Your First 90 Days
as a Manager.
Going from teammate to boss is the hardest jump in your career. This is the playbook for the first 90 days.
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What this walkthrough gets you
You will get through your first 90 days as a manager with your team led well, the promotion secure and the raise turned into something that lasts. Most new managers are never trained for this; around 60 percent report they got no training at all, so struggling is about support, not talent. This walkthrough is that support, and it costs you nothing but attention and a little courage. It gives you the actual words for the conversations that scare you, including asking for the money while you have the leverage.
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Walk the whole business, step by step.
This walkthrough and the other 20, for one payment of $99. Every step, every tool with its price, every script and template as a download, and Ray beside you the whole way. New walkthroughs are included for life.
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Every chapter and every step
The full walkthrough · 6 chapters
- The two jobs you just took
- Job one, winning the role
- Job two, keeping the money
- Your first 90 days, both jobs at once
- Where this sits, and what comes next
- Sources
In Steps · 9 steps
- Get ready1Start by listening, and set up your first 90 days
- Build your foundation2Set expectations out loud
- 3Run one-on-ones that actually work
- 4Make small, visible wins
- Lead for real5Reset the relationships with the people who were your peers
- 6Have the hard conversations
- 7Manage up, and survive the lonely middle
- Land it8Negotiate the raise, because this is the moment
- Compound9Capture the raise before it becomes a bigger life
Included
7 downloads, ready to use
- Hard Conversations Script PackWord-for-word scripts for the conversations new managers dread — lateness, underperformance, and managing people who were your peers yesterday.
- The First 90 Days PlanA dated, day-by-day checklist that runs both tracks side by side: winning the role and capturing the raise.
- The New Manager DiagnosticA short self-assessment that surfaces the gaps in how you are leading before they cost you the team.
- The One-on-One ToolkitAgendas, questions, and a cadence for one-on-ones that build trust and surface problems early.
- The Raise-to-Base WorksheetDecide where your raise goes before you live on it — split it, automate it, and turn the increase into a lasting base.
- The Raise Negotiation Prep SheetResearch your number, build your case, and handle every common pushback with the full negotiation script.
- The New Manager ToolkitThe complete kit — the templates and frameworks for your first months leading a team, in one place.
Your guide inside
Ray walks it with you
Inside every walkthrough, Ray goes through the steps with you. He points out what matters at each step, saves your place when you step away to a tool, and answers the questions people ask most: 18 ready answers for this walkthrough.
Let's do this together — your first 90 days, run deliberately. You'll listen first, build your foundation, have the conversations that scare you, negotiate the raise, and capture it. I'll only jump in when it matters.
- Ask Ray: What is this actually about?
- Ask Ray: I feel like an impostor and I'm not sure I deserved this. Is that a bad sign?
- Ask Ray: What should I actually do in week one?
- Ask Ray: How do I manage people who were my peers yesterday?
- Ask Ray: Should I really negotiate the raise? It feels greedy.
Direct support
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Members only
Walk the whole business, step by step.
This walkthrough and the other 20, for one payment of $99. Every step, every tool with its price, every script and template as a download, and Ray beside you the whole way. New walkthroughs are included for life.
Get every walkthrough · $99Already a member? Sign in