DiscoverThe Pivot and Promotion Podcast - Career and Leadership Advice96. How to Make Career Moves Without Second-Guessing Everything
96. How to Make Career Moves Without Second-Guessing Everything

96. How to Make Career Moves Without Second-Guessing Everything

Update: 2025-10-09
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In episode 96, we’re talking about how to make bold career moves without spiraling into overthinking or second-guessing every step.


Big decisions, whether it’s pivoting industries, leaving corporate, or starting a business, will always come with fear and uncertainty. That’s why I use a framework with my clients called the ABC Plan, designed to help you name what you really want, prepare for the hard moments, and create the safety net you need to move forward with confidence.


In this episode, I cover:

  • How to define your Plan A, your boldest vision, without worrying about practicality

  • Why creating a Plan B helps you navigate the messy middle when things get tough

  • How Plan C builds the psychological safety to take risks without panic

  • Real client stories of making big career pivots, from corporate jobs to new cities and businesses

  • Practical ways to reduce stress, detach from outcomes, and keep momentum even when challenges show up


If you’ve been stuck in hesitation or caught in loops of “what ifs,” this episode will show you how to ground your decisions in clarity and create the confidence to finally move forward.


Key Takeaways:

  • Your boldest goals must be named before they can be achieved

  • Challenges are inevitable, prepare for them instead of quitting when they come

  • A safety net creates the confidence to take calculated risks

  • Detaching from outcomes helps you show up with clarity and energy


Chapters:

00:00 ABC Plan: Define Plan A Vision

04:06 Start with a Bold Desired Outcome

06:41 Plan B: Prepare for Hard Moments

09:50 Navigating the Messy Middle

15:04 Plan C: Build Psychological Safety

18:28 Managing Uncertainty with a Safety Net


Learn more and stay connected:

www.danitan.com

www.linkedin.com/in/dani-tan

Join my weekly newsletter

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96. How to Make Career Moves Without Second-Guessing Everything

96. How to Make Career Moves Without Second-Guessing Everything

Dani Tan - Leadership and Career Coach