Starting Over with Courage (One Step at a Time), with Alessia Gandolfo

Starting over isn’t easy — whether it’s a career shift, a life transition, or rediscovering who you are after change. It takes courage, vulnerability, and a whole lot of self-compassion.

In this heartfelt conversation, I chat with coach and global citizen Alessia Gandolfo about what it really looks like to begin again — one small, brave step at a time. We talk about embracing uncertainty, trusting your own pace, and how to find purpose when the path ahead feels unclear.

If you’ve ever wondered whether it’s too late to start over (or if you’re strong enough to try), this episode will remind you that courage doesn’t always roar — sometimes, it’s simply the quiet decision to take the next step forward.

In this conversation, Alessia and I discussed:

• Alessia’s bold move to Australia — and what called her back home
• The power of taking “one brave baby step” each day, and what she learned from finding work, making new friends and dating Australian men
• Why starting over can feel harder when you’re surrounded by familiarity
• How clarity in business often begins with reconnecting to your message and finding what lights you up
• Finding purpose through alignment, intuition, and soft self-leadership - having a go and then evolving as we go

Alessia Gandolfo is a purpose and business coach who supports creatives, coaches, and healers to clarify their message and align their work with who they truly are. With almost a decade of experience in personal development and career coaching, Alessia helps her clients navigate pivots, rediscover passion, and find the language that brings their magic to life. She’s especially passionate about working with soulful entrepreneurs whose work is hard to “pin down” — helping them express their transformation in ways that feel true, clear, and deeply resonant.

You can connect with Alessia in the following places:

On her website at: alessiagandolfo.com, or follow her on Instagram: @alessiagandolfocoaching You can find Alessia’s free resources at alessiagandolfo.com/resources

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Website: annielove.coach