For the first-ever roundtable episode of InsHER, I had the privilege of sitting down with four incredible female leaders at RGA Insurance: Laura Cockrill, Sandi Hubert, Tonya Blackmore, and Stephanie Koch. Throughout our conversation, a recurring theme emerged: RGA’s deeply rooted culture of collaboration and support. These women emphasize a workplace where success is measured by collective achievement rather than individual wins. They discuss how mentorship, sponsorship, and modeling inclusive leadership have become key factors in fostering a culture where women feel empowered to voice their ambitions and take on leadership roles. With the influence of trailblazers like Anna Manning, RGA’s first female CEO, they’ve seen meaningful progress in the advancement of women across the organization.

Looking ahead, these leaders share their hopes for the future, both within RGA and the broader insurance industry. They highlight the importance of widening the talent pipeline, ensuring more women have opportunities to rise into leadership roles, and continuing to advocate for inclusion at every level. They also offer invaluable advice to women looking to grow their careers, from embracing discomfort and taking risks to recognizing that success doesn’t mean doing it all alone. Whether it’s building a strong support system, advocating for oneself, or knowing when to say no, these women provide a roadmap for navigating career growth with confidence.

In this episode, I interview Kira Kimball, Chief Diversity Officer at Marsh McLennan Agency, to discuss her fascinating career journey and her impactful work in diversity, equity, and inclusion. Kira shares how saying yes to a temporary role served as her entry into the insurance industry, eventually paving the way for her leadership role in DEI. Drawing on her background in higher education, Kira spearheaded MMA’s inaugural DEI Council and was later named the company’s first Chief Diversity Officer. Kira also discusses her mission to socialize the book "Shared Sisterhood" which emphasizes the importance of white women acknowledging their privilege to empower women of color. Kira shouts out insurance influencer Ngozi Nnaji for introducing the book.

An educator at heart, Kira shares actionable insights into fostering allyship, collaboration, and intentional leadership. She reflects on the responsibility of using her privilege to create opportunities for others and highlights the value of building trust and empathy across diverse experiences. We explore the need for actionable allyship from male leaders, shifting the focus from skill-building webinars to removing systemic barriers for women in the workplace. Kira’s vision of leaving a legacy through investment and empowerment offers a fresh perspective on how we can collectively create a more inclusive and equitable industry.

In this episode, I interview Amy Reczek, founder of Sales & Presence, to explore her journey from a successful sales career to becoming a sought-after consultant and trainer in the insurance industry. Amy shares how her pivotal moment came as she realized that she craved growth, excitement, and the challenges that come with stepping out of her comfort zone. Guided by her business coach and a period of deep self-reflection, Amy discovered her passion for helping others excel in sales, communication, and executive presence—laying the foundation for her consulting business. Today, Amy partners with industry leaders like WSIA, CRC, and AmWins to deliver custom training programs, bringing a fresh, forward-thinking approach to the wholesale insurance space.

We also discuss the unique programs Amy has developed, including “Pulse,” a sales training initiative for women that came directly from the wholesale insurance space. Amy explains why soft skills like communication, negotiation, and listening are essential for modern sales success, and how these elements elevate traditional training techniques. With a second book in the works, her first online course, and a focus on helping businesses achieve their “1% better,” Amy’s enthusiasm for innovation and growth in the insurance industry is truly inspiring.

In the Season 2 premiere, I speak with Shammi Dowla, Vice President of Risk and Industry Practices, and Jennifer Nuest, Senior Vice President and Transportation Practice Leader at AmWins, to explore their inspiring journeys in insurance and the incredible friendship that has fueled their professional collaboration. Shammi, with a background in chemistry and international relations, found her way into insurance, while Jennifer was drawn into the industry by the opportunity to work with a female hiring manager—a rare and empowering moment at the time. Their paths crossed when Jennifer joined AmWins, and Shammi’s warm welcome email on Jennifer’s first day marked the beginning of a fast friendship and dynamic partnership. Together, they lead with influence rather than authority, coaching teams and fostering collaboration to drive innovation and success.

We also dive into their shared commitment to empowering the next generation of insurance professionals. Shammi and Jennifer highlight the importance of spotlighting up-and-coming talent, providing thought leadership opportunities, and building confidence in those who may not yet see themselves as experts. Jennifer shares how her thoughtful approach to creating platforms for emerging voices—like the internal transportation summit—has reshaped the way their organization showcases expertise. Shammi emphasizes the value of diversity in perspectives and how intentionality in leadership can transform teams and outcomes. Through their dedication to coaching, collaboration, and elevating others, Shammi and Jennifer are shaping a more inclusive, innovative future for the insurance industry.

In the season 1 finale, I sit down with Shannon Alfonso, recently retired insurance executive who led Marsh McLennan Agency’s Florida Region to remarkable success during her nearly 30-year career. From an unplanned start in underwriting to becoming the region’s first female CEO, Shannon’s story is one of curiosity, courage, and staying true to her core beliefs. She shares how a willingness to learn, embrace new challenges, and build strong teams shaped her journey. Shannon reflects on overcoming imposter syndrome, trusting her instincts, and the pivotal moments that defined her career. Her advice for aspiring leaders? “You very well can be the right fit. You just have to embrace it. Be confident. Go for it.”

Now retired at 54, Shannon reveals why she chose to step away from the corporate world while at the peak of her career, challenging the traditional norms of retirement. She speaks candidly about the sacrifices she made for her career and how those shaped her decision to prioritize time with her family. Shannon shares how she's embracing the next chapter with rest, reflection, and the freedom to pursue meaningful work on her own terms.

In this episode, I’m joined by Janice Kowell, Managing Director and U.S. & Canadian Marine Cargo and Logistics Leader at Marsh, whose remarkable 30-year career is full of inspiring lessons and the power of self-advocacy. Janice shares how insurance “found her” fresh out of college, starting in a clerical role but quickly recognizing opportunities to make a meaningful impact. With the support of her mentor, she embraced challenges, introduced efficiencies, and moved into management within just three years. From being a young woman navigating the corporate landscape in Texas to taking courageous steps that defied age and gender expectations, Janice proves that knowledge is the foundation of confidence—and confidence can conquer any barrier.

Throughout her career, Janice learned the importance of belonging, mentorship, and advocating for oneself. She reflects on her bold move to the Pacific Northwest, where she rediscovered community, and built new connections. Now a mentor herself, Janice shares her approach to empowering others, encouraging them to set goals, take risks, and champion their own growth. She offers advice for overcoming self-doubt by imagining the advocacy we’d show for someone we love. As she reflects on her career, Janice wishes she had taken more risks sooner, a powerful reminder to all of us to be brave, clear in our ambitions, and unafraid to ask for what we deserve.

In this episode of InsHER, I interview Vanessa Sims, the Director of Diversity, Equity & Inclusion at the WSIA Diversity Foundation. With a background in financial services, Vanessa shares her journey of being called to a role where she could make a deeper, more meaningful impact. We discuss how the WSIA Diversity Foundation focuses on attracting diverse talent, fostering inclusive workplaces, and reimagining association governance to create sustainable change in the insurance industry. Vanessa emphasizes the importance of embracing diverse lived experiences, particularly in the E&S segment, which thrives on innovation and relationships. By intentionally seeking talent outside traditional risk management paths, WSIA is broadening the pool of future insurance leaders.

Vanessa also highlights the power of collaboration with industry organizations like NAAIA, LAIA, and NAIC, advocating for a “better together” approach to DEI initiatives. She shares her wisdom on “working with the willing,” focusing energy on promoters rather than convincing skeptics, and explains why ignoring diversity poses significant risks to the future of the industry. For those passionate about making a difference in environments where DEI doesn’t seem a priority, Vanessa offers heartfelt advice: "Follow your heart. Follow your heart and your values. Your heart will lead you to the right thing to do within your area of influence.”

In this special episode of InsHER, I welcome my first-ever male guest, Tony Chimera, Chief Talent Officer at Westfield Specialty Insurance, alongside his colleague Anna Kodryanu, SVP of Distribution. Their inspiring partnership began at an industry event where Anna courageously voiced feelings of imposter syndrome. Tony responded with a thoughtful gesture—a book on the topic—and their professional relationship blossomed from there. Together, we explore how their journey reflects the power of allyship and the importance of fostering inclusion within the insurance industry.

Tony shares his commitment to being an active presence at events designed for women and underrepresented groups, emphasizing the value of listening, learning, and pushing beyond comfort zones. Anna praises Tony’s genuine dedication to changing the narrative in insurance, highlighting how his advocacy goes beyond networking to creating meaningful change. From tackling workplace stigmas to empowering women to redefine their roles with confidence, Tony and Anna emphasize the progress being made in DEI efforts and the collective responsibility to ensure all boats rise with the tide.