Effective delegation starts by letting yourself (and your assistant) fail in low-stakes ways.
Here's how to delegate zero-downside tasks to build your delegation muscles:
- Start with "time-only" risks → Choose tasks where the worst outcome is time spent, like research summaries or first drafts. This is your practice ground for delegation.
- Define minimum wins → Don't ask for perfection. Request specific, achievable outcomes like "find 3 interesting data points" or "outline 2 potential solutions." Make success clear and measurable.
Over time, being engaged with your assistant will help enable you to decrease “fails”:
- Use 2-minute feedback → Scan quickly for value, make a binary keep/revise decision, and give one specific direction for improvement. No lengthy reviews or detailed critiques.
- Iterate rapidly → When something misses the mark, treat it as a learning opportunity. Refine your instructions and let your assistant try again with better guidance.
As you both get comfortable with these low-stakes wins, gradually increase task complexity.
Trust grows from consistent small successes. Even when a safe task "fails," short-term imperfection helps build long-term capability.