Boss Challenge
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Level 4: Kill the Ceiling • Boss Challenge
The Glass Ceiling Enforcer
This is a major breakthrough moment.
The Setup
You've hit an invisible wall. The roles above you seem reserved for a certain 'type' — and you're not it. But you have leverage: you're the expert they can't afford to lose.
Win Condition
Have a direct conversation about your trajectory with someone who has hiring power — and get a concrete next step documented.
Script
"I've been thinking about my path here. I want to understand what it would take for someone like me to reach [role]. What do you see as the gaps, if any?"
Proof Required
Notes or email summary of the conversation with specific next steps