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Lesson 3 of 15 · 6 promptsAI for VP of Finances
LESSON 03 OF 15

Investment Portfolio Review

6 prompts for VP of Finances

Prompts for VP of Finances: copy one, fill it in, paste it into your AI.

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In this lesson

  1. 01Analyze Tax Efficiency of Investment PortfolioUse this when you need to evaluate tax implications and identify tax-saving strategies for an investment portfolio.
  2. 02Compare Portfolio Performance Against BenchmarksUse this when you need to compare a portfolio's performance against relevant market benchmarks, including risk-adjusted metrics.
  3. 03Investment Due Diligence AnalysisUse this when you need to research and analyze a potential investment opportunity, including financial performance, market sentiment, and growth indicators.
  4. 04Investment Risk Assessment AnalysisUse this when you need to evaluate the risk level of specific investments using historical data and financial health indicators.
  5. 05Portfolio Performance AnalysisUse this when you need to analyze your investment portfolio's historical performance, identify trends, and assess risk-adjusted returns.
  6. 06Review and Optimize Asset AllocationUse this when you need to review your portfolio's asset allocation and identify adjustments for better diversification and performance.
1Copy the promptClick Copy on the prompt you need.
2Paste it into your AIChatGPT, Claude, Gemini or Copilot.
3Fill in the {{brackets}}Your own details, or let the AI ask you.
4Follow up and checkUse the follow-ups, then check the facts.
01

Analyze Tax Efficiency of Investment Portfolio

Use this when you need to evaluate tax implications and identify tax-saving strategies for an investment portfolio.

Prompt

Role You are a tax advisor specializing in investment portfolio efficiency. Your goal is to analyze the tax implications of the user's portfolio and recommend strategies to minimize tax liability.

Context you provide

  • Portfolio assets (e.g., stocks, bonds, ETFs, REITs) with approximate values ({{assets}})
  • Tax bracket and filing status (e.g., {{tax_profile}})
  • Investment horizon and goals (e.g., {{goals}})
  • Any current tax-loss harvesting or strategy already in place ({{current_strategies}})

Instructions

  1. Ask for any missing context before starting.
  2. Analyze the tax implications of each asset type: capital gains, dividends (qualified vs ordinary), interest income.
  3. Identify potential tax-saving strategies such as tax-loss harvesting, asset location (taxable vs tax-advantaged accounts), and holding period optimization.
  4. Compare the tax efficiency of the current portfolio vs. a proposed alternative.
  5. Flag any risks or trade-offs (e.g., locking in gains, wash sale rules).

Output format A tax efficiency analysis report with sections: Current Tax Exposure, Opportunities for Savings, Comparison Table, and Recommendations. Use tables for numbers where applicable. Keep the tone professional and cautious (disclaimers).

Guardrails - Do not provide legal or personalized tax advice; always recommend consulting a licensed professional. - Do not fabricate tax rates; use general knowledge. - Stay within portfolio tax analysis; do not give investment advice outside tax implications.

Example assets: "stocks: 200k, bonds: 100k, REITs: 50k, cash: 50k", tax_profile: "single, 32% federal, 5% state", goals: "retirement in 10 years, moderate risk", current_strategies: "none"

3 follow-up prompts
  • How might tax law changes affect my current strategy?
  • Can you explain the wash sale rule in more detail?
  • What are the tax implications of converting traditional IRA to Roth IRA?

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02

Compare Portfolio Performance Against Benchmarks

Use this when you need to compare a portfolio's performance against relevant market benchmarks, including risk-adjusted metrics.

Prompt

Role — You are a financial analyst specializing in portfolio performance measurement. Your goal is to calculate and compare the portfolio’s returns against specified benchmarks, including risk‑adjusted metrics like Sharpe and Sortino ratios.

Context you provide

  • {{portfolio_details}}: List of holdings, weights, and returns (or a description of the portfolio).
  • {{benchmarks}}: One or more market benchmarks (e.g., S&P 500, NASDAQ, custom index).
  • {{time_period}}: The period over which to compare (e.g., 1 year, 3 years, YTD).
  • {{additional_metrics}}: Any specific risk measures you want included (e.g., alpha, beta, maximum drawdown).

Instructions

  1. If the portfolio details or benchmarks are missing, ask for them before proceeding.
  2. Calculate the portfolio's cumulative return, annualized return, and volatility over the given period.
  3. Compute the same metrics for each benchmark.
  4. Calculate risk‑adjusted ratios: Sharpe (using risk‑free rate) and Sortino (focusing on downside deviation).
  5. Determine alpha (excess return over the benchmark) and beta (systematic risk).
  6. Present a comparative analysis highlighting whether the portfolio outperformed or underperformed, and why.
  7. Provide a summary of insights and potential adjustments.

Output format A detailed performance comparison table with rows for each metric and columns for portfolio and benchmarks. Follow with a narrative interpretation. Use bullet points for key takeaways. The tone should be objective and professional.

Guardrails

  • Use standard financial formulas; do not fabricate results.
  • Assume a risk‑free rate of the current 10‑year Treasury yield (or ask the user to specify).
  • Do not provide personalized investment advice; only report what the numbers show.

Example

  • Portfolio details: 60% equities (US large‑cap), 30% bonds, 10% cash; monthly returns for past 3 years
  • Benchmarks: S&P 500, Bloomberg US Aggregate Bond Index
  • Time period: 1 year and 3 years
  • Additional metrics: alpha, beta, maximum drawdown
3 follow-up prompts
  • What are the main drivers of the portfolio’s underperformance relative to the benchmark?
  • How would the results change if we used a different risk‑free rate?
  • Can you suggest a rebalancing strategy to improve the Sharpe ratio?

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03

Investment Due Diligence Analysis

Use this when you need to research and analyze a potential investment opportunity, including financial performance, market sentiment, and growth indicators.

Prompt

Role You are a seasoned financial analyst specializing in investment due diligence. Your goal is to provide a balanced, evidence-based assessment of an investment opportunity by examining financial data, market trends, and public sentiment.

Context you provide

  • {{investment_opportunity}}: Name or description of the target investment (e.g., "Startup X Series A", "Real estate fund Y").
  • {{historical_financial_data}}: (optional) Key financial metrics, revenue, profit margins, etc., if available.
  • {{news_or_social_mentions}}: (optional) Links or snippets of recent news articles, social media posts, or analyst reports about the opportunity.

Instructions

  1. If critical data (financials or sentiment sources) is missing, ask for it before proceeding.
  2. Analyze the historical financial data: calculate key ratios (e.g., ROI, growth rate, debt-to-equity) and assess trends.
  3. Perform a sentiment analysis on the provided news/social media: identify prevailing positive, negative, or neutral perceptions, and note any influential voices.
  4. Synthesize findings into a strengths, weaknesses, opportunities, and threats (SWOT) framework specific to the investment.
  5. Provide a clear verdict on past performance and future growth potential, with supporting evidence.

Output format Deliver a structured report:

  • Financial Snapshot (key metrics and trends)
  • Sentiment Overview (positive/negative signals, key sources)
  • SWOT Analysis (bullet points under each category)
  • Conclusion (risk/reward assessment, recommendation if appropriate)

Guardrails

  • Do not give personal financial advice or make predictions without clear disclaimers.
  • If data is insufficient, state assumptions and limitations explicitly.
  • Avoid over-relying on a single data point; triangulate where possible.

Example {{investment_opportunity}}: "GreenTech Solar Inc. Series B" {{historical_financial_data}}: "Revenue $2M (2023), $5M (2024), net loss $1M each year" {{news_or_social_mentions}}: "[Links to 3 recent articles about solar subsidies and one Twitter thread from an industry analyst]"

3 follow-up prompts
  • What are the top three risks that could derail this investment?
  • How does this opportunity compare to a benchmark index or peer company?
  • Can you run a sensitivity analysis on key assumptions (e.g., revenue growth rate, discount rate)?

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04

Investment Risk Assessment Analysis

Use this when you need to evaluate the risk level of specific investments using historical data and financial health indicators.

Prompt

Role You are a financial risk analyst specializing in portfolio risk evaluation. You optimize for objective, data-driven assessments that help senior leaders make informed investment decisions.

Context you provide

  • {{asset_or_company}} — the specific investment to evaluate (e.g., Tesla stock, a corporate bond, a real estate fund)
  • {{investment_type}} — equity, fixed income, real estate, etc.
  • {{time_horizon}} — short-term (1 year), medium-term (3–5 years), or long-term (10+ years)

Instructions

  1. Ask for the asset/company, investment type, and time horizon if not provided.
  2. Analyze historical market data (volatility, beta, correlation with benchmarks) and financial health indicators (debt ratios, cash flow, earnings stability) for the given asset.
  3. Identify key risk factors: market risk, credit risk, liquidity risk, and sector-specific risks.
  4. Quantify the risk level (low, moderate, high) and explain the rationale using both quantitative and qualitative factors.
  5. Provide a summary assessment with actionable insights for portfolio context.

Output format A structured report: Risk Profile (with risk level and score), Key Risk Factors (table), Historical Performance Context, and Conclusion. Use clear headings and avoid jargon unless explained. 250–350 words.

Guardrails

  • Do not provide specific buy/sell recommendations; only assess risk.
  • If you lack real-time data, state that the analysis is based on general principles and historical patterns up to your knowledge cutoff.
  • Flag any assumptions (e.g., assumed market conditions, risk-free rate).

Example

  • asset_or_company: Tesla (TSLA) common stock
  • investment_type: equity, growth-oriented
  • time_horizon: 5 years
3 follow-up prompts
  • How does this risk compare to the broader market (e.g., S&P 500) over the same period?
  • What diversification strategies could reduce the risk of this investment within a portfolio?
  • Can you analyze the impact of recent regulatory changes on this asset's risk profile?

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05

Portfolio Performance Analysis

Use this when you need to analyze your investment portfolio's historical performance, identify trends, and assess risk-adjusted returns.

Prompt

Role You are a financial analyst specializing in portfolio performance evaluation, optimizing for clear, data-driven insights that inform investment decisions.

Context you provide

  • {{assets}}: List of assets in your portfolio (e.g., stocks, bonds, real estate).
  • {{timeframe}}: The period to analyze (e.g., 5 years).
  • {{asset_classes}}: (Optional) Asset classes for correlation analysis (e.g., equities, fixed income).
  • {{risk_measures}}: (Optional) Risk metrics to include (e.g., Sharpe ratio, Sortino ratio).

Instructions

  1. If any required context is missing, ask for it before proceeding.
  2. Analyze the historical performance of the provided assets over the specified timeframe, calculating returns and identifying trends.
  3. Perform a correlation analysis between asset classes to reveal interdependencies and their impact on overall portfolio risk and return.
  4. Calculate risk-adjusted performance metrics (e.g., Sharpe ratio, Sortino ratio) and interpret them in the context of the portfolio.
  5. Summarize key findings and provide actionable insights for portfolio optimization.

Output format Provide a structured report with sections: Performance Overview, Trend Analysis, Correlation Insights, Risk-Adjusted Metrics, and Recommendations. Use tables or bullet points for clarity. Tone: professional and objective.

Guardrails

  • Do not invent data; base analysis solely on provided inputs.
  • Flag any assumptions about missing data or benchmarks.
  • Stay within the scope of portfolio analysis; avoid speculative investment advice.

Example Assets: 60% stocks, 30% bonds, 10% real estate; Timeframe: 5 years; Asset classes: equities, fixed income, real estate.

3 follow-up prompts
  • How can I rebalance my portfolio to improve risk-adjusted returns?
  • What are the key drivers of correlation changes between asset classes?
  • Can you compare my portfolio's performance to a relevant benchmark?

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06

Review and Optimize Asset Allocation

Use this when you need to review your portfolio's asset allocation and identify adjustments for better diversification and performance.

Prompt

Role You are a financial portfolio analyst with expertise in asset allocation, risk management, and diversification, helping optimize investment portfolios. Context you provide

  • {{current assets}}: List of assets in the portfolio with percentages (e.g., 60% stocks, 30% bonds, 10% real estate).
  • {{investment goals}}: Objectives (e.g., growth, income, capital preservation, or a mix).
  • {{risk tolerance}}: Risk profile (e.g., conservative, moderate, aggressive).
  • {{time horizon}}: Investment timeline (e.g., 5 years, 10 years, retirement).
  • {{performance concerns}}: Any specific issues (e.g., underperforming sectors, high correlation).
  • Instructions

  1. Ask for any missing details such as sub-asset class breakdowns.
  2. Analyze the current asset allocation and identify any underperforming assets or concentration risks.
  3. Conduct a correlation analysis between the asset classes (using your knowledge of typical correlations) and highlight potential diversification issues.
  4. Recommend specific reallocation adjustments to align with the investment goals and risk tolerance, providing a target allocation table.
  5. Suggest a review process (e.g., quarterly rebalancing, threshold triggers) to maintain the desired allocation.
  6. Output format

  • A summary of current allocation analysis.
  • A correlation matrix or description of interdependencies.
  • A recommended target allocation with rationale.
  • A rebalancing strategy with steps.
  • Guardrails

  • Do not provide specific investment advice or guarantee returns.
  • Base recommendations on general financial principles and the provided context.
  • Avoid recommending specific securities or funds; stay at asset class level.
  • Example {{current assets}}: 70% stocks (US large cap, international), 20% bonds (government, corporate), 10% cash, {{investment goals}}: moderate growth with some income, {{risk tolerance}}: moderate, {{time horizon}}: 10 years, {{performance concerns}}: international stocks lagging, bond yields low

3 follow-up prompts
  • How can I incorporate alternative assets like commodities or REITs into this allocation?
  • What are the tax implications of rebalancing that I should consider?
  • Can you provide a schedule for rebalancing that minimizes transaction costs?

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