• 1-year, 3-year, 5-year annualized returns
• Compare to benchmark (S&P 500, relevant index)

Position-Level Performance:

• Winners vs Losers ratio
• Average gain on winning positions
• Average loss on losing positions
• Positions near 52-week highs/lows

Output:

## Performance Review

**Total Portfolio Value:** $XXX,XXX
**Total Unrealized P&L:** $XX,XXX (+XX.X%)
**Cash Balance:** $XX,XXX (XX% of portfolio)

**Best Performers:**
| Symbol | Gain | Position Value |
|--------|------|----------------|
| [TICKER] | +XX.X% | $XX,XXX |
| ... |

**Worst Performers:**
| Symbol | Loss | Position Value |
|--------|------|----------------|
| [TICKER] | -XX.X% | $XX,XXX |
| ... |

**Performance vs Benchmark (if available):**

- Portfolio return: +X.X%
- S&P 500 return: +Y.Y%
- Alpha: +/- Z.Z%

Step 4: Individual Position Analysis

For key positions (top 10-15 by portfolio weight), perform detailed analysis:

Read references/position-evaluation.md for position analysis framework

For each significant position:

4.1 Current Thesis Validation:

• Why was this position initiated? (if known from user context)
• Has the investment thesis played out or broken?
• Recent company developments and news

4.2 Valuation Assessment:

• Current valuation metrics (P/E, P/B, etc.)
• Compare to historical valuation range
• Compare to sector peers
• Overvalued / Fair / Undervalued assessment

4.3 Technical Health:

• Price trend (uptrend, downtrend, sideways)
• Position relative to moving averages
• Support and resistance levels
• Momentum status

4.4 Position Sizing:

• Current weight in portfolio
• Is size appropriate given conviction and risk?
• Overweight or underweight vs optimal

4.5 Action Recommendation:

• HOLD - Position is well-sized and thesis intact
• ADD - Underweight given opportunity, thesis strengthening
• TRIM - Overweight or valuation stretched
• SELL - Thesis broken, better opportunities elsewhere

Output per position:

### [SYMBOL] - [Company Name] (XX.X% of portfolio)

**Position Details:**

- Shares: XXX
- Avg Cost: $XX.XX
- Current Price: $XX.XX
- Market Value: $XX,XXX
- Unrealized P/L: $X,XXX (+XX.X%)

**Fundamental Snapshot:**

- Sector: [Sector]
- Market Cap: $XX.XB
- P/E: XX.X | Dividend Yield: X.X%
- Recent developments: [Key news or earnings]

**Technical Status:**

- Trend: [Uptrend / Downtrend / Sideways]
- Price vs 50-day MA: [Above/Below by XX%]
- Support: $XX.XX | Resistance: $XX.XX

**Position Assessment:**

- **Thesis Status:** [Intact / Weakening / Broken / Strengthening]
- **Valuation:** [Undervalued / Fair / Overvalued]
- **Position Sizing:** [Optimal / Overweight / Underweight]

**Recommendation:** [HOLD / ADD / TRIM / SELL]
**Rationale:** [1-2 sentence explanation]

Step 5: Rebalancing Recommendations

Read references/rebalancing-strategies.md for rebalancing approaches

Generate specific rebalancing recommendations:

5.1 Identify Rebalancing Triggers:

• Positions that have drifted significantly from target weights
• Sector/asset class allocations requiring adjustment
• Overweight positions to trim (exceeded threshold)
• Underweight areas to add (below threshold)
• Tax considerations (capital gains implications)

5.2 Develop Rebalancing Plan:

Positions to TRIM:

• Overweight positions (>threshold deviation from target)
• Stocks that have run up significantly (valuation concerns)
• Concentrated positions exceeding 15-20% of portfolio
• Positions with broken thesis

Positions to ADD:

• Underweight sectors or asset classes
• High-conviction positions currently underweight
• New opportunities to improve diversification

Cash Deployment:

• If excess cash (>10% of portfolio), suggest deployment
• Prioritize based on opportunity and allocation gaps

5.3 Prioritization: Rank rebalancing actions by priority:

1. Immediate - Risk reduction (trim concentrated positions)
2. High Priority - Major allocation drift (>10% from target)
3. Medium Priority - Moderate drift (5-10% from target)
4. Low Priority - Fine-tuning and opportunistic adjustments

Output:

## Rebalancing Recommendations

### Summary

- **Rebalancing Needed:** [Yes / No / Optional]
- **Primary Reason:** [Concentration risk / Sector drift / Cash deployment / etc]
- **Estimated Trades:** X sell orders, Y buy orders

### Recommended Actions

#### HIGH PRIORITY: Risk Reduction

**TRIM [SYMBOL]** from XX% to YY% of portfolio

- **Shares to Sell:** XX shares (~$XX,XXX)
- **Rationale:** [Overweight / Valuation extended / etc]
- **Tax Impact:** $X,XXX capital gain (est)

#### MEDIUM PRIORITY: Asset Allocation

**ADD [Sector/Asset Class]** exposure

- **Target:** Increase from XX% to YY%
- **Suggested Stocks:** [SYMBOL1, SYMBOL2, SYMBOL3]
- **Amount to Invest:** ~$XX,XXX

#### CASH DEPLOYMENT

**Current Cash:** $XX,XXX (XX% of portfolio)

- **Recommendation:** [Deploy / Keep for opportunities / Reduce to X%]
- **Suggested Allocation:** [Distribution across sectors/stocks]

### Implementation Plan

1. [First action - highest priority]
2. [Second action]
3. [Third action]
   ...

**Timing Considerations:**

- [Tax year-end planning / Earnings season / Market conditions]
- [Suggested phasing if applicable]

Step 6: Generate Portfolio Report

Create comprehensive markdown report saved to repository root:

Filename: portfolio_analysis_YYYY-MM-DD.md

Report Structure:

# Portfolio Analysis Report

**Account:** [Account type if available]
**Report Date:** YYYY-MM-DD
**Portfolio Value:** $XXX,XXX
**Total P&L:** $XX,XXX (+XX.X%)

---

## Executive Summary

[3-5 bullet points summarizing key findings]

- Overall portfolio health assessment
- Major strengths
- Key risks or concerns
- Primary recommendations

---

## Holdings Overview

[Summary table of all positions]

---

## Asset Allocation

[Section from Step 3.1]

---

## Diversification Analysis

[Section from Step 3.2]

---

## Risk Assessment

[Section from Step 3.3]

---

## Performance Review

[Section from Step 3.4]

---

## Position Analysis

[Detailed analysis of top 10-15 positions from Step 4]

---

## Rebalancing Recommendations

[Section from Step 5]

---

## Action Items

**Immediate Actions:**

- [ ] [Action 1]
- [ ] [Action 2]

**Medium-Term Actions:**

- [ ] [Action 3]
- [ ] [Action 4]

**Monitoring Priorities:**

- [ ] [Watch list item 1]
- [ ] [Watch list item 2]

---

## Appendix: Full Holdings

[Complete table with all positions and metrics]

Step 7: Interactive Follow-up

Be prepared to answer follow-up questions:

Common Questions:

"Why should I sell [SYMBOL]?"

• Explain specific concerns (valuation, thesis breakdown, concentration)
• Provide supporting data
• Offer alternative positions if applicable

"What should I buy instead?"

• Suggest specific stocks to improve allocation
• Explain how they address portfolio gaps
• Provide brief investment thesis

"What's my biggest risk?"

• Identify primary risk factor (concentration, sector exposure, volatility)
• Quantify the risk
• Suggest mitigation strategies

"How does my portfolio compare to [benchmark]?"

• Compare allocation, sector weights, risk metrics
• Highlight key differences
• Assess if differences are justified

"Should I rebalance now or wait?"

• Consider market conditions, tax implications, transaction costs
• Provide timing recommendation with rationale

"Can you analyze [specific position] in more detail?"

• Perform deep-dive analysis using us-stock-analysis skill if needed
• Integrate findings back into portfolio context

Analysis Frameworks

Target Allocation Templates

This skill includes reference allocation models for different investor profiles:

Read references/target-allocations.md for detailed models:

• Conservative (Capital preservation, income focus)
• Moderate (Balanced growth and income)
• Growth (Long-term capital appreciation)
• Aggressive (Maximum growth, high risk tolerance)

Each model includes:

• Asset class targets (Stocks/Bonds/Cash/Alternatives)
• Sector guidelines
• Market cap distribution
• Geographic allocation
• Position sizing rules

Use these as comparison benchmarks when user hasn't specified their allocation strategy.

Risk Profile Assessment

If user's target allocation is unknown, assess appropriate risk profile based on:

• Age (if mentioned)
• Investment timeline (if mentioned)
• Current allocation (reveals preferences)
• Position types (conservative vs speculative stocks)

Read references/risk-profile-questionnaire.md for assessment framework

Output Guidelines

Tone and Style:

• Objective and analytical
• Actionable recommendations with clear rationale
• Acknowledge uncertainty in market forecasts
• Balance optimism with risk awareness
• Quantify whenever possible

Data Presentation:

• Tables for comparisons and metrics
• Percentages for allocations and returns
• Dollar amounts for absolute values
• Consistent formatting throughout report

Recommendation Clarity:

• Explicit action verbs (TRIM, ADD, HOLD, SELL)
• Specific quantities (sell XX shares, add $X,XXX)
• Priority levels (Immediate, High, Medium, Low)
• Supporting rationale for each recommendation

Visual Descriptions:

• Describe allocation breakdowns as if creating pie charts
• Sector weights as bar chart equivalents
• Performance trends with directional indicators (↑ ↓ →)

Reference Files

Load these references as needed during analysis:

pp-usage skill

• When: Need guidance on any pp CLI command syntax or flags
• Contains: Full command reference for querying Portfolio Performance XML files, including holdings, transactions, accounts, and securities

references/asset-allocation.md

• When: Analyzing portfolio allocation or creating rebalancing plan
• Contains: Asset allocation theory, optimal allocation by risk profile, sector allocation guidelines, rebalancing triggers

references/diversification-principles.md

• When: Assessing portfolio diversification quality
• Contains: Modern portfolio theory basics, correlation concepts, optimal position count, concentration risk thresholds, diversification metrics

references/portfolio-risk-metrics.md

• When: Calculating risk scores or interpreting volatility
• Contains: Beta calculation, standard deviation, Sharpe ratio, maximum drawdown, Value at Risk (VaR), risk-adjusted return metrics

references/position-evaluation.md

• When: Analyzing individual holdings for buy/hold/sell decisions
• Contains: Position analysis framework, thesis validation checklist, position sizing guidelines, sell discipline criteria

references/rebalancing-strategies.md

• When: Developing rebalancing recommendations
• Contains: Rebalancing methodologies (calendar-based, threshold-based, tactical), tax optimization strategies, transaction cost considerations, implementation timing

references/target-allocations.md

• When: Need benchmark allocations for comparison
• Contains: Model portfolios for conservative/moderate/growth/aggressive investors, sector target ranges, market cap distributions

references/risk-profile-questionnaire.md

• When: User hasn't specified risk tolerance or target allocation
• Contains: Risk assessment questions, scoring methodology, risk profile classification

Error Handling

If neither connector nor portfolio file is available:

1. Say plainly which sources you checked and found missing
2. Point the user at the Connectors settings for IBKR, or ask for the .xml path
3. Offer the paste-your-holdings fallback so the analysis is not blocked entirely

If the IBKR connector errors or returns empty positions:

• Distinguish "not connected" from "connected but empty" — an empty get_account_positions() on a live connection means a genuinely empty account
• Re-authentication is the user's action, not yours; tell them what to do
• Fall back to the pp path if a portfolio file is available, and label the switch

If the FMP connector is unavailable:

• Holdings and weights still work from IBKR or pp, but position-level evaluation does not
• Produce the allocation and concentration analysis, and state clearly that fundamental and valuation sections were skipped for lack of data — do not fill them from WebSearch and present the result as equivalent

If the Portfolio Performance XML file path is unknown:

1. Ask the user for the path to their .xml file
2. Optionally run find ~ -name "*.xml" -path "*portfolio*" 2>/dev/null to help locate it

If pp is missing or go install fails:

1. Re-run go install github.com/from68/pp-cli/cmd/pp@latest and read the actual error
2. If go is not on PATH, tell the user pp needs the Go toolchain and ask them to install it — do not install a toolchain yourself
3. If the install succeeded but pp is not found, invoke it as $(go env GOPATH)/bin/pp
4. If pp still cannot be made to work, suggest the IBKR connector or the paste-your-holdings fallback; invoke the pp-usage skill for command reference

If a command returns incomplete or unexpected data:

• Proceed with available data
• Note limitations in the report
• For pp, use pp -f <file> -o json validate to check for file integrity issues

If holdings data seems stale (latest prices are old):

• Flag the issue — prices in Portfolio Performance are updated manually or via price feeds
• Note the last price date per security from pp securities list output
• Refresh with quote(endpoint="batch-quote", symbols=[…]) from FMP and mark which prices were refreshed

If a ticker cannot be resolved from an ISIN:

• Try search(endpoint="search-ISIN", isin=…), then search(endpoint="search-name", query=…)
• If still unresolved (common for non-US listings and some ETFs), keep the position in the weight arithmetic but mark its fundamentals N/A and list it as unenriched

If user has no positions:

• Acknowledge empty portfolio
• Offer portfolio construction guidance instead of analysis
• Suggest using the quick-stock-analysis or full-stock-analysis skills for stock ideas

Advanced Features

Tax-Loss Harvesting Opportunities

Identify positions with unrealized losses suitable for tax-loss harvesting:

• Positions with losses >5%
• Holding period considerations (avoid wash sale rule)
• Replacement security suggestions (similar but not substantially identical)

Dividend Income Analysis

For portfolios with dividend-paying stocks:

• Estimate annual dividend income
• Dividend growth rate trajectory
• Dividend coverage and sustainability
• Yield on cost for long-term holdings

Correlation Matrix

For portfolios with 5-20 positions:

• Estimate correlation between major positions
• Identify redundant positions (correlation >0.8)
• Suggest diversification improvements

Scenario Analysis

Model portfolio behavior under different scenarios:

• Bull Market (+20% equity appreciation)
• Bear Market (-20% equity decline)
• Sector Rotation (Tech weakness, Value strength)
• Rising Rates (Impact on growth stocks and bonds)

Example Queries

Basic Portfolio Review:

• "Analyze my portfolio"
• "Review my positions"
• "How's my portfolio doing?"

Allocation Analysis:

• "What's my asset allocation?"
• "Am I too concentrated in tech?"
• "Show me my sector breakdown"

Risk Assessment:

• "Is my portfolio too risky?"
• "What's my portfolio beta?"
• "What are my biggest risks?"

Rebalancing:

• "Should I rebalance?"
• "What should I buy or sell?"
• "How can I improve diversification?"

Performance:

• "What are my best and worst positions?"
• "How am I performing vs the market?"
• "Which stocks are winning and losing?"

Position-Specific:

• "Should I sell [SYMBOL]?"
• "Is [SYMBOL] overweight in my portfolio?"
• "What should I do with [SYMBOL]?"

Limitations and Disclaimers

Include in all reports:

This analysis is for informational purposes only and does not constitute financial advice. Investment decisions should be made based on individual circumstances, risk tolerance, and financial goals. Past performance does not guarantee future results. Consult with a qualified financial advisor before making investment decisions.

Data accuracy depends on the connected data sources (Interactive Brokers, Financial Modeling Prep, or a user-supplied Portfolio Performance file) and on third-party market data. Verify critical information independently. Tax implications are estimates only; consult a tax professional for specific guidance.

This skill produces analysis only. It does not place, modify, or cancel orders. Every recommendation must be reviewed and executed by the user.