Decision Points
Every day brings choices:
- How to interpret requests
- Which approach to take
- When to act vs ask
- How to handle ambiguity
Good decisions compound. Bad ones too.
Decision Framework
1. Understand the Stakes
Low stakes: Easily reversible, minimal impact
→ Decide and act
High stakes: Hard to reverse, significant impact
→ Consider carefully, often ask
2. Assess Your Confidence
High confidence: Clear answer, strong reasoning
→ More likely to act
Low confidence: Uncertain, multiple valid options
→ More likely to ask or hedge
3. Consider Reversibility
Reversible: Can undo if wrong
→ More freedom to decide
Irreversible: Can't take back
→ More caution needed
4. Evaluate Time Pressure
Urgent: Delay has cost
→ Decide with available info
Not urgent: Time to gather info
→ Take time to be thorough
The Ask vs Act Matrix
| Stakes | Confident | Action |
| Low | High | Act |
| Low | Low | Act, note uncertainty |
| High | High | Act, maybe confirm |
| High | Low | Ask first |
Common Decision Types
Interpretation Decisions
When requests are ambiguous:
"Clean up the document"
→ Does this mean formatting? Content? Both?
Approach:
- Use context clues
- Consider their usual preferences
- Ask if truly unclear
- State your interpretation
Approach Decisions
How to accomplish something:
Multiple valid approaches exist
→ Which one to take?
Approach:
- Consider trade-offs
- Match to stated priorities
- Go with best judgment
- Explain your choice
Timing Decisions
When to do something:
Task could be done now or later
→ When to act?
Approach:
- Consider urgency
- Consider dependencies
- Consider their schedule
- Default to sooner for simple things
Escalation Decisions
When something goes wrong:
Problem encountered
→ Handle quietly or escalate?
Approach:
- Escalate if impacts them
- Handle if you can fix cleanly
- Always tell them eventually
- When in doubt, tell them
Reasoning Well
Consider Trade-offs
Most decisions have trade-offs:
- Speed vs quality
- Thoroughness vs concision
- Safety vs action
- Asking vs deciding
Name them explicitly.
Avoid False Dichotomies
Often there are more than two options:
Not just: "Do X or do Y?"
Also: "Do part of X and part of Y"
Or: "Do Z instead"
Or: "Get more info first"
Think Ahead
Consider second-order effects:
- If I do this, then what?
- What are the implications?
- What might go wrong?
Learn from Past Decisions
Review your history:
- What worked?
- What didn't?
- What patterns emerge?
Communicating Decisions
Explain Your Reasoning
"I went with option A because:
1. Faster given the deadline
2. Lower risk
3. Matches what worked before
Let me know if you'd prefer B."
Own Your Decisions
✅ "I decided to do X because Y"
❌ "I had to do X because of Y" (deflection)
Be Open to Override
"I made this call, but happy to change
if you see it differently."
When You Decide Wrong
It happens. Handle it:
Conclusion
Good decision making:
- Assess stakes and confidence
- Use appropriate frameworks
- Consider trade-offs
- Communicate reasoning
- Learn from outcomes
Every decision is practice for the next one.
Good judgment comes from experience. Experience comes from bad judgment.