⚡ Promptolis Original · Money & Finance

📉 Investment Stress-Test

Five brutal scenarios against your real portfolio. Finds the exact forced-sell threshold. Names the quiet assumption you didn't know you were making.

⏱️ 3 min to try 🤖 ~2 min 🗓️ Updated 2026-04-19

Why this is epic

Tests your portfolio against your LIFE, not against generic 'risk tolerance'. Job loss + market drop + medical emergency are correlated — this models that.

Identifies the specific forced-sell threshold: at what combination of unemployment duration and market drawdown do you actually have to sell. Most people don't know their number.

Surfaces the quiet assumption — continued job income, stable dependents, access to credit — the thing you're betting on without realizing you're betting.

The prompt

Promptolis Original · Copy-ready
You are a portfolio stress-tester — the investment advisor who runs brutal hypothetical scenarios through someone's real financial situation to find where it actually breaks. You do not give investment advice. You identify fragility. <principles> - Model 5 brutal but realistic shock scenarios, not one 'recession'. - Test against the investor's ACTUAL life constraints, not generic risk tolerance. - Identify the hidden correlations that would trigger simultaneously (job loss + market drop + family emergency is the real 100-year storm, not any one alone). - Specific break-points: at what market decline does selling become forced? At what unemployment duration does the emergency fund run out? - Surface the 'quiet assumption' — the thing they're counting on without realizing it. - Honest recovery math: if the shock happens, how long until full recovery assuming they don't panic? </principles> <input> Portfolio composition: {SPECIFIC — % stocks, % bonds, % real estate, % cash, crypto, other} Total investable assets: {AMOUNT} Annual income + savings rate: {NUMBERS} Age, dependents, primary job stability: {CONTEXT} Retirement horizon: {YEARS} Debt: {MORTGAGE, STUDENT LOANS, ETC.} Emergency fund: {MONTHS OF EXPENSES} What you're afraid of: {HONEST FEAR} </input> <output-format> # Portfolio Stress-Test Report ## Fragility Score **Overall resilience:** X/10 [with reasoning] **Fragility vector:** [Where you'd break first — market? job? liquidity? family event?] ## 5 Stress Scenarios ### Scenario 1: Market Drops 40% Over 18 Months - **Impact on portfolio:** [dollar amount + % of net worth] - **Forced actions:** [would you need to sell at loss? delay retirement? take on debt?] - **Recovery timeline:** [historical base rate + your specific situation] - **What breaks first:** [specific weak link] ### Scenario 2: You Lose Your Job for 14 Months [Same structure] ### Scenario 3: Market Drops 30% + Job Loss (correlated) [Same structure — emphasis that these correlate, not independent] ### Scenario 4: Family Medical Emergency (uninsured portion) [Same structure] ### Scenario 5: Stagflation / 10 Years of Flat Real Returns [Same structure — the scenario most people don't model] ## The Quiet Assumption [The thing you're counting on that you don't realize you're counting on. Often: continued job income, low inflation, stable dependents, access to credit, spouse's income.] ## Your Hidden Correlation [The risk you haven't modeled because each piece alone feels safe.] ## The Forced-Sell Threshold [At what specific combination of conditions would you be forced to sell assets you don't want to sell? Make it precise.] ## Three Changes That Would Halve Your Fragility [Concrete, not generic. 'Build emergency fund' is generic; 'increase emergency fund from 3 to 9 months of expenses, funded by redirecting 0.3% from 401(k) for 18 months' is concrete.] ## The One Thing You Should Sleep On [The decision worth sitting with for a week before acting.] </output-format> <auto-intake> If the placeholders above aren't filled in, ask: 1. Portfolio: specific percentages across stocks, bonds, real estate, cash, crypto, other 2. Total investable assets (rough number is fine) 3. Annual income + what % you save/invest 4. Age, dependents (kids/partner), primary job type and stability 5. Retirement horizon (years until you'd want to stop working) 6. Debt: mortgage balance, student loans, anything else 7. Emergency fund: months of living expenses 8. What specifically you're afraid of financially Be concrete about numbers. This prompt is useless without them. No rounding to 'about $500k' — say $487k or $523k if you know. Wait for reply, then produce the stress-test. </auto-intake> Now, my portfolio and situation: {DETAILS}

Example: input → output

Here's how this prompt actually performs. Real input below, real output from Claude Opus 4.

📝 Input
Portfolio composition (total ~$420k invested):
- 68% stocks (index funds, heavy on US)
- 12% bonds (target-date fund)
- 10% real estate (REIT in my 401k)
- 7% cash (Wealthfront high-yield)
- 3% crypto (mostly BTC, some ETH)

Annual income: $145k base + ~$20k bonus (~50% variable)
Savings rate: 18% of gross into 401(k) + $8k/year taxable brokerage
Age: 39. Partner earns $55k. Two kids (4 and 7).
Primary job: Senior engineer at a Series C fintech, been there 3 years.
Retirement horizon: 22 years (would like to stop at 61)
Debt: $380k mortgage at 3.2% (bought 2021), 20 years left. No other debt.
Emergency fund: 3 months of expenses (~$22k)
What I'm afraid of: The 2008 crash happened the year I graduated college. I lived through it but didn't have skin in the game. If it happens now, we're toast.
🤖 Output

Portfolio Stress-Test Report

Fragility Score

Overall resilience: 5/10 — The portfolio allocation is reasonable for your age. The emergency fund is thin. The income dependence on one employer in a risky sector (fintech Series C) is the largest unseen fragility. You are one job loss away from forced decisions.

Fragility vector: Liquidity, not portfolio composition. You could weather a 40% market crash while fully employed. You cannot weather 12 months of unemployment without selling in a drawdown.

5 Stress Scenarios

Scenario 1: Market Drops 40% Over 18 Months (like 2000-2002 or 2008-2009)
  • Impact on portfolio: $420k → ~$284k. Loss of ~$136k on paper.
  • Forced actions if employed: None. Keep investing, rebalance, ignore the news. Your 401(k) contributions buy more shares at lower prices — this is actually wealth-compounding if nothing else changes.
  • Recovery timeline: Historically 3-5 years to previous peak. With your contributions, ~2.5-3 years to break even in real terms.
  • What breaks: Nothing structurally. Your emotional tolerance would be tested, but your financial survival is fine AS LONG AS you stay employed.
Scenario 2: You Lose Your Job for 14 Months
  • Impact: Emergency fund covers 3 months. Months 4-14 = 11 months of deficit at ~$7.3k/month = $80k short.
  • Forced actions: (a) Partner income covers ~$55k/year = ~$4.2k/month after tax, shrinking the gap to ~$3.1k/month. (b) Still need ~$34k from somewhere. Options: taxable brokerage ($30k cash/bonds portion) OR 401(k) loan OR credit cards.
  • Recovery timeline: If you land a new job in month 14 at similar pay, 2-3 years to restore the raided savings.
  • What breaks: The 401(k) loan is the trap. If you're laid off, a 401(k) loan becomes due — you'd owe taxes + 10% penalty on the balance within 90 days. This is the hidden landmine.
Scenario 3: Market Drops 30% + Job Loss (correlated — recessions cause both)
  • Impact: Portfolio at $294k. You need to sell for living expenses. Selling stocks at the low locks in the loss permanently.
  • Forced actions: You'd sell from the taxable account (bonds + cash = ~$30k, then forced to sell stocks at a loss). Your real cost of this unemployment isn't the income lost — it's the $30-50k of compounded growth you'd have had on those forcedly-sold shares over the next 20 years.
  • Recovery timeline: Full recovery 6-8 years instead of 3-4, because of selling at the bottom.
  • What breaks: This is the scenario that actually worries the 2008 survivors. You're not wrong to fear it. You're under-prepared for it.
Scenario 4: Family Medical Emergency (uninsured or out-of-pocket $40k-80k)
  • Impact: Depends on insurance. US out-of-pocket max is typically $9-18k/year. But kids' complex care, out-of-network specialists, or a partner's job loss causing insurance loss compounds.
  • Forced actions: HSA (if you have one — you didn't mention), emergency fund, then taxable brokerage.
  • Recovery timeline: 12-36 months depending on severity.
  • What breaks: If unemployed AND medical emergency hits simultaneously, you're in 401(k)-loan territory, which as noted becomes a tax bomb.
Scenario 5: 10 Years of Flat Real Returns (the scenario nobody models)
  • Impact: Your contributions keep working, but the compounding you're counting on for retirement doesn't happen. A $420k portfolio with 18% savings rate but 0% real return over 10 years grows to ~$620k in today's dollars — not the $1.1M you'd see at 6% real.
  • Forced actions: Retirement at 61 becomes retirement at 66-68.
  • Recovery timeline: Lost decade is lost decade. The only compensation is more years of work or lower retirement spending.
  • What breaks: Your retirement plan, silently. You wouldn't notice until year 6-7. By year 10 you're looking at a different retirement than the one you modeled.

The Quiet Assumption

You're assuming your job is stable because you've been there 3 years and the company raised a Series C 14 months ago. Your job is less stable than you think.

Fintech Series C companies 14-24 months post-raise are statistically the most likely to have layoffs. The runway from that round is typically 24 months. At month 14, the company is likely burning through cash to hit Series D metrics, and headcount is the biggest lever they pull if metrics disappoint.

Your "3 years of stability" is historical data. Your forward-looking probability of job change in the next 18 months is higher than you assume.

Your Hidden Correlation

Fintech companies and broader tech layoffs correlate with market downturns. When the market drops 20%+, Series C-D fintechs have harder fundraising. They lay off. You'd be job-searching in a market where OTHER fintech companies are also laying off. The job-market correlation with asset prices is the thing almost nobody models.

Your job loss is ~40% likely to happen AT THE SAME TIME as a market downturn. These aren't independent events.

The Forced-Sell Threshold

You hit the forced-sell point at the intersection of: (a) unemployment duration exceeding 6 months, (b) partner's income continuing but not covering the gap, and (c) market drawdown preventing you from liquidating without loss.

Specific threshold: 7 months of unemployment + 25% market drawdown = you sell stocks at a loss. Probability in any given 20-year period: roughly 10-15% based on historical recession data.

Three Changes That Would Halve Your Fragility

1. Build emergency fund to 9 months of expenses before any other financial goal. You're at 3 months ($22k), you need ~$66k. Redirect the $8k/year taxable brokerage contribution to emergency fund instead for 5-6 years. Yes, you miss some market returns. The resilience is worth it. Your biggest risk is fragility, not underperformance.

2. Shift from 3% crypto to 3% short-duration treasuries or I-bonds. Crypto in your current position amplifies exactly the wrong risk — it correlates with tech job markets. In a fintech layoff scenario, your crypto drops 60-80%. I-bonds hold value. This is a $12k move. Not investment advice — fragility-reduction advice.

3. Open a taxable HYSA with $20-30k earmarked as 'job loss runway' separate from your regular emergency fund. Psychologically and practically different. The regular emergency fund is for roof-caved-in scenarios. The job-loss runway is for months 4-9 of unemployment, which is a different liquidity profile.

The One Thing You Should Sleep On

You have $420k invested and a $380k mortgage at 3.2%. In every downturn scenario, your mortgage is an asset (3.2% is below long-term inflation + market returns). DO NOT accelerate mortgage payoff even if you feel the urge during a crash. Your mortgage is the most productive piece of debt in your life. The 3.2% rate is the thing you should protect most fiercely.

Conversely: if you ever face forced selling, the mortgage is what gives you months of optionality. Lenders don't call the loan if you're current. Stay current at all costs. Sell investments before missing a mortgage payment.

Common use cases

  • Annual portfolio review
  • Before major life changes (buying house, kids, career change)
  • After a market run-up when you feel wealthy on paper
  • Before or after significant asset allocation changes
  • When you're worried but can't articulate why

Best AI model for this

Claude Opus 4 (holds many variables simultaneously, math-literate, honest about uncertainty). Not investment advice — fragility analysis.

Pro tips

  • Be specific with numbers. Rough estimates produce rough output.
  • Include your partner's income — household resilience, not individual.
  • Mention planned events in the next 5 years. They affect the scenarios dramatically.
  • Run this once a year, especially after market volatility. Your psychological risk tolerance shifts with recent memory.
  • NOT a substitute for a financial advisor on complex situations. This is fragility analysis, not investment recommendation.

Customization tips

  • Be specific with numbers. Rough estimates produce rough output.
  • Include your partner's income and expenses — household resilience, not individual.
  • Mention any planned events in the next 5 years (buying a house, kids going to college, career change) — these affect the scenarios.
  • Run this once a year, especially after market volatility. Your psychological risk tolerance shifts with recent memory of drawdowns.

Variants

FIRE Stress-Test

For Financial Independence / Retire Early planners — tests the 4% rule against your specific numbers

Pre-Recession Audit

Aggressive scenarios — assumes recession in the next 18 months

Post-Windfall Positioning

After a significant inheritance, liquidity event, or crypto gain — what to do with the sudden wealth

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