
090: What do you do when the career you built no longer feels right with Katherine Bryant
100 Women in InsuranceShow Notes
100 Women in Insurance Summit 26th March 2026 A day and evening event to celebrate 100th podcast episode. Expect plenty of learning, networking and celebrating opportunities. Get your tickets here. Summary In this episode, Sandra speaks with Katherine Bryant, CEO of The Progress Partnership and founder of the Insurance Breakfast Club, about what happens when a career is going well on paper, but no longer feels right in practice. Katherine shares why insurance was a clear career choice from the start, how stepping into leadership roles sparked her interest in people and performance, and how a serious health crisis forced her to stop and rethink how she was working. That moment became a turning point, changing how she thought about success, sustainability, and what good leadership really looks like. Together, they explore a point many women reach mid-career, when the job looks good from the outside but no longer fits. They talk about the guilt that can come with wanting change, the difference between choosing something new and feeling pushed out, and why retaining women is less about ‘fixing confidence’ and more about having honest conversations. The episode closes with how the Insurance Breakfast Club began, and why panel training has become such a practical route to stronger visibility, not just on stage, but in meetings, client conversations, and leadership rooms. Takeaways
If you are considering a change, get clear on your “why” first, then test the options that could solve it Visibility grows when you talk about impact, shifting how colleagues see your contribution and potential Build networks across the organisation, not just within your team, it changes your influence and access Don’t assume you cannot do a role because of travel, hours, or visibility demands, propose a different model Create your own room if you cannot see yourself in the existing ones Listening to health and burnout signals early matters, because ignoring them can force a much harder stop later on Coaching can turn “I have no options” into choices, helping you align work with your values, purpose and long‑term wellbeing Flexibility does not always mean leaving corporate life; reshaping roles, expectations and ways of working can keep women in the industry in a way that also works for their lives
About the Guest Connect with Katherine Bryant on LinkedIn. About the host Connect with Sandra Lewin on LinkedIn Sign up to ‘Coffee with Sandra’ newsletter to stay up to date on all 100 Women In Insurance and more. Join ‘The Pink Book’ Collective, private LinkedIn Group connecting women in insurance to find mentors, speaking opportunities and much more.
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