The Next Next Job, a framework for making big career decisions

This case study addresses the challenge of making strategic career decisions when faced with multiple job opportunities that are difficult to compare directly. Rather than getting overwhelmed by different compensation packages, company cultures, and role specifics, Andrew Chen presents the "Next Next Job" framework - a systematic approach to evaluate career moves based on long-term objectives.

The framework centers on one key question: "What do you want to be your next next job, and why can't you get it right now?" The approach involves three steps: First, identify 2-3 potential future roles with rough probability weightings (e.g., 50% startup investor, 30% founder, 10% C-level exec). Second, research these roles by interviewing people in those positions to understand required skills, experiences, and career paths. Third, identify specific gaps in skills, network, experiences, mentors, or ideas that prevent you from reaching that next next job today. The framework also emphasizes developing a "superpower" - a unique strength that can overcome other gaps.

For product managers, this framework provides a structured way to evaluate opportunities based on strategic career progression rather than immediate benefits. Key takeaways include: taking time to build multiple options rather than accepting the first offer, focusing on roles that fill identified gaps toward your ultimate goal, and developing unique strengths that differentiate you in your target field. The approach encourages looking beyond immediate gratification to make decisions that compound over multiple career moves.