Play It By Your Rules

E31 - PIBYR: Burn the Job Description - Build a Life That Fits


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What if career success didn’t mean climbing higher - but choosing how you spend your time?

In this episode of Play It by Your Rules, I sit down with Ani Filipova - former Citi COO turned portfolio career strategist - to unpack what it really means to step off the traditional career ladder and design a working life that fits your priorities.

Ani shares how she intentionally moved away from a single, full-time corporate role - not to work less, but to work differently: with more autonomy, flexibility, and control over where her time and energy go. For her, a portfolio career isn’t about chaos or juggling - it’s about choice.

We explore what portfolio careers look like in practice, who they’re for, and why they’re becoming a powerful alternative for experienced professionals who want freedom without starting from scratch.

We covered:
  • Why portfolio careers unlock freedom - especially around how, when, and with whom you work

  • What Ani carried from corporate into her portfolio - and what she consciously left behind

  • How she defines a portfolio career (and why it’s not just for entrepreneurs)

  • Fractional work: what it is - and why it’s still emerging in places like Switzerland

  • The mindset shift from “one role” to “multiple value streams”

  • Why experimenting before quitting is smarter than making a clean break

    Practical Takeaways:
    • Audit how you  spend your time - freedom starts with awareness

    • Run small experiments (projects, advisory roles, fractional work) before committing

    • Design your portfolio around energy and values, not just income streams

      This episode is for anyone who feels successful on paper - but constrained in real life - and wants more freedom over their time without burning everything down.

      Explore More:

      🔗 Follow Ani on LinkedIn: https://www.linkedin.com/in/anifilipova/

      🌱 Change Is Possible Community: https://changeispossible.co.uk/

      🚀 Portfolio Career Accelerator: https://simplebooklet.com/portfolio_career_accelerator#page=1

      🎧 Listen to Ani’s podcast: Change Is Possible Podcast: https://www.youtube.com/@ChangeIsPossiblePodcast

      Your life. Your rules. For more freedom, flow, and fun.

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      Play It By Your RulesBy Meggi Rombach