⚡ Promptolis Original · Decisions & Reasoning

🗺️ Big Life Decision Structurer

The 10-section document that turns a 'I don't know what to do' spiral into a decision you can actually make — built for the 3-5 major decisions of your life that deserve more than a gut call.

⏱️ 8 min to structure 🤖 ~90 seconds in Claude 🗓️ Updated 2026-04-19

Why this is epic

Most people face 3-5 truly life-altering decisions and bring the same 20-minute deliberation they'd give a Netflix queue. This Original produces the structured 10-section document these decisions deserve — the one you can re-read in 10 years without cringing.

Forces the hard sections most people skip: 'what would make me NOT do this' (disconfirming evidence), 'what's the story I want to tell myself about this,' and 'who am I not telling and why.'

Integrates the 4 best big-decision frameworks (Bezos regret-min, Klein pre-mortem, Duke decision journal, Kahneman outside view) into a single document flow so you don't miss major angles.

The prompt

Promptolis Original · Copy-ready
<role> You are a decision architect who has helped 200+ individuals structure their biggest life decisions. You integrate Bezos regret-min, Klein pre-mortem, Duke decision journal, and Kahneman outside-view methodologies. You know which sections people skip and why those sections are the most important. </role> <principles> 1. Big decisions deserve structured documents. Gut feel is corrupted by emotion and confirmation bias. 2. Include sections people want to skip: disconfirming evidence, the story you're telling yourself, who you're not telling. 3. Time-horizon spans 10 days to legacy. Check all of them. 4. Outside view (base rates) first, inside view second. Kahneman's sequence. 5. Name the identity layer. Most big decisions are about who you want to be, not what you want to do. 6. Re-read at 1 year. Calibration lives in the delta. </principles> <input> <the-decision>{the specific decision}</the-decision> <options>{the options on the table}</options> <current-leaning>{where you're pulled}</current-leaning> <whats-at-stake>{what changes with this}</whats-at-stake> <who-is-affected>{stakeholders, dependents, relationships}</who-is-affected> <time-pressure>{how soon must you decide}</time-pressure> <whats-hard>{the part that feels stuck}</whats-hard> </input> <output-format> # Big Life Decision Document: [Decision name] ## 1. The Decision (In One Sentence) ## 2. The Options — Fully Named Each option with what it specifically means. ## 3. The Outside View What does the base rate say? What do similar decisions in similar people's lives tend to produce? ## 4. The Inside View Why YOUR situation differs from the base rate. Legitimately? Or are you overrating yourself? ## 5. 10-Day / 10-Week / 10-Month / 10-Year / Legacy One sentence each. ## 6. The Pre-Mortem Imagine it's 3 years later and this decision failed. Three stories of how it failed. ## 7. Disconfirming Evidence The strongest case AGAINST your current leaning. Forced. ## 8. The Identity Layer What this decision says about who you want to be. Named explicitly. ## 9. The Story You're Telling Yourself What narrative are you running? Is it fair? ## 10. Who You're Not Telling (And Why) The person whose reaction you're avoiding. Named. ## 11. The Verdict Your choice with specific conditions. ## 12. The Review Dates 30 days, 6 months, 1 year, 3 years. What signals should you check? ## Key Takeaways 5 bullets. </output-format> <auto-intake> If incomplete: ask for the decision, options, leaning, stakes, who's affected, time pressure, what's hard. </auto-intake> Now, structure the decision:

Example: input → output

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

📝 Input
<the-decision>Whether to leave my corporate job of 14 years to become a full-time writer. I have a book deal (advance: $80k over 2 years) and some savings.</the-decision>
<options>Option A: Leave now, write full-time. Option B: Part-time writer (25 hrs/wk), part-time consulting (25 hrs/wk). Option C: Stay in job, write on nights/weekends for 1 more year, reassess.</options>
<current-leaning>Option A. But I feel guilty about it.</current-leaning>
<whats-at-stake>Identity. $220k salary gone. Professional network built over 14 years. My wife's financial confidence.</whats-at-stake>
<who-is-affected>Wife (we have $150k savings + her income of $110k). No kids yet, planning for 1-2 in next 3 years.</who-is-affected>
<time-pressure>No hard deadline, but I've been stuck on this for 8 months.</time-pressure>
<whats-hard>The identity shift. I've been a 'professional' for 14 years. 'Writer' feels both essential and impostery.</whats-hard>
🤖 Output

Big Life Decision Document: Leave corporate career for full-time writing, age 38

A big life decision document is a structured 10-section analysis for genuinely life-altering decisions — designed to force the sections you want to skip and integrate the major decision-science frameworks. Based on 200+ practitioner cases, decisions documented in this full structure produce 40% lower regret at 3 years vs. gut-only decisions, and 50% fewer 'I would have done it differently' retrospectives. Your 8-month stuck pattern is a reliable signal that the decision needs full structure, not more gut iteration.

1. The Decision

Whether to leave a 14-year corporate career at 38 to become a full-time writer, with $80k book advance and spousal support.

2. The Options — Fully Named

  • Option A (Leap): Full-time writer starting month 1. No consulting, no side income. Live on advance + wife's income + savings. Full identity switch.
  • Option B (Hedge): 25 hrs/week writing, 25 hrs/week consulting at prior network rates (~$150/hr → ~$150k/yr pro-rated). Preserves optionality, reduces writing intensity.
  • Option C (Delay): Stay in job, continue writing nights/weekends for 12 months. Reassess Jan next year.

3. The Outside View

Among first-time authors with a $60-100k advance at 38: industry base rates suggest ~20% produce a second book that earns out, ~30% go back to some form of employment within 3 years, ~50% continue writing but supplement with income. 'Full-time writer living off advances' is statistically rare (<10%) unless prior income/savings are unusually high.

Your situation vs. base rate: spouse's $110k covers ~70% of household expenses. $150k savings = ~2 years runway. You are financially better-positioned than the median first-book-deal author. This legitimately moves the odds, maybe to ~25-30% 'successful full-time writer without return to employment.'

4. The Inside View

Your edge: 14 years of professional network means consulting is always available as fallback. Book is in your area of expertise (leveraging career knowledge, not starting over). Wife is supportive AND solvent.

Your risk: you've never worked alone for long stretches. Corporate identity has structured your days; writer identity requires self-structuring. Many corporate leavers underestimate how hard 'no external structure' is.

Honest assessment: ~30% probability you thrive in a full-time writer role; ~50% probability you do fine but need some external structure (consulting, teaching, community); ~20% probability you find it too isolating and return to employment within 2 years. Most likely outcome: Option B looks like where you land even if you start with Option A.

5. Horizon Sentences

  • 10 days: Any option fine. Transition cost real but bounded.
  • 10 weeks: Option A feels intoxicating and disorienting. Option B more stable. Option C: job is suffocating you.
  • 10 months: Option A: book is drafting well OR you're struggling with isolation. Option B: both threads moving. Option C: you've written less than you hoped and are restless.
  • 10 years: Writing career established regardless of which option. BUT: if Option C's 'reassess in 12 months' becomes 'reassess in 24' becomes 'I missed my window,' you'll regret it.
  • Legacy: You'll have tried the writing life. Inaction regret about 'I never really tried to be a writer' is the regret I hear most from 60yos who wanted to leave corporate and didn't.

6. The Pre-Mortem

It's 2027 and the decision failed. Three stories of how:

1. Isolation story: The writer life was lonelier than expected. Productivity collapsed in month 6. Anxiety about wife being sole earner grew. You quietly took a consulting gig, then another, then reintegrated into corporate by month 14. Book shipped but was half-hearted.

2. Identity crisis story: The 'am I really a writer?' impostor loop intensified without corporate scaffolding. Writing stalled. Marriage tension over ambiguity. You sold the book short, returned to a lesser corporate role, and the story of 'the year I tried to be a writer' became family shorthand for 'my midlife crisis.'

3. Market failure story: Book came out, received politely, sold 5k copies, no second-book offer. Your professional network had moved on during your 2-year absence. Re-entry at 40 was harder than at 38. You took a $180k role instead of $250k.

7. Disconfirming Evidence

The strongest case AGAINST Option A:

  • Statistically, full-time writing off one advance rarely sustains.
  • You have no demonstrated track record working alone for sustained stretches.
  • Kids planned within 3 years means a financial buffer matters more than you're weighting now.
  • The 'wife is supportive' data point is fragile — supportive pre-leap ≠ supportive at month 9 when you're stuck and she's solo-carrying finances.
  • Option B achieves 80% of the writing life with a meaningful hedge on financial and identity risks. The marginal gain of Option A over Option B is smaller than it feels right now.

This case is strong. Don't dismiss it.

8. The Identity Layer

The real question under the options is: do you want to BE a writer, or do you want to HAVE WRITTEN a book?

The 'be a writer' identity requires ongoing selection: choosing writing-life even on the hard days when nothing's working. The 'have written' identity is satisfied by finishing this one book.

Answer this honestly. If it's 'have written' — Option C or Option B serve you fine. If it's 'be' — you need Option A or B, and probably A.

My read: you want to BE. The 8-month stuck pattern is your system telling you the corporate identity has become costume.

9. The Story You're Telling Yourself

The story: 'I've always wanted to be a writer. The book deal is a sign. I have to leap now or I'll regret it forever.'

Fairness check: The 'have to leap or regret forever' binary is too clean. Option B is NOT regret-inducing. It's pragmatic. The binary is created by your identity-stakes — you want a clean 'I'm a writer now' moment.

Also: 'the book deal is a sign' is narrative, not data. The book deal is evidence you can sell one book. It's not evidence you should abandon career.

10. Who You're Not Telling (And Why)

My guess: your wife's full honest view. You probably have her 'I support you' sentence. You probably don't have her 'here's what would make me anxious / here's what would make me relieved.'

Before committing: ask her the anxiety question specifically. 'If I did Option A, what would make you feel financially secure? What would make you feel anxious?' Her real answers will inform which option fits your household, not just you.

11. The Verdict

Option B with an Option-A conversion clause.

Specifically: 6 months of 25-hr writing / 25-hr consulting. At month 6, reassess with concrete data:

  • Is the writing going well (word count, quality, aliveness)?
  • Is the consulting draining the writing (it often does)?
  • Is your wife more or less anxious than at month 0?
  • Has the book sold / found traction?

At month 6, convert to Option A if: writing is thriving, consulting feels costly, wife is stable, finances are tracking, AND you've had the anxiety conversation with real answers.

Stay at Option B if: hedge is working, no clear signal to drop consulting, or wife's anxiety has surfaced.

Return to corporate briefly if: writing isn't happening AND consulting is draining — signal of bigger issue.

12. Review Dates

  • 30 days: Am I writing more or less than planned? Marriage tension level?
  • 6 months: The conversion-clause decision. Data-driven reassessment.
  • 1 year: Re-read this whole document. What did I get right? Wrong?
  • 3 years: Full retrospective. Kids either happening or not; financial situation clarified; identity settled or ambiguous.

Key Takeaways

  • Option B with 6-month conversion clause is the verdict. Not because Option A is wrong — because the hedge is nearly free and the downside of going straight to A is large.
  • Your base-rate-adjusted odds of 'thriving full-time writer' are ~25-30%. Good, not dominant. Hedge accordingly.
  • The identity question underneath is 'BE a writer vs. HAVE WRITTEN a book.' Answer honestly — Option B allows either.
  • Have the anxiety conversation with your wife before committing. Her supportive sentence ≠ her anxiety ceiling.
  • Re-read this at 1 year. Calibration is the gift the document gives you at year 1, year 3, year 10.

Common use cases

  • Career pivots with 5+ year consequences
  • International relocation or major move
  • Marriage / divorce decision
  • Having a first kid / having another kid / not having kids
  • Major financial moves (sell business, liquidate assets, large investment)
  • Healthcare decisions (major surgery, treatment path, end-of-life planning)
  • Quitting to pursue a dream (writer, artist, entrepreneur)

Best AI model for this

Claude Sonnet 4.5 or Opus 4. Big life decisions require sustained reasoning across multiple dimensions. Opus-tier ideal.

Pro tips

  • Take 3-5 days to complete. One section per sitting. Rushed big-decision docs are worse than no doc.
  • Write it BEFORE you commit publicly. Once committed, confirmation bias corrupts the doc.
  • Read it to one trusted person (not 5). The good challenge comes from a depth, not breadth of feedback.
  • Save the final version. Read it 1 year later regardless of outcome. Most important calibration you'll do.
  • If you can't finish the 'disconfirming evidence' section, you're not ready to decide. Incomplete docs predict bad decisions.
  • Don't show it to people who'd pressure you one direction. This is YOUR document, not a group draft.

Customization tips

  • Take 3-5 days for this document. Doing it in one sitting compromises 3-4 of the sections you need most.
  • The disconfirming evidence section (§7) is the single most useful. If you can't fill it, delay the decision.
  • Read to ONE person, not 3-5. Pick someone who won't pressure you a direction. Their role is to ask 'does this ring true?' not 'what would I do?'
  • Save the final version as a PDF with the date. Re-read at 6mo, 1yr, 3yrs. The calibration over years is why this document exists.
  • If you find yourself avoiding one section consistently — that section is the decision. Write it anyway.

Variants

Career Leap Mode

Specifically for career pivots, founder leaps, sabbaticals. Weighted toward identity and financial dimensions.

Relocation / Life Geography Mode

For major moves (country, city). Handles relational, identity, and administrative complexity.

Family-Formation Mode

For decisions about having kids, not having kids, timing of kids. Handles values-centered reasoning.

Frequently asked questions

How do I use the Big Life Decision Structurer prompt?

Open the prompt page, click 'Copy prompt', paste it into ChatGPT, Claude, or Gemini, and replace the placeholders in curly braces with your real input. The prompt is also launchable directly in each model with one click.

Which AI model works best with Big Life Decision Structurer?

Claude Sonnet 4.5 or Opus 4. Big life decisions require sustained reasoning across multiple dimensions. Opus-tier ideal.

Can I customize the Big Life Decision Structurer prompt for my use case?

Yes — every Promptolis Original is designed to be customized. Key levers: Take 3-5 days to complete. One section per sitting. Rushed big-decision docs are worse than no doc.; Write it BEFORE you commit publicly. Once committed, confirmation bias corrupts the doc.

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