"You combine the gender wage gap with the work breaks, what you get is a retirement account that has less money in it at the point of retirement. And then we outlive men.” - Jean Chatzky

What if the way you feel about money is more powerful than what you actually know about it? Managing money is not about being perfect — but just about building the right habits, over and over again. In this episode of Transformative Leadership Conversations, I’m joined by Jean Chatzky — financial journalist, bestselling author, and CEO of HerMoney. Jean has spent her career helping people, especially women, take control of their money, their mindset, and their future. We dive deep into how your personal money story shapes your confidence, your career moves, and even your leadership style — and why good money management has way more to do with habits than with being "perfect" at finance.

You'll hear us discuss:

• Building Habits, Not Perfection: Why getting better with money isn’t about knowing everything — it’s about doing the small smart things over and over again.
• Why Women Need a Different Space: How Jean created HerMoney as a judgement-free zone where women can learn, talk, and build financial strength together.
• The Hidden Cost of the Wage Gap: How career breaks, lower salaries, and longer lifespans are stacking the odds against women — and what we can do about it.
• Money Stories: Why the way you watched your parents handle money matters more than what they ever taught you out loud.
• Making the Shift from Money to Value: How thinking about your value — not just your salary — can totally change how you negotiate and lead.
• Letting Go of Perfect: Why waiting until you’re 100% sure can hold you back — and why “good enough” is often exactly what you need to move forward.
• Behavioural Tricks That Work: How little psychology hacks like automation and visualisation can make saving, investing, and budgeting easier without even thinking about it.
• Keeping Your Receipts (Literally and Figuratively): Why you should start a “value file” today — and how it can make all the difference when you’re asking for a raise or a promotion.
• Knowing When to Get Help: Why even Jean has a financial advisor — and why getting help is a smart leadership move, not a sign you’re failing.

Resources:

Jean Chatzky on Her Money (Web) | Money Personality Type Test | LinkedIn

Winnie da Silva on LinkedIn | On the Web | Substack | Email - [email protected]