Why You Should Stop Waiting for the “Right Time” to Take a Career Break (Taking A Career Break with Katrina Crossover)

Why You Should Stop Waiting for the “Right Time” to Take a Career Break (Taking A Career Break with Katrina Crossover)

June 22, 2026 · 34 min

About this episode

The episode discusses the reasons people hesitate to take career breaks and challenges the notion of waiting for the 'right time'.

Why You Should Stop Waiting for the “Right Time” to Take a Career Break (Taking A Career Break with Katrina Crossover) This week on Winging It , I'm sharing a special crossover episode from my other podcast, Taking A Career Break with Katrina McGhee . I really feel our two audiences do crossover, so I am sharing one of our most popular episodes with you. Please check out the rest of the catalogue for everything relating to a career break. Episode 67 - Why You Should Stop Waiting for the “Right Time” to Take a Career Break Shownotes If you've ever dreamed of taking a career break, travelling the world, changing direction, or simply pressing pause on the life you've built, you've probably told yourself the same thing many of us do: "I'll do it when the timing is right." The truth is, there may never be a perfect time. In this episode, Katrina and I dive into one of the biggest reasons people never take a career break: waiting for the mythical "right time." We explore why life will always present obstacles, why fear often disguises itself as practicality, and how delaying your dreams can lead to years of wondering "what if?" Is there ever a right time to take a career break—or are…

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Guest: Katrina Crossover

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