39 Considering a Career Change Later in Life? You Have the Experience, Now Design the Direction

Written by Naomi Holmes | Feb 17, 2026 1:00:00 PM
At some point in midlife, many women begin to feel unsettled in their career. It may start with a little bit of restlessness, maybe it's a shift in energy drawing you towards something else, or even a sense that the career that once fit so well no longer reflects who you are today.

In this episode of Her Money Matters, Naomi is joined by Pamela Lynn, Founder of The Pivot Space, to explore what it really means to consider a career change later in life.

Together, they unpack:
  • Why job satisfaction often dips in our late 40s and 50s, just as our experience peaks
  • The impact of burnout, redundancy and career goals that may not have materialised
  • How women can feel overlooked in midlife, even when they have the most to offer
  • The confidence gap that emerges despite decades of capability
  • The difference between chasing “more” and wanting something “different”
  • How to turn 20–30 years of experience into a strategic advantage
  • What an “Encore” career really means, and why it is definitely not about starting from scratch
  • Practical steps to move from reflection to a clear, achievable plan
When you have clarity about who you are, what you value, and what you bring to the table, you are often better positioned than ever to design work that fits the woman you are now.

So if you are feeling ready for something different, or you are simply curious about what your next chapter could look like, this episode will help you think strategically about what comes next.