Don't commit to a rigid career plan. Instead, treat your career like a product. Run small-scale experiments or 'MVPs'—like a 20% project, a volunteer role, or a teaching gig—to test your interest and aptitude for new skills before making a full commitment, then iterate based on the results.

A fixed long-term career plan can be paralyzing. Instead, view your dream future as being on the other side of a lake covered in lily pads. Your job is to leap to the next immediate opportunity that energizes you, creating a flexible, compounding journey without the pressure of a grand vision.

Avoid "midterm" resume-building decisions you don't enjoy (like law school for optionality). Instead, follow a U-curve: optimize for short-term fun and learning while keeping an eye on a long-term vision. This counterintuitive path often leads to better outcomes.

The most potent advice for career growth is to take more risks. This includes moving across the country for an opportunity or even taking a job that appears to be a step down in title or pay if it aligns better with your long-term goals. The potential upside of such calculated risks often outweighs the downside.

The anxiety over "wasted time" after pivoting from a skill or career is a destructive mindset. Instead, frame these experiences as necessary parts of your personal narrative that provide learning and memories, not as a net loss or a failure.

Complicated problems (a jet engine) can be solved with enough data. Complex problems (a marriage, your life) can't be solved in advance; they must be understood and lived in real-time. Over-optimizing with "life hacks" mistakes a complex problem for a complicated one.

Borrowing a concept from real estate, constantly ask yourself: 'What is the highest and best use of me today?' This framework encourages you to leverage your cumulative experience to make significant, non-linear career leaps, rather than just taking the next logical, incremental step.

Creating a long-term career master plan is often counterproductive, leading people onto generic conveyor belts like consulting or banking. A better strategy is to consistently choose the best opportunity available at the moment. Optimizing for the right things in the short term allows for more powerful, organic compounding over time.

View habits as having "seasons" rather than as rigid, lifelong commitments. A habit that serves you well during one phase of life (e.g., building a startup) may need to be adapted or replaced in the next (e.g., raising a family). This flexibility prevents feelings of failure and promotes long-term success.