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A Catch Me Up is a short, AI-generated briefing that gets you up to speed on someone before you meet with them. Windy pulls together recent activity, feedback, goals, and shared context from your connected tools and from Windmill itself, then lays it out as a scannable summary with citations showing where each item came from. Catch Me Up appears as a panel on your 1:1s, so the relevant context is right next to the shared agenda when you walk into the meeting.
A 1:1 in Windmill showing the shared agenda alongside the Catch Me Up panel with citations

Anyone can get caught up on anyone

Catch Me Up is available to everyone. You can pull a Catch Me Up on anyone you have a 1:1 with, regardless of where they sit in the org chart:
  • A manager can catch up on a direct or indirect report.
  • An individual contributor can catch up on — and prep for — their manager.
  • Peers on different teams can catch up on each other before a cross-functional 1:1.
A Catch Me Up uses only information you have permission to see. Feedback follows its audience rules. The report uses your relationship with the person to select the information to show.

How the report adapts to the relationship

Windmill chooses a template based on your relationship to the person the report is about. Each template has a different focus and a different set of section headers.

When you’re meeting a report

When the person is someone who reports to you (directly or indirectly), the report focuses on their work, their feedback, and their growth so you can support and coach them. Sections:
  • Recent Activity — Key projects and tasks they’ve focused on recently.
  • Recent Feedback — Substantive feedback or recognition they’ve received, positive or constructive.
  • Recent Pulse Responses — One to three grounded themes from their recent pulse responses (only appears when there’s useful signal). Anonymous responses never appear.
  • Your Private Notes — A summary of any private notes you’ve written about them (only appears when you have notes).
  • Goals and Progress — Goals and objectives they’re working toward, plus any blockers.
  • Development and Growth — Learning, skill, and career-growth opportunities that might help them.
When a recent performance review is available, Windy weaves it into the report and notes where that context came from.

When you’re meeting your manager

When the person is your manager (directly or through a skip-level relationship), the report flips around to help you prepare for the conversation. It centers on your own work rather than on your manager. Sections:
  • Your Recent Work — The most important work you’ve been focused on, prioritizing outcomes and shipped work.
  • Wins and Progress — Concrete wins, progress toward goals, and evidence of impact worth sharing.
  • Blockers and Risks — Blockers, risks, and open decisions where you may need your manager’s support.
  • Recent Pulse Responses — One to three grounded themes from your own recent pulse responses (only appears when there’s useful signal).
  • Your Private Notes — A summary of private notes you’ve written about your own work or manager discussions (only appears when you have notes).
  • Suggested Discussion Points — Focused topics you could raise, grounded in your recent work.

When you’re meeting a peer

When neither of you manages the other, the report focuses on collaboration and coordination rather than evaluation. Sections:
  • Shared Context — Work, meetings, and threads that involve both of you, emphasizing dependencies and decisions.
  • Your Private Notes — A summary of private notes you’ve written about them (only appears when you have notes).
  • Coordination Opportunities — Practical follow-ups, open questions, and ways to coordinate.
Sections only appear when there’s real information to fill them. If Windy doesn’t find enough signal for a section, it leaves that section out rather than padding the report — so a real Catch Me Up may have fewer sections than the templates above.

When Catch Me Ups are generated

Windy generates Catch Me Ups automatically for manager-to-report 1:1s in both directions: a manager’s report on each direct report, and each direct report’s report to prepare for their manager. These auto-generate every Sunday. If you have 1:1 notifications on, Windy also regenerates the report when it messages you before the meeting. If you haven’t used Windmill in about a month, automatic reports pause until you’re active again. For peer 1:1s, generate the Catch Me Up manually from the panel. You can also regenerate any report on demand at any time with Regenerate Catch Me Up, which pulls in the latest activity. It’s worth refreshing right before a meeting if a lot has happened.

FAQs

Yes. Catch Me Up is available to everyone, not just managers. When you’re meeting your manager, the report is framed to help you prepare — it focuses on your recent work, wins, blockers, and suggested discussion points rather than on your manager. Windy generates it for you automatically each week.
Only for peer 1:1s. Windy auto-generates Catch Me Ups every week for manager-to-report 1:1s in both directions — for the manager and for the direct report. For peers, generate the Catch Me Up manually from the panel. If you haven’t used Windmill in about a month, automatic reports pause until you’re active again.
No. A Catch Me Up only ever summarizes information you already have access to in Windmill. It never surfaces anything outside your existing permissions — it just gathers and frames what you can already see.
Windy only includes a section when there’s real information to fill it. If there isn’t enough signal for a section, it’s left out rather than filled with filler. This is expected behavior.
No. Catch Me Up is dynamic and generated from the relevant data available to you. Windmill uses relationship-specific templates with preset section headers, but Windy has latitude to fill, skip, or adapt sections based on the available context.
No. Company Knowledge is background context for Windy; it does not appear as its own named section in Catch Me Up. The Catch Me Up panel pulls from sources such as connected tools, Feedback, Pulses, Performance Reviews, relevant Windy interactions, and available meeting recordings or transcripts.
No. Like the rest of a 1:1, Catch Me Up content stays with the participants. Admins cannot see your Catch Me Ups just because they are Admins.