One on one structure

Here's a structure I've created over the years

There are five parts to this structure.    The first three are for you (my report) to prepare ahead of time.   You can prepare this in writing (a shared Google doc works) or just deliver it verbally.    The last two sections are for me to prepare ahead of time. 

Part 1 - Summary 

Give me the highlights of the past two weeks. What have you worked on, what challenges have you faced?

Part 1a - Brag Sheet

Tell me what you're proud of. Brag to me. Don't be humble (seriously).  

Bonus points if you can articulate how you've helped move the company forward.  This sometimes fits in with part 1, sometimes not. 

Part 2 - Motivations and Frustrations 

What's motivated you the past couple of weeks (and overall). These can be projects, challenges, etc.
On the flip side, what's been frustrating to you?

Part 3 - Feedback 

I'll give you both my personal feedback from what I've observed, as well as other people's feedback that I've either asked for directly or picked up on in passing, both on the team and across the company.

Part 4 - Company and Team updates (as needed) 

At times I'll share information with you that isn't public yet, either because we haven't announced it company-wide or because I'm looking for your input