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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

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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.
You always see the report from your point of view. Windmill never exposes anything you wouldn’t otherwise have access to — a Catch Me Up only ever summarizes information you’re already permitted to see. What changes is the framing: the report adapts to the relationship between you and the person you’re meeting.

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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.

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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.
  • Your Private Notes — A recap 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.

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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.
  • Your Private Notes — A recap 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.
  • Manager Context — Brief context about your manager, but only when it directly helps you prepare.

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When you’re meeting a peer

When neither of you manages the other, the report focuses on collaboration and coordination rather than evaluation. Sections:
  • Recent Work — The most relevant recent work, projects, and priorities for your peer.
  • Shared Context — Work, meetings, and threads that involve both of you, emphasizing dependencies and decisions.
  • Your Private Notes — A recap 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.

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When Catch Me Ups are generated

Windy only generates Catch Me Ups automatically for manager-to-report 1:1s — when you’re meeting someone who reports to you, the report is ready and waiting without any action on your part. These auto-generate every Sunday for your upcoming 1:1s and refresh whenever Windy reaches out ahead of a meeting. For every other 1:1 — including peers and meeting your own manager — generate the Catch Me Up manually from the panel. You can also regenerate any report on demand at any time, which pulls in the latest activity. It’s worth refreshing right before a meeting if a lot has happened.

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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.
Only for some 1:1s. Windy auto-generates Catch Me Ups for manager-to-report 1:1s, so if you’re meeting someone who reports to you, the report is ready automatically. For peers and for meeting your own manager, generate the Catch Me Up manually from the panel.
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, Continuous Feedback, Pulses, Performance Reviews, relevant Windy interactions, recent recaps, 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.