LD Breakfast Club: Career changes - Why, when and how
- Young Women's Leadership Connection
- Jun 30, 2024
- 2 min read
In our third edition of the Leadership Development Breakfast Club, we explored the topic of “Career changes - Why, when and how”. Our two speakers, female leaders Jael Chng (Co-founder and Chief Possibilities Generator, My Working Title) and Vanessa Iloste (HR VP, Sephora) shared on navigating career changes, with discussions on the why, when and how to make a successful and meaningful transition.
Throughout the engaging conversations with speakers in small groups over the breakfast table, the speakers covered various frameworks on career transitions, several situations and considerations to be mindful of as well as personal stories on the speakers’ challenges & successes.

Our key takeaways:
First, there are four competencies when navigating career transitions:
Self-insight: Knowing who you are, your strengths, likes and dislikes
Decision-making: Whether you make decisions by gut or through a matrix (an analytical process)
Transition capabilities: How to manage change
Generating possibilities: How you can think about opportunities and new avenues
Second, some considerations and tips include:
Careers are very contextual, and you would need to consider trade-offs
Talk to more people, which could include networking and mentoring events. Tapping on internal networks could include reaching out to senior leaders within one's company, or leveraging on LinkedIn for external contacts
Discover yourself, your values, and motivations
Consider the external situation and environment
Third, be flexible about the concept of a working identity
We could have multiple identities, instead of just one. It is possible to have a portfolio career instead of only one career
Start from thinking about the world of possibilities of what you could have become. You can conduct a series of experiments to test the waters, and start small in exploring opportunities
Other recommended resources:
Working Identity book by Herminia Ibarra
Career Transitions podcast series by Vanessa Teo & Vanessa Iloste
Low Expectations podcast by Morgan Housel
YWLC’s Leadership Breakfast Club series aims to provide participants with insights from accomplished female leaders about their careers and leadership journeys, over authentic and raw conversations over the breakfast table.
Organising team: Nithya Karthikeyan, Samantha Halim, Cheo Pei Rong, Hemaa Sekar