Skip to main contentOne-on-ones are most effective when both the manager and employee come prepared. Without preparation, meetings often turn into surface-level recaps of recent work instead of meaningful conversations about priorities, challenges, and growth.
Running 1:1s on Windmill ensures that agendas are clear before the meeting begins, context is aggregated from across your workflows and routines, and both parties enter the meeting informed so time is spent on impactful discussion.
How 1:1s work in Windmill
Windmill automatically finds all of your upcoming 1:1s from your calendar. In order for this to work, you have to have Google connected to your account.
Each 1:1 has a shared agenda and notes space where you can:
- Add agenda items anytime
 
- Take notes before, during, or after the meeting
 
- Record action items or next steps
 
Anything added in this shared space is visible to both participants.
1:1 Prep
When Prep is turned on, Windmill reaches out on Slack to proactively engage both manager and employee ahead of the meeting.
You’ll configure when you want Windy to reach out to an employee before a scheduled 1:1. Windy will send your employee a message in Slack to collect their agenda items, asking questions like “What would you like to talk about?” and “Anything to add to the agenda?”
What Windy surfaces
Windy surfaces relevant context such as:
- Last meeting’s agenda and notes
 
- Progress on action items or goals
 
- Recent updates, feedback, or key events
 
When Prep is off
If 1:1 Prep is off, the 1:1 still exists—you can always add agenda items, take notes, or capture action items. But Windy will not send proactive prompts or reminders.
Prompting Windy directly
Whether 1:1 Prep is on or off, you can always prompt Windy directly in Slack for things like:
- Adding topics to the agenda
 
- Sharing agenda items the employee has already added
 
- Pulling up previous 1:1 agenda items, any recent updates or feedback
 
- Leaving yourself private notes
 
Setup and configuration
Managers configure 1:1 settings for each person individually. This lets you tailor the experience (questions, cadence) depending on the person.
You can:
- View upcoming scheduled 1:1s for that employee
 
- Edit the discussion guide or add custom questions
 
- Customize when you want Windy to reach out to the employee before the 1:1
 
- Customize when you want Windy to reach out to you ahead of the meeting to help you understand what the employee wants to discuss
 
Ownership rules
When you enable 1:1 Prep between two employees, there is always one owner of the prep settings who can edit them. The other participant will not be able to make changes.
Who is the owner
- The owner is the person who initially sets up 1:1 Prep for the pair
 
- The owner controls configuration details such as prompts, visibility, and other settings
 
- The other participant can view and contribute to prep notes but cannot modify the setup itself
 
Who can enable 1:1 Prep
- You can enable 1:1 Prep with people who report to you (directly or indirectly) or with peers
 
- You cannot enable 1:1 Prep for your manager (directly or through the org chart). The option to start prep with your manager is hidden
 
- For peers, whichever employee sets up 1:1 Prep first becomes the owner
 
- Once 1:1 Prep is set up, the other person will no longer be able to edit the settings
 
Changes in reporting relationships
- If the org chart changes and one employee becomes the other’s manager, the existing owner can disable 1:1 Prep at any time
 
- Once disabled, the other person (now the manager) can enable prep again and become the new owner
 
Summary
- If you report to someone (directly or indirectly), you cannot enable 1:1 Prep for them
 
- If someone reports to you (directly or indirectly), you can enable 1:1 Prep for them
 
- If you’re on separate teams, it’s treated as a peer relationship, and whoever sets up 1:1 Prep first becomes the owner
 
Context aggregation
Windy collects responses, builds the 1:1 agenda, and shares it with the manager at the pre-configured time before the meeting.
Windy enriches the agenda with helpful background information, pulling from connected systems such as GitHub, Slack, and other Windmill routines. For example, if you have the Continuous Feedback routine enabled, the report will include recent feedback both given and received by the employee.
All items include citations, showing where the data came from.
Shared agenda and notes
Each 1:1 has a shared agenda and notes scratch pad, visible to both the manager and the employee.
Anything added in this shared space is visible to both participants. If you want to record private reflections, you can message Windy directly in Slack—those won’t appear in the shared agenda/notes space.
Using 1:1s
In the meeting
Armed with the agenda and context, managers and employees can focus on problem-solving, coaching, and strategic conversations. No more spending the first half of the meeting on status updates.
Catch Me Ups
When in a 1:1 with one of your direct or indirect reports, managers will have access to a “Catch Me Up” panel with the relevant details about the team member.  This “Catch Me Up” experience aggregates all of the data from the available connections, and any relevant Windy interactions.
These are only visible to managers, and are not available for any cross-functional 1:1s.
After the meeting
- You can always go back and edit or append meeting notes or action items
 
- You can always message Windy for meeting notes or summaries, and you’ll retain the history of agendas and notes to revisit in future 1:1s
 
- If a meeting recording (Zoom, Google Meet, or Roam) is available, it will automatically show up in the 1:1 notes section. Note that it may take a few hours after the meeting for the recording to appear