DiscoverIt's Not LuckHow to Overcome Self-Doubt and Build a Portfolio Career You Love
How to Overcome Self-Doubt and Build a Portfolio Career You Love

How to Overcome Self-Doubt and Build a Portfolio Career You Love

Update: 2025-05-20
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In this episode of It’s Not Luck, I’m joined by Alyssa Jaffer - content, writing and communications expert, Forbes contributor & Executive Communications Lead at Google. Alyssa shares how she navigated bold career pivots, creative blocks, and the reality behind juggling multiple roles.We dive into:

👉🏼 What to do when self-doubt blocks your creativity👉🏼 How to build a portfolio career that lights you up👉🏼 The shift from playing it safe to trusting your gut👉🏼 Why your next big move doesn’t have to be perfect, just alignedWhether you’re stuck in a comfort zone or quietly craving more, this episode is a reminder that building a fulfilling career doesn’t come from luck - it comes from listening to yourself, trusting the discomfort, and choosing courage over certainty.Big love, Nicola ⏱️ Timestamps01:03 – The move that changed everything04:30 – When staying becomes the bigger risk08:00 – Creating your own opportunities14:00 – A self-doubt story every creative will relate to23:12 – The unglamorous truth about portfolio careers


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How to Overcome Self-Doubt and Build a Portfolio Career You Love

How to Overcome Self-Doubt and Build a Portfolio Career You Love

Nicola Charlotte