A peculiar challenge of management is trying to invest in someone's career development when they themselves are uncertain about their goals. As a manager, you may have more experience and more access to opportunities within the company, but that represents a small slice of someone's career possibilities. Our schooling often rewards us for being methodical, linear thinkers, but that approach is less effective outside the intentionally constrained possibility spaces.
The options for approaching a career, particularly for those of us priviledged to work in technology, are so extraordinarily vast that exploring them effectively requires a different approach. This vastness also means that you, as a manager, can't simply give folks a career path: you'll inevitably steer them towards the most obvious avenues and through avoidable competition.
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