1on1-prep

Generate 1:1 meeting agendas and talking points for managers.

1|1|Updated Jan 18, 2026

Search Tags:#templates #coaching #management #agendas #1on1 #one-on-one #conversation-prompts

Ready to run

npx skills add https://github.com/jkbennemann/leadership-skills --skill 1on1-prep

💬 Prompt for ChatGPT / Claude Chat▼

Please help me install this Agent Skill.
Skill: 1on1-prep
Source: https://github.com/jkbennemann/leadership-skills/tree/main/skills/1on1-prep
Command: npx skills add https://github.com/jkbennemann/leadership-skills --skill 1on1-prep

SYSTEM DOCUMENTATION & REQUIREMENTS

💡 This Skill includes references (resource) components.

What problem does it solve?

Managers often run unfocused 1:1s that miss growth and alignment. This skill provides structure, templates, and prompts to plan and execute productive conversations with direct reports.

Core Features & Use Cases

Templates for different 1:1 types (Regular Check-in, Career Conversation, Performance Concern, New Team Member)
Question banks to guide discussion and surface important topics
Frameworks for starting, running, and following up 1:1s, including action items and accountability
Agenda generation and recap workflows to ensure continuity across sessions

Quick Start

Generate a ready-to-use 1:1 agenda and talking points for a specific direct report.

Frequently Asked Questions about 1on1-prep

High-intent search queries and answers about installing and using this skill.

FAQPage Schema

How do I prepare an agenda for a 1:1 meeting with a direct report?▼

To prepare a 1:1 meeting agenda, use structured templates and question banks to generate discussion topics, talking points, and action items tailored to your direct report. This ensures conversations remain focused on growth and alignment rather than status updates.

What frameworks work best for structuring career development conversations?▼

Frameworks for career development conversations work best when they include dedicated question banks and agenda templates to guide discussion. These structures help managers surface growth opportunities and align on actionable career progression steps during regular check-ins.

Can I use 1:1 templates for new team members or return-from-leave contexts?▼

Yes, 1:1 templates can be adapted for new team members and return-from-leave contexts. The skill provides specialized prompts and agendas to structure these unique conversations, ensuring relevant discussion topics and continuity are maintained.

How do I generate talking points for a performance concern discussion?▼

Generate talking points for a performance concern discussion by applying structured 1:1 templates designed for this context. These templates provide targeted prompts and frameworks to address issues constructively while maintaining accountability and follow-up workflows.

What is the best way to ensure continuity across recurring one-on-one meetings?▼

The best way to ensure continuity across recurring one-on-one meetings is to use recap workflows and action item tracking. Generating structured agendas and following up on talking points maintains accountability and context between sessions.

Do I need prior coaching experience to run effective 1:1 meetings using templates?▼

No prior coaching experience is needed to run effective 1:1 meetings using templates. The provided question banks, frameworks, and agenda structures guide managers through starting, running, and following up on conversations to surface important topics naturally.