100 Women in Insurance

065: From Mail Room to Boardroom: Karen Hogg's Journey

In this episode Karen Hogg shares her inspiring journey from starting in the insurance industry as a 16 years old, to becoming the Chief Operations Officer at Freedom Group, which includes Stella Insurance - Insurance Company that offers car insurance that is passionately pro-women.
Karen discusses the importance of self-awareness, the value of diverse roles within the insurance sector, and how being proactive and visible can significantly impact one's career.
Karen also emphasizes the importance of coaching, networking, and the ability to embrace one's true self in a professional environment.
In this conversation, Karen Hogg shares her insights on the importance of building a supportive network, navigating career challenges, and the evolving landscape for women in the workforce.
She emphasizes the significance of female connections and mentorship.
Karen also discusses innovative approaches to knowledge sharing within remote organizations and reflects on her unique experiences in the industry, highlighting the value of community and collaboration.
Takeaways
It is possible to work your way up from mailroom to Boardroom.
Advice and feedback should be filtered based on the source.
Proactive involvement in projects enhances career opportunities and visibility, which is crucial for career advancement.
Networking is essential for career growth and support.
Embracing one's true self leads to greater confidence and success. Building relationships and trust is crucial for career success.
High autonomy in the workplace fosters individual success.
Female networks provide essential support and normalization of experiences.
Creating social experiences strengthens professional networks.
The talent pool for women is improving, but challenges remain.
Innovative knowledge-sharing systems can bridge talent gaps.
About the guest
Connect with Karren Hogg
About the Host
Connect with Sandra on LinkedIn and explore more insights: Sandra’s LinkedIn
Discover the 100 Women In Insurance Collective dedicated to connecting women in insurance: www.100womenininsurance.com/collective.

064: The Future of Insurance Careers: 2045 predictions with Natalie S and Eleana S

This episode is sponsored by Apollo. 
Summary
In this episode, Sandra is joined by Eleana and Natalie, as they discuss the challenges about promoting insurance as a career choice, the role of AI in our careers and predicting what the industry will be like in 2045.
The conversation continues to also reflect on the importance of flexibility, transparency, gender equality, and a human-centric approach in the evolving workplace.
Eleana and Natalie explore the challenges young women and girls face in STEM fields and highlight the importance of creating equal opportunities at the early stages.
The conversation ends on a hopeful note, envisioning a more inclusive and dynamic future in insurance by 2045.
Takeaways
STEM education still faces gender stereotypes, affecting women's participation in technical fields.
Cultural and language barriers can impact career development, especially for those moving to new countries.
AI is seen as both a threat and an opportunity, with the potential to change job roles in the future.
The future of work may involve more flexibility and remote collaboration through technology like VR.
Leadership in the future will require transparency, ethical considerations, and emotional intelligence.
Gender equality in the workplace is still a challenge, with pay transparency being a significant issue.
The guests reflect on their personal experiences and the importance of representation in the industry.
About the guests
Connect with Natalie Stephens
Connect with Eleana Sklaveniti
About the Host
Connect with Sandra on LinkedIn and explore more insights: Sandra’s LinkedIn
Discover the 100 Women In Insurance Collective dedicated to connecting women in insurance: www.100womenininsurance.com/collective.

063: The Power of Small Steps, Identity and Story Sharing in your Career with Tope Akindoyin

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Summary
In this episode of the 100 Women in Insurance podcast, Sandra and Tope Akindoyin discuss Tope's journey into the insurance industry, her career in compliance and regulatory affairs, and her insights on success and motivation.
They explore the importance of understanding personal skills, the value of small steps towards achieving goals, and the significance of sharing stories to foster connection and understanding in the workplace.
In this conversation, Sandra discusses the importance of bringing one's authentic self to work, navigating identity in professional spaces, and understanding the complexities of intersectionality and diversity.
Tope emphasizes the value of relationships in career growth and the need for emotional intelligence in interactions.
Sandra and Tope share their personal anecdotes and insights on how to foster connections and create an inclusive environment where everyone can thrive.
Takeaways
Success is personal and varies for each individual.
Success is not just about reaching a destination, but the journey itself.
Small steps lead to big changes in career progression.
Understanding your motivations is key to personal success.
Don't underestimate the skills that come easily to you.
Listening to others' stories can change perceptions and foster empathy.
Team dynamics improve when individual motivations are understood.
You don't need to share everything about yourself at work.
Intersectionality is crucial in understanding diverse identities.
Actively listening can improve workplace relationships.
Connect with Tope on LinkedIn.
About the Host
Connect with Sandra on LinkedIn and explore more insights: Sandra’s LinkedIn
Discover the 100 Women In Insurance Collective dedicated to connecting women in insurance: www.100womenininsurance.com/collective.

062: Recruitment is much more than job description with Michelle Ansell

Summary
In this episode of the 100 Women in Insurance podcast, host Sandra is joined by Michelle Ansell, an executive search and recruitment consultancy.
They discuss the evolution of sales styles, the different types of recruiters and the importance of networking.
Michelle shares insights on common myths in recruitment and emphasizes the need for women to build relationships with recruiters to enhance their career opportunities.
In this conversation, Michelle and Sandra discuss the complexities of recruitment and missed opportunity for organisations to look beyond a job description when thinking of recruitment.
Michelle shares practical tips for candidates on how to effectively engage with recruiters, develop your pitch and build meaningful professional relationships.
Takeaways
LinkedIn is a powerful tool for networking.
Career paths can pivot unexpectedly, leading to new opportunities.
Sales styles have evolved from hard selling to relationship building.
Recruiters are not just job finders; they are relationship builders.
Engaging with recruiters should be a continuous effort, not just when seeking a job.
Trust is a significant barrier for women in recruitment.
Recruiters and candidates can find mutual benefits in their interactions.
Understanding the difference between recruitment and headhunting is crucial.
Retention strategies are often overlooked in recruitment processes
About the Guest:
Connect with Michelle Ansell on LinkedIn.
About the Host:
Connect with Sandra on LinkedIn and explore more insights: Sandra’s LinkedIn
Discover the 100 Women In Insurance Collective dedicated to connecting women in insurance: www.100womenininsurance.com/collective.

061: The Energy of Success, Chakras and Corporate Dynamics with Ingrid Woodward

Summary
In this episode of 100 Women in Insurance, Sandra interviews Ingrid Woodward, who shares her journey from the insurance industry to becoming a coach and healer.
Ingrid discusses her experiences with self-doubt, the importance of spirituality in the corporate world, and how she transitioned from a successful corporate career to follow her passion for helping others.
She emphasizes the significance of mental health, the challenges of self-sabotage, and the transformative power of connecting with one's true purpose.
Ingrid emphasizes the importance of embracing one's shadows, authenticity, and values in both personal and professional life. She also explores the integration of spirituality and the chakra system in the workplace, highlighting how energy flow impacts business dynamics.
The discussion culminates in her approach to working with individuals and organizations to foster growth and healing.
Takeaways
Spirituality can coexist with corporate life.
Personal power is about aligning with one's values.
Career paths can be non-linear and filled with opportunities.
Mental health is crucial in making career decisions.
Self-sabotage is a common challenge for many professionals.
Transitioning to a new career requires courage and self-trust.
Coaching can address root causes of personal challenges.
Perfectionism can lead to mistakes and self-doubt.
Loving your shadows can lead to greater self-acceptance.
The chakra system can influence workplace dynamics.
Businesses are living entities that require healthy energy flow.
Reference
Akashai records
Ingrid website and LinkedIn
Free Webinar “The High Achiever’s Dilemma”
Book Existential Kink
Throat Chakra at work
About the guest
Connect with Ingrid Woodward on LinkedIn and on Instagram.
About the host
Connect with Sandra on LinkedIn and explore more insights: Sandra’s LinkedIn
Discover the 100 Women In Insurance Collective dedicated to connecting women in insurance: www.100womenininsurance.com/collective.

Bonus: Three questions I get asked and 2025 plans

In this bonus solo episode, Sandra Lewin shares her experiences with 100 Women in Insurance so far, including the three questions she frequently receives.
She then sets the stage for the year ahead. 
From career-defining insights to personal challenges, Sandra shares lessons learned from the episodes so far, upcoming plans, and actionable tips to inspire your own career success.
Connect with Sandra on LinkedIn and Instagram. 
Find out about the Collective Membership. 
 

060: Making the most of career opportunities with Heather McKenna

This episode is sponsored by Fidelis Insurance Group.
Summary
In this episode Heather McKenna, the UK CFO for Fidelis Insurance Group, shares her inspiring journey through South Africa, London and Bermuda, highlighting the importance of seeking opportunities in her career.
She discusses the importance of mentorship, navigating challenges of parenthood, and the significance of creating an inclusive work culture.
Heather also contrasts her experiences in startups versus established companies, emphasizing the need for adaptability and resourcefulness in a rapidly changing industry.
Takeaways
Heather's career path was shaped by chance rather than a predetermined plan.
Mentorship can come from informal relationships rather than formal programs.
Taking risks and seeking opportunities is essential for career growth.
Work-life balance is challenging but achievable with support and prioritization.
Quality time with family can be prioritized even in a busy career.
Listening is a crucial skill for leaders to foster an inclusive culture.
Startups require a willingness to take on diverse tasks and adapt quickly.
It's important to communicate career aspirations to create opportunities.
Regret from not trying is often greater than the regret of failure.
About the guest
Connect with Heather McKenna.
About the sponsor Fidelis Insurance Group
Fidelis Insurance Group is a global specialty insurer, leveraging strategic partnerships to offer innovative and tailored insurance solutions.
We have a highly diversified portfolio focused on three segments: Specialty, Bespoke, and Reinsurance, which we believe allows us to take advantage of the opportunities presented by evolving (re)insurance markets, proactively shift our business mix across market cycles, and produce superior underwriting returns.
Headquartered in Bermuda, with worldwide offices including Ireland and the UK, Fidelis Insurance Group operating companies have a financial strength rating of A from AM Best, A- from S&P and A3 from Moody’s. For additional information about Fidelis Insurance, our people, and our products please visit our website at www.FidelisInsurance.com or LinkedIn Page.
About the Host
Connect with Sandra on LinkedIn and explore more insights: Sandra’s LinkedIn
Discover the 100 Women In Insurance Collective dedicated to connecting women in insurance: www.100womenininsurance.com/collective.

059: Proactive approach to career opportunities with Katy Simpson

Summary
This episode is sponsored by IMS.
In this episode of the 100 Women in Insurance podcast, host Sandra speaks with Katy Simpson, about her squiggly career, innovative insurance and creating inclusive culture for everyone.
They discuss the importance of being proactive in career development, overcoming imposter syndrome, and the need for gender equality in the workplace.
Katie shares her insights on networking, the impact of technology on the insurance industry, and the importance of collaboration in a hybrid work environment.
The conversation highlights the evolving nature of insurance and the opportunities available for women in the field.
Takeaways
Katy emphasizes the importance of being proactive in career development.
Women often underestimate their qualifications when applying for jobs.
It's essential to focus on what you don't know and seek help.
Networking plays a crucial role in career advancement.
Flexible working should prioritize collaboration and communication.
The insurance industry is evolving with technology and innovation.
Gender equality requires cultural change, not just policies.
Imposter syndrome is common, but it can be overcome.
About the guest:
Connect with Katy Simpson on LinkedIn.
About the sponsor:
IMS Women’s Working Group is the sponsor of this episode. This community within IMS is passionate about supporting women in insurance, within our business and across the insurtech sector. We truly believe that this is an exciting space to work in and an opportunity to forge long-lasting, successful careers in a sector that remains ripe for disruption.
IMS is an award-winning, world-leading, connected insurance solution provider. They use telematics data to help improve insurer pricing, policyholder engagement, risk management and claims handling. IMS is committed to making roads safer by driving change across the industry with the use of technology and actionable, data-driven insights.
Follow IMS on LinkedIn.

058: Creating a successful flexible working culture with Taryn McHarg

Summary
This episode is sponsored by Apollo.
In this episode of the 100 Women in Insurance podcast, Taryn McHarg, the group CFO at Apollo, shares her journey from consulting to becoming a CFO.
She discusses the importance of authenticity in the workplace, the differences between consulting and business roles, and the significance of self-pitching and networking.
Taryn also highlights the importance of taking time during the recruitment process to find the right talent, focusing on transferrable skills, flexible working approach and long term career plan for the employee.
She emphasizes the need for visibility in career development, benefits of flexible working for both companies and individuals and shares valuable career tips along the way.
Takeaways
Career paths can be a mix of choice and chance.
Authenticity at work is crucial for career satisfaction.
Transitioning from consulting to business requires different skill sets.
Self-pitching is essential for career advancement.
Flexible work cultures enhance productivity and employee satisfaction.
Diverse talent acquisition is vital for organizational success.
Visibility and open communication with managers can lead to development opportunities.
Resources
Connect with Taryn McHarg on LinkedIn.
Find out more about Apollo on their website and LinkedIn.
About the Host
Connect with Sandra on LinkedIn and explore more insights: Sandra’s LinkedIn
Discover the 100 Women In Insurance Collective dedicated to connecting women in insurance: www.100womenininsurance.com/collective.

057: Honest conversation about inclusion at work with Teniola Tijani

This episode is sponsored by Send.
Summary
In this episode of the 100 Women in Insurance podcast, Sandra Lewin is joined by Teniola Tijani who shares her journey into the insurance industry, setting up LTL Collective and highlights the importance of creating inclusive cultures in the organisaion.
In this honest conversation, Tijani reflects on her experiences as an underwriter, the importance of personality in career decisions, and the challenges of public speaking.
Teniola also highlights the significance of her collective, the LTL Collective, which aims to support women diverse in the insurance industry and promote diversity and inclusion.
Through her insights, she emphasizes the continued need for different communities and the power of collective action in overcoming industry challenges.
In this conversation, Teniola and Sandra discuss the critical importance of diversity and inclusion within the insurance industry. They explore the discomfort that often accompanies diversity initiatives, the necessity of allyship through listening, and the role of representation and storytelling in fostering understanding.
The discussion also touches on generational expectations, particularly the demands of Gen Z for inclusive environments, and the distinction between diversity and inclusion.
They emphasize the need for safe spaces for honest conversations and the importance of building trust and common ground among colleagues.
Ultimately, Teniola shares her personal growth experiences within the industry, highlighting the value of community and connection.
Takeaways
Diversity is easier to achieve than true inclusion.
Inclusion is about how individuals feel in the workplace.
Gen Z has different expectations for workplace diversity.
Listening is a crucial part of allyship.
Public speaking can be nerve-wracking, but it's essential to embrace it.
Community and safe spaces are crucial for personal and professional growth.
Building relationships is key to success in insurance.
Opening the door for diversity does not take away from others.
Representation matters in creating inclusive environments.
Building trust is key to meaningful conversations.
Commonalities can help bridge differences among colleagues.
About Guest:
Connect with Teniola Tijani.
Find out more about LTL Collective.
About Send:
Send is an award-winning insurance software company. It’s flagship product is an AI-enabled Underwriting Workbench – a single platform from submission to bind, and beyond. The platform helps commercial and speciality insurers around the world drive greater efficiency, control and effectiveness. It has rich out-of-the-box functionality, workflow templates for over 40 lines of business, and proven deployments in multiple geographies.
About the Host:
Connect with Sandra on LinkedIn and explore more insights: Sandra’s LinkedIn
Find out more about 100 Women In Insurance Collective, where we bring together women in insurance to network, enjoy fun events and find their own career success. The vision is to increase gender equality as well as senior female talent retention in insurance.