Thinking about leaving your job? Walk through a structured analysis of stay vs go, financial readiness, and timing.
Help me think through whether I should leave my current job. ## My Situation - **Current role:** [title, company, how long you've been there] - **What's bothering me:** [list your frustrations] - **What's good about it:** [list positives — be honest] - **What I'd do next:** [new job lined up? freelance? break? no idea?] - **Financial situation:** [savings, obligations, runway without income] ## Analyze: ### 1. Push vs Pull Assessment | Push (reasons to leave) | Pull (reasons to stay) | Rate each reason: Critical / Important / Minor ### 2. Is This Fixable? For each "push" reason — could it be fixed by: talking to your manager, switching teams, negotiating, or waiting 6 months? ### 3. Financial Readiness Check - Minimum runway needed (3-6 months expenses) - Health insurance gap plan - Unvested equity or bonus you'd forfeit - Worst-case financial scenario ### 4. Timing Analysis - Is this a reaction to a bad week/month, or a persistent pattern? - Job market conditions in your field right now - Best time to leave (after bonus? after project completion?) ### 5. Decision Framework Based on everything above: **Stay**, **Start looking**, or **Leave now** — with reasoning. Be honest and challenge my assumptions. Don't just validate what I want to hear.
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