One-On-One Meetings
In General:
  - If it’s not awkward, you’re doing it wrong. Ideally get both people to commit to saying something awkward in every 1:1. Talk about feelings, both good and bad.
 
  - Don’t talk about things you could discuss in the open.
 
  - Keep it casual.
 
  - Track your time so you can optimize meeting planning.
 
  - Be consistent. Make it a priority.
 
  - Come prepared with an agenda or notes of things you want/need to discuss. Consider doing this collaboratively.
 
  - Leave with action items
 
  - Write up a summary of what was discussed. Send it to the other person.
 
As a Manager
Don’t just talk to them, ask about:
  - Their preferred work habits
    
      - Are there certain times of day when their energy lags?
 
      - Do they absolutely loathe specific tasks?
 
    
   
  - Their Work Happiness
 
  - Short and long-term goals
    
      - Ask about how current project is or what they want to tackle next.
 
      - Ask about 5 years, what’s next.
 
    
   
  - Ask about possible improvements, to anything.
    
      - Are there any ways I can make your job easier?
 
      - Is my involvement in your daily tasks enough? Too much?
 
      - Is there any aspect of my management style that bothers you?
 
    
   
References:
Toggl Blog