100 Women in Insurance

Summary
In this episode, Sandra Lewin speaks with Rajah Steede about what it really takes to build an international career, and why the opportunities you dream about often begin long before you move countries.
Rajah shares her journey from Bermuda to the USA, London and now Dubai, reflecting on the decisions, risks and mindset that have shaped her career across four different insurance markets.
Together, they explore:
the reality of starting over
building credibility from scratch
adapting to different cultures
learning that your network doesn't automatically move with you.
The conversation also dives into one of the most powerful career tools available today: LinkedIn.
Rajah explains how she used LinkedIn to connect with professionals in a new market before relocating, treating it as a digital business card that helped her build relationships, understand local markets and create opportunities before she even arrived.
Sandra and Rajah also discuss why visibility is not about showing off. Instead, it is about making it easy for people to know who you are, what you do, and how you can add value.
This is a conversation about courage, reputation, and intentionally building a career that can take you anywhere.
Key Takeaways
Build relationships in a new market before you move there.
LinkedIn is your digital business card.
Visibility is about creating opportunities, not seeking attention.
Lead with competence, then build your reputation.
Every new market requires you to rebuild your network and credibility.
Be helpful, but don't become so indispensable that you stop progressing.
About the Guest
Connect with Rajah Steede on LinkedIn.
About the Host
Connect with Sandra Lewin on LinkedIn.
Sign up to Coffee with Sandra to stay up to date on all things 100 Women in Insurance.
Join The Pink Book Collective — a private LinkedIn community connecting women in insurance through mentoring, speaking opportunities, networking and career support.

Summary
In this episode, Laura speaks with Martina Manganelli, about whether we are intentionally building the careers we want or simply hoping they happen.
Martina shares her journey from studying law in Italy to building a successful career in the London insurance market. What began as an opportunity to complete a secondment quickly became a decision to build a new life, a new career and a future in one of the world's leading insurance markets.
The conversation explores the challenges of moving to a new country, building confidence, finding your voice, and learning to contribute in rooms where you initially feel like you do not belong.
Martina reflects on what it means to grow as both a professional and a leader while staying true to your values.
At the heart of the episode is Martina's belief that careers are rarely transformed by one defining moment. Instead, they are shaped by the small decisions we make every single day, such as the meetings we contribute to, the opportunities we say yes to, the relationships we build and the habits we develop over time.
Together, Laura and Martina discuss why technical excellence creates confidence, why saying yes opens unexpected doors, and how consistently showing up, even on the days when it feels like nothing is changing, is what ultimately creates long-term success.
They also explore the importance of role models, male allies, supporting the next generation of women in insurance, and why great leaders remove obstacles so others can succeed.
This is a conversation about consistency, courage, and taking ownership of your career, one small decision at a time.
Key Takeaways
The career you want is built through small decisions made consistently over time.
Confidence comes from developing expertise and then choosing to use your voice.
Saying "yes" to opportunities often creates paths you could never have planned.
Showing up every day matters. Even when progress isn't immediately visible.
Great leaders remove obstacles and create opportunities for others to succeed.
About the Guest
Connect with Martina Manganelli on LinkedIn.
About the Host
Connect with Laura Witcher on LinkedIn.
Sign up to Coffee with Sandra to stay up to date with 100 Women in Insurance and future podcast episodes.
Join The Pink Book — a private LinkedIn community connecting women in insurance through mentoring, speaking opportunities, networking and career support.

Summary
Thank you, Markel International, for sponsoring this episode.
In this episode, Sandra speaks with Alice Hawker, Assistant Underwriter at Markel. Alice is competing in this year’s Markel Magnolia Cup as an amateur jockey.
This episode is not only about the amazing journey to the Markel Magnolia Cup, but also about trusting the process when the finish line is not yet in sight.
Alice shares her unexpected journey into the niche world of bloodstock insurance.
What started as a chance opportunity quickly became a career that perfectly combined her passion for horses with the commercial world of insurance.
The conversation then turns to one of the biggest opportunities in Alice's life so far: becoming one of just twelve amateur jockeys selected to ride in the Markel Magnolia Cup, an all-female charity race at Goodwood that this year raises funds for Education Above All.
Alice takes listeners behind the scenes of the months of preparation leading up to race day.
Just weeks before the race, Alice also faces an unexpected setback.
Rather than seeing it as a reason to give up, she explains why learning to trust the process has become one of the biggest lessons.
Together, Sandra and Alice explore how resilience, planning, and a willingness to embrace uncertainty apply just as much in the workplace as they do in sport.
They discuss why fear should never be the reason you say ‘No’ to an opportunity, and how some of the greatest experiences in life begin long before you know how they will end.
This is a conversation about courage, trusting yourself, and believing that sometimes the path becomes clear only after you've decided to take the first step.
Key Takeaways
You don't need to know exactly how things will work out before saying yes.
Trusting the process is often more important than controlling every outcome.
Fear should never be the only reason you turn down an opportunity.
Success often comes from consistent preparation behind the scenes.
Planning creates confidence, but flexibility allows you to keep moving forward.
Life is too short to let uncertainty stop you from trying.
About the Guest
Connect with Alice Hawker on LinkedIn.
Alice’s JustGiving page.
Find out more about Markel International and Markel Magnolia Cup:
Markel in the past years
This year's race
About the Host
Connect with Sandra Lewin on LinkedIn.
Sign up to Coffee with Sandra to stay up to date on all things 100 Women in Insurance.
Join The Pink Book Collective — a private LinkedIn community connecting women in insurance through mentoring, speaking opportunities, networking and career support.

Summary
In this episode, Laura Witcher speaks with Georgie Simister about one of the biggest career challenges many professionals face:
How do you stand out without feeling like you are showing off?
Georgie shares her unexpected journey into insurance after being approached on LinkedIn. What began as a move to London quickly became a passion for an industry she never expected to love, proving that the best careers are not always carefully planned.
Together, Laura and Georgie explore why visibility has become one of the most valuable career skills in today's workplace. They discuss how networking is not a personality trait but a skill that anyone can learn, and why stepping outside your comfort zone often leads to the biggest opportunities.
Georgie also shares how creating content on LinkedIn, launching a podcast, and even posting on TikTok have helped challenge outdated perceptions of insurance while building her own personal brand.
She explains why sharing what you learn is very different from showing off, and how small, consistent actions can help you become known for your expertise.
The conversation also looks to the future of insurance, exploring how technology and AI will transform the way people work, while reinforcing one important message: relationships will always remain at the heart of the industry.
This is a conversation about confidence, visibility, and creating opportunities by simply being willing to show up.
Key Takeaways
Visibility is about sharing value, not seeking attention.
Networking is a skill that becomes easier with practice.
Growth often starts with being willing to feel uncomfortable.
Building genuine relationships creates opportunities you cannot predict.
Personal branding starts by sharing what you learn, not pretending to be an expert.
AI should enhance people's work, not replace human relationships.
Technology will create new roles and new opportunities across insurance.
There is room for everyone in insurance, and lifting others up strengthens the industry.
About the Guest
Connect with Georgie Simister on LinkedIn.
About the Host
Connect with Laura Witcher on LinkedIn.
Sign up to Coffee with Sandra to stay up to date with 100 Women in Insurance and future podcast episodes.
Join The Pink Book — a private LinkedIn community connecting women in insurance through mentoring, speaking opportunities, networking and career support.

Summary
In this special 100th episode of 100 Women in Insurance, the roles are reversed as Laura Witcher interviews founder Sandra Lewin about the journey behind the podcast, the movement it has become, and why the next chapter is only just beginning.
Sandra reflects on her path into insurance, from trying to avoid the industry entirely to building a career across broking, consulting, project management, and ultimately founding one of the most recognised communities for women in insurance.
She shares how the original idea for the podcast was planted years earlier during a leadership coaching session, where she realised that many of the most valuable career conversations only happened once people reached senior positions. The podcast became her way of making those insights, stories, and role models more accessible earlier in people’s careers.
Together, Laura and Sandra discuss the evolution of 100 Women in Insurance from a simple idea into a powerful community that has connected thousands of women through storytelling, networking, events, and honest conversations.
Sandra also opens up about the moments that nearly made her quit, the reality of building a business alongside a full-time career, and the messages from listeners that reminded her why the platform mattered.
The conversation explores the recurring themes that have emerged across 100 episodes, including taking risks before feeling ready, having difficult conversations, creating your own opportunities, defining success on your own terms, and learning who you truly are.
They also reflect on the future of leadership, visibility, and gender equality in insurance, challenging outdated assumptions around ambition, flexibility, and career progression.
This is a conversation about courage, community, and what becomes possible when people feel seen.
Key Takeaways
Career success rarely follows a perfectly planned path.
Taking risks often creates the biggest opportunities for growth.
Difficult conversations are usually necessary for meaningful progress.
Creating opportunities is often more powerful than waiting for them.
Defining success for yourself is more important than following traditional expectations.
Knowing your strengths also means understanding what is not aligned to you.
Networking and relationships remain one of the most valuable parts of the insurance industry.
Leadership and workplace culture are being redefined by future generations.
Visibility matters, but authenticity matters more.
Communities thrive when people feel welcomed, supported, and seen.
About the Guests
Connect with Laura Witcher on LinkedIn.
Laura is an insurance recruiter and advocate for amplifying women’s voices across the insurance industry.
She will be joining Sandra as a co-host for the second series of 100 Women in Insurance series.
About the Host
Connect with Sandra Lewin on LinkedIn.
Sign up to ‘Coffee with Sandra’ newsletter to stay up to date on all things 100 Women in Insurance.
Join ‘The Pink Book’ Collective — a private LinkedIn group connecting women in insurance to find mentors, speaking opportunities and more.

Summary
In this episode, Sandra speaks with Dr Abbey Atkinson and Emma Eccles about breaking gender myths and barriers at work, and why many of the conversations around women’s careers still feel surprisingly familiar.
Together, they explore the hidden assumptions that continue to shape progression in corporate environments.
Emma shares her journey of becoming one of the first part-time partners, challenging the idea that flexibility means reduced ambition or lower value. She reflects on the comments she received after becoming pregnant at 29, and why she refused to delay either her career or her family plans to fit outdated expectations.
Abbey brings insights from her PhD research into gender imbalance and organisational culture, unpacking concepts such as tokenism, hypervisibility, and the pressure women often feel to change themselves in order to fit leadership environments designed around traditional norms.
Sandra, Abbey and Emma also discuss:
Why assumptions are one of the biggest blockers to female progression
The “Queen Bee” effect and why some women struggle to challenge systems they had to survive themselves
Why organisations need to stop “fixing women” and start redesigning systems
How flexibility is not about doing less, but doing work differently
Why role models matter, especially male role models when they show vulnerability and authenticity
And why the future of work must be designed around humans, not outdated structures
This is an honest conversation about culture, leadership, ambition, and what it really takes to create workplaces where people do not feel they need to shrink themselves in order to succeed.
Key Takeaways
Flexibility does not mean reduced ambition or commitment.
Organisations often lack imagination when designing roles around real life.
Women frequently adapt their behaviour to fit workplace expectations.
Leadership should not require people to change who they are.
Diverse organisations create stronger ideas, better culture, and better outcomes.
Vulnerability and authenticity from senior leaders create psychological safety.
About the Guests
Connect with Emma Eccles on LinkedIn.
Emma is a Partner at Waightmans specialising in large loss litigation and is a passionate advocate for flexible working and inclusive leadership.
Connect with Dr Abbey Atkinson on LinkedIn.
Abbey is founder of Insight Change and a researcher specialising in gender imbalance, workplace culture, and organisational change.
About the Host
Connect with Sandra Lewin on LinkedIn
Sign up to ‘Coffee with Sandra’ newsletter to stay up to date on all things 100 Women in Insurance.
Join ‘The Pink Book’ Collective — a private LinkedIn group connecting women in insurance to find mentors, speaking opportunities and more.

Summary
In this episode, Sandra speaks with Lindsay Davies about the kind of career advice that is often shared quietly, but rarely said out loud.
Lindsay reflects on her 30-year career in insurance, sharing how her journey was shaped not by perfect planning, but by consistent action, visibility, and a willingness to keep moving forward, even when the timing did not feel ideal.
Together, they unpack a conversation many women face early in their careers. The question of whether to slow down in anticipation of future life changes, particularly around family, and the hidden impact that decision can have years later.
Lindsay shares the advice she once gave Sandra, and still stands by today. Don’t step back before you need to. Build your career, keep going, and trust that you will find a way to make it work when the time comes.
Sandra and Lindsay also explore what happens when you spend a long time in one organisation. The strength of building deep expertise and reputation, but also the challenge of putting yourself back into the market after years without interviews, CV updates, or external visibility.
They talk openly about confidence, feedback, and the discomfort of speaking about your own value. As well as the importance of networks that are built on genuine relationships, not just transactions.
This is a conversation about timing, self-belief, and making decisions based on what you want, not what you assume might happen.
Key Takeaways
Don’t slow down your career for a future that hasn’t happened yet.
Career progression is often built through consistency, not perfect timing.
Long-term roles can build strong reputations, but visibility outside your organisation still matters.
Talking about your value is a skill, not a personality trait.
Feedback is essential, and often needs to be actively asked for.
Networks are built through genuine relationships over time.
Transparency at work creates stronger, more sustainable careers.
You don’t need to have everything figured out to keep moving forward.
About the Guest
Connect with Lindsay Davies 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 things 100 Women in Insurance.
Join ‘The Pink Book’ Collective — a private LinkedIn group connecting women in insurance to find mentors, speaking opportunities and more.

Thank you to BCH for sponsoring this episode.
Summary
In this episode, Sandra speaks with Becs and Charlotte, co-chairs of GIN, about how career opportunities are often created long before a role is ever advertised, and what that means for how we show up at work today.
Sandra, Becs and Charlotte unpack how to build that visibility in a way that feels natural, not forced. How to articulate your value without ego, and why networking is less about events and more about consistent, meaningful relationships.
They also challenge one of the biggest misconceptions about career progression:
That opportunities are applied for, rather than created.
This is a conversation about being intentional, building trust, and positioning yourself for opportunities before they even exist.
Becs and Charlotte, also share the behind the scenes of the amazing network GIN, including its future plans.
Key Takeaways
Many career opportunities are shaped before a role is ever advertised.
Visibility is no longer accidental, it must be intentional.
Relationships should be built before you need them.
Networking is about consistency, not one-off interactions.
You can communicate your value clearly without ego or self-promotion.
About the Guest
Connect with Becs Smith on LinkedIn.
Connect with Charlotte Kleeman on LinkedIn.
Find out more about GIN Gender Inclusion Network.
About the Host
Connect with Sandra Lewin on LinkedIn
Sign up to ‘Coffee with Sandra’ newsletter to stay up to date on all things 100 Women in Insurance.
Join ‘The Pink Book’ Collective — a private LinkedIn group connecting women in insurance to find mentors, speaking opportunities and more.

Thank you to BCH for sponsoring this episode.
Summary
In this episode, Sandra speaks with Mandy Hunt about what it really takes to move forward in your career when you don’t feel ready.
Mandy shares her journey through the insurance industry, reflecting on the moments where she chose to step outside of her comfort zone, even when confidence had not yet caught up. Her story is a reminder that progression is rarely about having everything figured out, and more often about being willing to take the next step anyway.
Together, they explore the tension many women experience in corporate environments. The desire to grow, paired with the hesitation to put themselves forward before they feel fully prepared.
Mandy shares how some of her biggest opportunities came not from certainty, but from saying yes and figuring things out along the way.
Sandra and Mandy also discuss the reality of confidence at senior levels, challenging the idea that confidence comes first.
Instead, they reframe it as something that is built through action, experience, and exposure.
This is a conversation about courage, self-trust, and redefining what “ready” really means in your career.
Key Takeaways
You do not need to feel ready to take the next step in your career.
Confidence is often built after action, not before it.
Growth happens outside of your comfort zone, even when it feels uncomfortable.
Saying yes to opportunities can open doors you did not expect.
Waiting for perfect timing can delay progress unnecessarily.
Career progression is shaped by action, not just preparation.
Backing yourself is a skill that develops over time.
About the Guest
Connect with Mandy Hunt 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 things 100 Women in Insurance.
Join ‘The Pink Book’ Collective — a private LinkedIn group connecting women in insurance to find mentors, speaking opportunities and more.

Summary
Thank you to BCH for sponsoring this episode.
In this episode, Sandra speaks with Caroline Wagstaff, about accidental careers, bold decisions, and why putting yourself forward often matters more than feeling ready.
Caroline shares her journey into insurance from a marketing background, describing it as a mix of choice and serendipity. From building her own successful business to stepping into one of the most influential leadership roles in the market, her career is a reminder that not every step needs to be perfectly planned.
Together, they unpack what leadership really looks like at the senior level. The shift from “doing” to listening, influencing, and creating space for others. And why many people struggle with this transition, often feeling like they are not adding value when in fact, that is the role.
The conversation also dives into one of the biggest challenges facing the industry today:
Talent.
Caroline shares honest insights on the imbalance between supply and demand. From overwhelming volumes of applications to a lack of structured entry pathways and an ageing workforce creating a future gap.
They challenge the idea that the problem is simply attracting talent, and instead explore whether the real issue is what happens after talent arrives.
This is a conversation about confidence, curiosity, and building a career that is intentional, not accidental.
Key Takeaways
You don’t need to feel ready to take the next step.
Careers are often shaped by opportunity and action, not perfect planning.
Leadership at senior level is about listening and influencing, not just doing.
The insurance industry may have a demand problem, not just a supply problem.
Community is one of the strongest retention tools in the industry.
Flexibility and trust are essential for modern ways of working.
Social media is one of the most powerful (and underused) tools to attract talent.
You either trust your team or you don’t. There is no middle ground.
About the Guest
Connect with Caroline Wagstaff 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 things 100 Women in Insurance.
Join ‘The Pink Book’ Collective — a private LinkedIn group connecting women in insurance to find mentors, speaking opportunities and more.