Cindy Esliger examines what happens when we have a bigger vision for our career than our current work environment supports. Bold ideas can disappear into the ether when colleagues are more comfortable following the agenda, protecting the status quo, or doing things the same way they’ve always been done. Wanting to think outside the box is not a flaw, and Cindy points out that dreaming bigger is a practice, especially when fear, limited thinking, and workplace pressure make safety feel more responsible than possibility.
Cindy identifies three fears that often shape career decisions: 1. Fear of failure, 2. Fear of rejection, and 3. Fear of instability. These fears are real, but they’re data instead of instructions to stop. Cindy contrasts safety-driven decisions, which ask what will keep us comfortable, with aligned decisions, which ask what we need to do the work we actually came to do. She encourages us to consult our future selves by asking three questions: 1. Who have we become?, 2. What did we have to let go of to get here, and 3. What is the one thing we would tell ourselves today that would save us two years of hesitation?
Cindy also challenges us to get honest about what we truly want, without requiring a business case or immediate proof that it’s possible. When the answer feels buried, she offers four questions to help us uncover it: 1. If we already knew the answer, what would it be? 2. In a perfect world with no constraints on possibility, what would we want? 3. What is the thing we’ve always wanted but never said out loud, and 4. If nobody in our lives had an opinion about it, what would we do? Specific wants create something to plan around. The goal isn’t to wait for permission from small thinkers, but to deliberately seek out generous and curious people who are willing to think bigger, explore possibilities, and support meaningful career growth.
Resources discussed in this episode:
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Contact Cindy Esliger
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