502: From best supporting actress to CEO with Sylvia Kwan

Season #5

Women Who Lead is more than a podcast—it's a movement, a mindset, and a space for transformation. It's a platform for real, raw, and radically honest conversations with women who are redefining leadership on their own terms. Rooted in the belief that true leadership begins within, these Women Who Lead invite us to break free from outdated models of power and success.

Through storytelling, coaching, and a soulful newsletter that follows the rhythm of the seasons, it supports women to rise—courageously, unapologetically, and as their whole selves. This is a space for women ready to lead with more self-trust, more softness, and more power. Learn more at https://ourtimetobloom.com.

Season 5, Episode 2: From best supporting actress to CEO — with Sylvia Kwan

This week I'm joined by Sylvia Kwan — CEO and Chief Investment Officer of Ellevest, the women-focused wealth management firm on a mission to close the gender wealth gap.

Sylvia is a quant by training, a self-described introvert by nature, and someone who told her founder point blank that she never wanted to be CEO. And then she became one anyway.

In this conversation she talks about what it means to lead from a different kind of intelligence — quieter, less visible, but no less powerful. She talks about the scripts we write for ourselves about who we are and what we're capable of. About stepping into enormous shoes without a blueprint. And about wealthcare — her vision for a more holistic approach to wealth management that asks not just how do we build your wealth, but how do we build your life.

This one is for every woman who has ever told herself she's not the leader type.

To stay updated on future episodes, make sure you subscribe on your favourite podcast platform. I'd love to hear what resonates—so feel free to leave a review or reach out on social media. And if this episode moved you, inspired you, or made you feel seen, please consider sharing it with someone else who might need to hear it.

Timestamps:
01:53 | What does it mean to be in Bloom — in work and in life?
02:29 | Are women hormonally programmed to put others first — and what happens when we stop?
04:09 | The chief care officer of everything except ourselves
07:39 | Stepping into the CEO role — and why Sylvia never wanted it
09:41 | When Sally stepped down and the call came anyway
13:50 | What she would say to the woman who thinks she's not the leader type
16:09 | Having a narrow definition of leadership — and what happens when you widen it
19:20 | Wealthcare: why optimising for wealth and optimising for life are not the same thing
33:06 | Confidence doesn't come from reading — it comes from small actions stacked
35:42 | One thing Sylvia wishes she'd known sooner: let go of perfection

Resources mentioned:
Ellevest: ellevest.com
Sylvia on LinkedIn
Book a complimentary financial consultation at ellevest.com