Episodes

  • The Kids Are Alright (In the Office): Rajni Kapur on Flexibility for Paid Working Mothers
    Jul 8 2026

    In this episode, I interview Rajni Kapur, CEO of one of California’s largest independently owned insurance agencies, All Solutions Insurance. We discuss her inspiring path from CPA to insurance leader. Rajni opens up about the resilience required to launch her agency in 2003 while navigating the complexities of new motherhood, explaining how those early years shaped her leadership philosophy. She shares her powerful perspective on why working mothers don't need reduced responsibilities, but rather the trust and flexibility to excel while managing their family lives.

    The conversation also dives deep into Rajni’s commitment to building a workplace culture that normalizes real-life challenges, including her policy of welcoming children into the office when needed. Rajni also emphasizes the "clear but kind" feedback approach and the need for intentional support systems that foster growth rather than discourage. Rajni also details her ambitious vision for the future, including her plans to create educational programs and measurable pathways to help more women secure equitable leadership roles within the insurance industry.

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    24 mins
  • Ready or Not: Candace Steele on Taking Career Leaps and Building Resilience
    Jul 15 2026

    In this episode, I interview Candace Steele, Group Risk Director at Canopius Group Limited, for a conversation that spans continents and decades of resilience. Candace shares the fascinating story of how a manager’s recommendation to move to Bermuda during Hurricane Ivan accidentally launched her into the insurance industry. This path that eventually took her from her professional foundations in Canada to building a life and career in Bermuda and, most recently, the UK. We dive into what it truly means to navigate international moves with small children, the importance of maintaining your core values while adapting to new cultures, and why building a network is more critical than ever in an era where AI is changing how we approach hiring.

    Candace also offers a refreshing perspective on the delicate balance between hard work and professional visibility. We unpack why women shouldn't wait to be noticed, but rather advocate for themselves with intention, and how external coaching can be a game-changer for building confidence early in one's career. From the necessity of genuine human connection in our global industry to the power of taking professional leaps before you feel "perfectly ready," Candace’s insights on sponsorship, mentorship, and self-advocacy are incredibly empowering.

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    34 mins
  • No Filter: Jennifer Kapp on Showcasing Reality, Not Perfection
    Jul 22 2026

    In this episode, I interview Jennifer Kapp, Partner at Cruser, Mitchell, Novitz, Sanchez, Gaston & Zimet, LLP, to talk about her unique journey into the insurance industry, the realities of working motherhood, and why flexibility is the ultimate key to retaining top talent. Jennifer shares how she originally graduated from law school in 2008 during the economic downturn with the intention of pursuing public interest work, only to find herself stepping into the insurance world through a family connection. From there, she built a thriving career spanning claims, complex litigation, and thought leadership, proving that career paths do not need to follow a rigid, linear trajectory.

    We discuss the challenges of navigating corporate return-to-office mandates, the power of authentic social media connections, and how her firm fosters an equitable environment by prioritizing autonomy and remote work. Jennifer also opens up about the beautiful mess of balancing a demanding legal career with raising three children, sharing why she believes women shouldn't feel pressured to do it all perfectly.

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    28 mins
  • Leadership ≠ Management: Layla Farivar on Individual Contribution
    Aug 5 2026

    In this episode, I interview Layla Farivar, Employee Benefits Consultant at IMA Financial Group. Layla shares her inspiring career journey from the mortgage industry to finding her true passion in employee benefits. Layla opens up about transitioning from marketing to sales, sharing her refreshing perspective on why true confidence is built over time and how supportive leaders and powerful brand representation paved the way for her success.

    Layla also talks about redefining modern leadership, and candidly explains why she chose to step away from people management to focus on individual contributions, and why it is vital to normalize that leadership doesn't always mean managing a team. Layla also shares her advice for women entering male-dominated spaces, the impact of IMA's women's network, and her take on what it takes to create a more equitable playing field in insurance.

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    35 mins
  • A Shoulder to Stand On: Shanna Sweeney on Selfless Leadership
    Aug 19 2026

    In this episode, I interview Shanna Sweeney, SVP of Excess Casualty at Upland Specialty Insurance and co-founder of Women of Wholesale (WOW). Shanna shares how an unexpected start in insurance through an Enterprise Rent-A-Car internship led to a 15-year career in reinsurance, proving that you don’t need a traditional risk management degree to find your place and thrive in this space.

    We also talk about the power of community building and why Shanna created WOW to give women a safe, non-judgmental space to build authentic relationships before they need them. Shanna offers refreshing, practical insights on moving past workplace competition with an abundance mindset, the importance of sponsorship over mere mentorship, and how designing for diversity can genuinely reshape the C-suite. Plus, she shares why her favorite part of the industry has been the lifelong friendships forged along the way.

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    21 mins
  • Speak for Yourself: Danielle Clifford on Confident Communication
    Aug 26 2026

    In this episode, I interview Danielle Clifford, Vice President and Head of Sales and Marketing at Openly, for an insightful conversation on career paths, sales leadership, and finding authentic purpose within the insurance industry. Danielle shares her unique transition from molecular biology to insurance, explaining how she discovered a deep appreciation for the industry’s complexity, its problem-solving capacity, and the profound meaning of helping policyholders recover during life's most challenging moments.

    Building on her extensive leadership experience, Danielle dives deep into practical strategies for modern sales and communication, including the power of relationship-building over purely transactional sales. She shares how to overcome common communication habits, such as over-explaining and using hedging language, while embracing the strategic power of silence, "breadcrumb conversations" for building consensus, and intentional sponsorship infrastructure to drive true workplace equity.

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    35 mins
  • Building Sanctuary: Inside the ISC Group Community with Margaret Resce Milkint
    Sep 2 2026
    In this episode, in collaboration with ISC Group, I interview Margaret Resce Milkint, Managing Director and Global Insurance Practice Leader at DSG Global and U.S. Chair of ISC Group. We share an insightful conversation on leadership, community, and industry evolution. We explore the transformative growth of the ISC Group as a vital "sanctuary" that fosters deep personal and professional connections for women in insurance. Margaret shares powerful perspectives on the power of mutual support, breaking traditional molds, and the shifting dynamics of female leadership where women actively lift and amplify one another. Margaret also dives into the future of work, examining how women can leverage artificial intelligence as a strategic coach to enhance executive communication, bridge technological gaps, and shape industry standards. Margaret offers actionable advice on building personal gravitas, establishing a diverse personal advisory board, and redefining success on one's own terms.
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    31 mins
  • Can You Hear Me Now? Unmuting Yourself with Rachel Druckenmiller
    Jun 24 2026

    In this episode, I interview Rachel Druckenmiller, Keynote Speaker + Founder, UNMUTED, and former Director of Well-Being and Employee Engagement at a benefits consulting firm. Rachel opens up about her unexpected 13-year journey in the insurance industry, which began as a simple summer administrative role and evolved into pioneering an award-winning corporate wellness initiative from scratch. Facing tight budgets and early resistance, Rachel shares how she and a colleague eventually built a national exemplar of workplace wellness by experimenting with innovative ideas internally before offering them to clients. She dives into the art of service differentiation, detailing how providing unique, personalized value not only cements client retention but also positions insurance professionals as indispensable industry leaders.

    Rachel also introduces me to the concept of "internal muting", the ways professionals, particularly women, silence their own voices due to internal, relational, or structural fears. Drawing from her own raw experience with burnout and health challenges while at the height of her corporate career, Rachel breaks down how authentic self-confidence is fundamentally rooted in self-trust. She shares actionable leadership strategies for overcoming self-silencing, including the "Reflected Best Self" feedback practice and the transformative shift of asking "what if it were just right?" instead of focusing on the worst-case scenario. What resonated most is her perspective on championing ambitious talent, not to be threatened by it.

    Rachel also shared these original songs!

    • Somebody: https://song.link/somebody-rachel
    • Believe In You: https://song.link/believeinyou
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    42 mins