In this episode of Kasa Connect, we sit down with Jessica Lindfield—entrepreneur, author of Play the Game, and founder of the women’s community Embrace Her.
Jess shares her journey from working in insurance in Australia to moving across the world and restarting her career in the UK. Today, she leads commercial enablement at the Financial Times, builds ambitious teams, and supports women through her book and her community platform.
We talk about confidence, rejection, leadership, burnout, career reinvention, and building your own opportunities rather than waiting for them. Jess breaks down the practical lessons behind Play the Game, discusses the DEAR Method, and opens up about the realities of finding your voice in male-dominated spaces.
Whether you’re navigating career transitions, building confidence, or redefining your professional identity, this episode is packed with actionable insights and honest reflections.
(00:00) Jess’s early career & being reserved
(00:33) Intro to Jess & her journey
(01:42) Inspiration behind Play the Game
(02:01) Moving from Australia to the UK
(02:55) Building Embrace Her
(03:57) Why a book, not just social media
(04:54) How the book is structured
(05:24) Rejection, resilience & persistence
(07:14) Landing her first management role
(10:04) The DEAR Method
(11:07) Career strategy & the chess metaphor
(12:03) Her path to the Financial Times
(14:34) What FT’s culture is really like
(16:16) Community feedback & women’s challenges
(17:54) Building confidence through action
(20:50) Reinventing yourself abroad
(22:45) Leadership & revenue growth
(24:33) What makes a good leader
(29:10) Burnout & healthy boundaries
(32:03) Jess’s morning routine
(33:01) Supporting high-performing teams
(34:18) Coffee order + connecting with Jess
(36:35) Consistency over perfection – final advice