088: What if the opportunity you think you missed is still waiting for you with Rebecca Apps

Summary In this episode, Sandra speaks with Rebecca Apps about what happens when you stop writing yourself off and decide to try. Rebecca shares how she fell into insurance by chance after leaving university, why a family-run brokerage shaped her career for nearly two decades and what finally pushed her to believe she could make a move she once thought was “too late”. They talk about the moment Covid changed everything for working parents, how flexible working opened doors she had already closed in her mind, and what it took to step into a major broking house after years of assuming the opportunity had passed. Rebecca talks openly about rebuilding confidence later in her career, moving from part-time to full-time after 16 years, and learning how to walk into rooms where assumptions can follow women who work around school hours. She reflects on how organisation, resilience and a strong work ethic grounded her through each transition, and why naming non negotiables can often be the first step towards change. Key Takeaways You often realise what you want by naming what you will not compromise on, whether that is your hours, your boundaries, or your life outside work. Experience can outweigh job titles, especially when you have spent years juggling clients, deadlines and family life with consistency. Visibility comes from speaking up, even if your instinct is to sit behind someone else and let them take the lead. Sometimes one conversation shifts everything, especially when someone says, “I’ll put your name forward” and you suddenly see yourself differently. Confidence grows when you try, not when you wait for certainty to appear. The skills you build outside work count, especially the organisation and focus that come from being a parent. Most people want honesty, even when the message is difficult, and trust is built through clear explanations rather than perfect outcomes. You can reconnect with ambition at any age, and the right environment can remind you that your story is not finished. About the Guest Connect with Rebecca Apps 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.