A person with a foundation of knowledge and skills will make more money and most likely live a more meaningful life. There’s a similar belief in start-ups: technology companies focus on learning over profitability in the early years to maximize revenue in the later years. 
 Prioritize plans that offer the best chance at learning about yourself and the world. Ask yourself, “Which plan offers the most learning potential?”

Prioritize Learning

Any entrepreneur (and any expert on cognition / learning) will tell you that practical knowledge is best developed by doing, not just thinking or planning. 
 For careers, too, you don’t know what the best plan is until you try.

Learn by Doing

If you study the root causes of business disasters, over and over you’ll find a predisposition toward endeavors that offer immediate gratification.At the same time, though, don’t do the opposite and think ahead too far in the future. You will change, the world will change, the competition will change. 
 The best thing to do is to think and plan two steps ahead.

Think Two Steps Ahead

Career plans should leverage your assets, set you in direction of your aspirations, and account for the market realities.<ul><li>Articulate educated hypotheses about each. “I believe I am skilled at X, I believe I want to do Y, I believe the market needs Z.” </li><li>These hypotheses should lead you to specific actions even though you may have broad aspirations, like “help interesting people do interesting things” or “design human ecosystems.” </li></ul>

Leverage Your Competitive Advantage

Occasional missteps are to be expected when you take an experimental approach to career planning. These errors needn’t be permanent. Good Plan A’s can be stopped or reversed or morphed into a Plan B. A good Plan A minimizes the cost of failure. Start with a trial period. Keep your day job.

Make Reversible, Small Bets

In my earlier posts I've written about how to establish a competitive advantage in the career marketplace and how to do flexible career planning via Plan A, Plan B, and Plan Z.

Make Reversible, Small Bets

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Grit and the power to adapt