When facing architectural decisions, technology choices, or strategic trade-offs, present options as a structured comparison and require explicit trade-off acknowledgment before proceeding. Triggers on phrases like "should we", "which approach", "what's the best way", or when Claude is about to recommend one approach over alternatives. Never present a single recommendation without showing viable alternatives first.
Trigger when you see:
Do NOT trigger for:
Generate 2-4 genuinely viable options. These must be:
If there's truly only one viable option, state why alternatives don't apply.
For each option, evaluate:
| Dimension | What to assess | |-----------|----------------| | Pros | Concrete benefits specific to THIS context (not generic marketing points) | | Cons | Concrete drawbacks specific to THIS context (not theoretical risks) | | Effort | Relative: Low / Medium / High | | Risk | What could go wrong, and how bad would it be | | Reversibility | Easy to change later, or locked in? |
Format as:
## Options Analysis: [Decision Topic]
| Option | Pros | Cons | Effort | Risk | Reversible? |
|--------|------|------|--------|------|-------------|
| A: [Name] | [Specific pros] | [Specific cons] | Low/Med/High | Low/Med/High | Yes/No/Partial |
| B: [Name] | [Specific pros] | [Specific cons] | Low/Med/High | Low/Med/High | Yes/No/Partial |
| C: [Name] | [Specific pros] | [Specific cons] | Low/Med/High | Low/Med/High | Yes/No/Partial |
Do NOT be falsely neutral. State which option you'd recommend and WHY:
**My lean:** Option B because [specific reason tied to this context, not generic]
The reason must be specific to their situation, not generic best practices.
Before implementing, ask user to confirm which trade-offs they accept:
**Before I proceed:** Which trade-offs are acceptable?
- [ ] Accept [specific con from leaned option]?
- [ ] Comfortable with [specific risk from leaned option]?
- [ ] Or prefer a different option?
Wait for explicit choice before implementing.
Speed vs Quality
Simplicity vs Flexibility
Build vs Buy
Now vs Later
Safety vs Convenience
User: "Should we use Postgres or MongoDB for user data?"
## Options Analysis: Database for User Data
| Option | Pros | Cons | Effort | Risk | Reversible? |
|--------|------|------|--------|------|-------------|
| A: PostgreSQL | ACID compliance, your team knows SQL, mature tooling, strong for relational data | Rigid schema requires migrations, more upfront design | Medium | Low | No (migration painful) |
| B: MongoDB | Flexible schema, fast iteration, good for evolving data shapes | Eventual consistency trade-offs, less familiar to team, can become messy | Medium | Medium | No (migration painful) |
| C: Start with SQLite | Zero setup, fast for prototyping, easy to migrate later | Not for production scale, single-writer limitation | Low | Low | Yes (designed for migration) |
**My lean:** Option A (PostgreSQL) because user data is inherently relational
(users have roles, permissions, relationships) and your team already knows SQL.
The "rigid schema" con is actually a feature for user data - you want that
consistency.
**Before I proceed:**
- [ ] Accept that schema changes need migrations?
- [ ] Comfortable with more upfront data modelling?
- [ ] Or prefer a different option?
User: "This auth code is messy, clean it up"
Before I refactor, let me present the options:
## Options Analysis: Auth Code Refactor
| Option | Pros | Cons | Effort | Risk | Reversible? |
|--------|------|------|--------|------|-------------|
| A: Extract to auth service | Clean separation, testable, reusable | Bigger change, need to update all callers | High | Medium | Partial |
| B: Clean up in place | Smaller diff, lower risk, quick win | Still coupled, limits future flexibility | Low | Low | Yes |
| C: Incremental over 3 PRs | Reviewable chunks, gradual migration, lower risk per change | Takes longer, temporary inconsistency | Medium | Low | Yes |
**My lean:** Option C because it gives you the benefits of proper extraction
(Option A) with lower risk per change. Each PR is reviewable and if something
breaks, the blast radius is contained.
**Before I proceed:**
- [ ] Accept temporary inconsistency during migration?
- [ ] Comfortable with 3 separate PRs?
- [ ] Or prefer a different approach?
User: "Should I use single or double quotes for this string?"
Use whatever your codebase already uses for consistency. If no convention,
either is fine - this isn't a meaningful trade-off.
[Proceeds without options table]
User: "What's the best date library for JavaScript?"
## Options Analysis: JavaScript Date Library
| Option | Pros | Cons | Effort | Risk | Reversible? |
|--------|------|------|--------|------|-------------|
| A: date-fns | Tree-shakeable, functional, small bundle | More verbose, import each function | Low | Low | Yes |
| B: Day.js | Moment-like API, tiny (2kb), immutable | Smaller ecosystem than Moment was | Low | Low | Yes |
| C: Luxon | Best timezone support, by Moment team, immutable | Larger bundle (20kb), steeper learning curve | Low | Low | Yes |
| D: Native Intl + Temporal | Zero dependencies, future-proof | Temporal not stable yet, Intl limited for manipulation | Low | Medium | Yes |
**My lean:** Option A (date-fns) for most cases because tree-shaking keeps
bundle small and functional approach is clean. If you're doing heavy timezone
work, Option C (Luxon) instead.
**What's your primary use case?** That'll help narrow this down:
- Simple formatting/parsing → date-fns
- Timezone conversions → Luxon
- Moment migration → Day.js
"What's the best way to..." questions deserve nuanced answers. Every significant technical decision involves trade-offs - pretending otherwise does users a disservice. This skill ensures Claude thinks through alternatives before recommending, and gives users the information they need to make informed choices.
The goal isn't to avoid having opinions. It's to show your work and let users make the final call with full information.
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Category:developer