- Look up a user's latest work through a universal search
- Reflect on recent chat and email exchanges
- Prepare an agenda in advance
- Use Google's Speedy Meetings preference to default to 25m or 50m meeting lengths
- Book as little time as needed (15m is ok) for an efficient conversation
- Not every meeting needs warmup; feel free to dive right in to the intended conversation
- Calibrate to each others' preferences for meeting times, formats, and preparation
- Document preferences for communicating, perhaps through a Human User Guide like Matthew's
- Make 1:1 calendar invites editable by all parties
- Demonstrate that 1:1s are more important than other meetings through minimal reschduling
- Always prefer reschduling 1:1s over canceling
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- What’s your plan for this week? Top item? Anything stuck?
- How is OKR attainment trending?
- How did you do on progressing your plan?
- What worries you?
- What are you most confident about? Least confident?
- Least confident about?
- Career aspirations. Plan. Progress.
- Highlight since we last spoke.
- Lowlight since last time.
- Something that would greatly improve team collaboration
- Idea that would improve the product.
- Thing we should have done but didn’t. What prevented us?
- Something I can help get out of your way.
- What do you want to learn?
- How are you feeling about your role?
- What's something I should have noticed but possibly didn't?
- Who do you want to learn from?
- Do you feel challenged by your work?
- What do you wish you could delegate or offload?
- What's your succession plan look like?
- Who's a wonderful person to work with? Who's difficult to work with?
- What should I watch out for?
- What would improve your productivity?
- What's working well about your schedule? What's not? Walk me through it.