RS391 - Wild and Wiser: Kelly Keating on portfolio working and designing a life with intention

RS391 - Wild and Wiser: Kelly Keating on portfolio working and designing a life with intention

April 27, 2026 · 38 min · Episode 390

About this episode

Kelly Keating shares her journey from a corporate career to a portfolio life, emphasizing intentional living and self-awareness.

From a senior corporate career to coaching, festivals, and a master's degree - Kelly Keating's story is about what happens when you stop letting life happen to you and start designing it deliberately. Anna Lundberg talks with the founder of Wild and Wiser about building a portfolio life after 40, navigating the financial realities of leaving a stable career, and why "enough" looks very different when your values are finally doing the driving. Key takeaways: Success on your own terms takes time to define. Kelly's shift came not from burnout or crisis, but from a gradual deepening of self-awareness through coach training, parenthood, and a late ADHD diagnosis - all of which changed what she was willing to tolerate. The try-before-you-buy approach to leaving corporate. By building her coaching practice part-time over eight years while still employed, Kelly made the leap with far less financial and psychological risk than if she'd jumped cold. The financial case for leaving is often stronger than it looks. Most people never sit down and properly do the maths. Kelly found that stripping out the "emotional spending" that comes with an unfulfilling job made the numbers far more…

People in this episode

Host: Anna Lundberg

Guest: Kelly Keating

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Organizations: Wild and Wiser

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