InsHER

In this special Mother’s Day episode, I interview Emma Corcoran, Founder of EC Consulting LLC. We share an honest conversation about career growth, motherhood, and redefining success on your own terms. Emma shares how her insurance journey began through an internship at Selective Insurance and evolved into launching her own consulting business, a decision shaped not just by professional ambition, but by her desire to create a life with more intention, flexibility, and time with her daughters. I love Emma’s perspective that success can evolve through different seasons of life, and that choosing balance doesn’t mean choosing less. Together, we talk about the realities modern working parents face, from impossible school schedules and constant notifications to the pressure of feeling endlessly available. Emma opens up about the boundaries she’s created to protect what matters most, including keeping Fridays focused on family, and why organizations need to rethink outdated ideas around visibility and productivity if they truly want to support and retain talent. We also discuss resilience, leadership, and Emma’s belief that creating equity for women starts with fixing “the broken rung,” building transparent career paths, and creating stronger communities where women can support one another both personally and professionally.

In this episode, I interview Linda Liu, CEO of LiftHERCareer. We talk about her unique career journey, starting as a receptionist in an insurance agency to working in IT consulting, global education, and ultimately founding LiftHER Career. Each chapter of Linda’s career built toward a clear purpose: helping young people, especially those from underrepresented backgrounds, successfully navigate the transition from college to career. Through her Grad2Hire program, Linda is tackling one of the biggest gaps we see in the insurance industry: connecting early talent to real opportunities, particularly in insurance and risk management. We also get into the realities behind that transition, the confidence gaps, the networking challenges, and why so many graduates, especially women, find themselves underemployed. Linda shares how her program takes a more holistic approach, combining practical skills, career exposure, and real-world experience to help participants build momentum. It’s an honest conversation about what’s working, what’s missing, and what our industry can do differently, including her call for organizations to get involved and rethink how we bring the next generation into insurance.

This special episode was recorded live in New York City as the opening to Women at the Top: Reaching the Apex in Work and Life, presented by Tyson & Mendes’ Women’s Initiative. In collaboration with InsHER, National Managing Partner Cayce Lynch and Partner, Head of Growth & Client Engagement Ashley Fetyko (both of Tyson & Mendes), and hosts of The Normal Mess, graciously invited me to help kick off the event with a dynamic, live conversation. Together, we explored what it really means to find your voice, take up space, and uplift others along the way. It set the tone for an incredible day, one grounded in honesty, connection, and the power of women showing up fully, both in work and in life.

In this episode, I had the chance to do something a little different, and really special, by hosting my first-ever mother-son conversation with Legia and Lukas Oswald. Legia, founder and CEO of Out of Pocket EXP, has spent years in the insurance and temporary housing space, and together with her son Lukas, they’ve built a business focused on improving how additional living expense claims are handled. Hearing how Legia was introduced to the industry and ultimately co-founded a company with her son was such a full-circle story rooted in real frustrations, real experiences, and a genuine desire to make things better for adjusters and the families they serve. What I loved most about this conversation was the mutual respect for one another’s strengths. Legia brings deep industry experience and a strong customer-first mindset, while Lukas adds a fresh perspective shaped by technology, product thinking, and a younger voice in the industry. Together, they challenge each other, learn from each other, and lead in a way that’s grounded in trust, respect, and open communication. We talked about what it’s like to build a business as a family, the leadership lessons they’ve learned along the way, and why the future of insurance depends on bringing together experience and new perspectives. 

In this episode, I interview Maria Trapenasso, SVP and National Practice Leader of Talent Solutions at NFP, whose career journey brings such a unique and important perspective to our industry. Maria started in HR before transitioning into insurance sales, even earning her health and life license so she could work directly with individuals. Her dual lens, understanding both employee needs and business priorities, really shapes how she shows up today. What stood out to me right away is how deeply she understands the gap that can exist between what companies think employees need and what they’re actually experiencing in real life. Our conversation focused on menopause in the workplace. Maria shared eye-opening insights on how this natural life stage is impacting productivity, retention, and, importantly, some of the most experienced women in the workforce. We talked about how often organizations overlook this entirely, despite the very real business implications, and why it’s time to approach it not just as a personal issue, but as a workforce strategy. I appreciated how practical Maria was, from creating safe spaces for employees to have a voice, to educating managers, to building policies that actually reflect the realities of a multi-generational workforce.

In this episode, I interview Chelsy Bell Carpenter, a leadership strategist whose work sits at the intersection of high performance and humanity. Chelsy’s journey into insurance started in marketing, but quickly evolved as she became deeply connected to the human side of claims and the real impact of loss on people’s lives. From there, she stepped into claims adjusting and even helped build out claims operations at an Insurtech startup, gaining a full view of the industry along the way. Chelsy's experiences ultimately led her to question what success actually looks like. We spent a lot of time talking about burnout, not just as a buzzword, but as something very real that many professionals navigate. Chelsy shared her own experience of running on autopilot and how it forced her to completely shift from constant output to sustainable, intentional performance. What I appreciated most was her honesty and her mission to normalize these conversations, especially for women who often carry the weight of being both high achievers and caretakers. Through her “Built to Last” program, she’s helping leaders build resilience in a way that’s actually realistic through simple, repeatable practices that support both well-being and performance. 

In this episode, I interview Kim Cathey, Release Manager at RGA, whose career journey is anything but linear, and exactly the kind of story that reminds me there’s no one “right” path into this industry. From a high school internship at a State Farm agent’s office to roles across fashion, banking, aerospace, and ultimately insurance, Kim has built her career through curiosity, adaptability, and connection. What made this conversation especially meaningful for me was hearing how a simple LinkedIn post, one connected to this very podcast, led Kim to an introduction to Sandy Hubert. It was such a full-circle moment and a reminder of how powerful visibility and community can be in shaping someone’s path. We spent a lot of time talking about what leadership really looks like in practice, and Kim shared something that stuck with me: kindness and niceness are not the same thing. She leads with genuine care for her team, while still having the hard conversations and driving meaningful change. We talked about how she approaches leadership through what she calls the four C’s: collaboration, communication, coordination, and consideration, and how that balance is critical when guiding teams through change. Kim is grounded in authenticity, being honest when she doesn’t have all the answers, creating space for others to speak up, and leading in a way that makes people feel both supported and challenged. 

In this episode, I interview Alexis Simmons, a Senior Builder’s Risk Underwriter at Axis Capital. Over the past decade, Alexis has built her career across organizations such as Liberty Mutual and The Hartford, and today she leads with both technical expertise and heart, managing her book of business and partnering closely with brokers. But what I’ve always admired most about Alexis is how she shows up. From her leadership in industry initiatives like Dive In to her commitment to advocacy and inclusion, she brings intention and authenticity into every space she’s part of. Our conversation went beyond career milestones and into the realities behind them. Alexis opened up about her experience as a Black woman and a single working mother in this industry, the challenges, the growth, and the importance of creating environments where people feel psychologically safe and truly seen. We talked about the responsibility we all have to advocate for more equitable practices, from supporting neurodivergent colleagues to rethinking policies that impact working parents. What stayed with me most was her advice to trust yourself, listen to your intuition, and lead as your full, authentic self. 

In this episode, I interview three incredible women: Yolanda Austin, Katie Hughes, and Candace Duncan. Each of them has built a unique path in insurance, from claims to data and AI governance to industry standards, but the common thread is community. We talked about our involvement in the Women in Insurance Initiative and how it’s created a space where women can connect across roles, companies, and experiences, not just to network, but to truly support one another.  There are honest moments around confidence, mentorship, and growth. We talked about the pressure to be perfect, the tendency to put others first, and how mentorship, community, and even small moments of encouragement can change the trajectory of a career. We also explored what the future of our industry requires, not just technical skills, but empathy, communication, and ethical thinking.  To get involved with the Women in Insurance Initiative, visit: https://womenininsurance.stemconnector.com/home

In this episode, I interview Sharné Liebenberg, founder of Unrisked, a boutique risk consultancy based in Johannesburg, whose path into insurance is anything but traditional. With a background in journalism, Sharné brings a unique lens to underwriting, one rooted in curiosity, empathy, and a deep commitment to understanding people before assessing their risk. We talked about how that perspective has shaped her work in the trucking and logistics space, where she focuses not just on data points, but on the human decisions behind the wheel.  Sharné also shared how the loss of her brother reshaped her outlook on life and work, pushing her to prioritize meaning, autonomy, and intentionality. That shift has influenced everything from how she shows up for clients to her recent work in building AI-driven safety tools designed to support, not replace, human decision-making. What stood out most to me is Sharné’s belief that insurance is, at its core, about people, and that we have a responsibility to reflect that in how we assess risk, build technology, and serve our clients. 

In this episode, I interview Marla Carangi, Director of Sales and Partnerships at Embark Safety, to talk about a critical area of risk management: fleet safety. Marla shares how Embark Safety uses near-real-time driver record monitoring to help companies identify risk before it turns into an accident, supporting more than 400,000 drivers across 1,000+ organizations. We explore the origin story behind the company, sparked by a near-miss accident that inspired its founder to rethink how businesses approach driver safety. Marla also explains how their technology partners with insurers to reduce auto liability exposure while helping companies proactively protect their people and operations. Beyond the technology, this conversation dives into the human side of safety, leadership, and culture. Marla shares why empathy plays such a powerful role in risk conversations and what it looks like to build trust in a traditionally male-dominated space. We also talk about the collaborative culture at Embark Safety, a majority-women team built on transparency, accountability, and shared ownership, and the importance of hiring for abilities and cultural fit. 

In this episode, I interview Tracie Thompson, Global Leader of Strategic Accounts at Cytora, whose career journey  spans the globe. From her start in Australia to senior leadership roles across Europe, the UK, and the U.S., Tracie brings a powerful perspective shaped by decades in the industry, including time with AIG and Aon. We talked about how her work in crisis management and climate risk has deepened her appreciation for insurance’s real-world impact, and why the industry must do a better job telling that story. Tracie shared her belief that clearer, more intentional communication about insurance’s role in enabling businesses and supporting the transition to a greener future is critical if we want to attract diverse, next-generation talent. Our conversation also went deep on leadership, culture, and what it really takes to move the industry forward. Tracie spoke candidly about the gap between DEI commitments and real execution, the importance of sponsorship for women advancing into leadership, and why vulnerability is actually a strength, not a liability. We discussed why creating workplaces where people feel heard, valued, and supported is essential for retention and growth. 

In this episode, I interview Danielle Rohr, AVP and broker at Wholesure, to talk about her dynamic path into transportation insurance and the leadership mindset that has fueled her growth. Danielle shared how she went from a background in theater and writing to building a successful wholesale career specializing in cargo and stock throughput, a transition sparked in part by her husband’s early encouragement and her own adaptability during industry shifts like the rise of Uber. We talked about her boutique, relationship-first approach, the art of positioning risk between retailers and underwriters, and why honesty and transparency continue to be her most powerful differentiators. Danielle also shared what inspired her to found the Las Vegas chapter of the Young Risk Professionals Network and her passion for developing the next generation of insurance talent.  Danielle also spoke candidly about her health journey. After Danielle received a BRACA1 diagnosis which put her at a 70% lifetime risk for breast cancer she made the decision to undergo a prophylactic double mastectomy last fall to reduce her lifetime risk. She also details her IVF experience and the emotional realities many women, especially working mothers, carry while building their careers. We discussed the importance of creating safe spaces for vulnerability, why empathy from leadership drives stronger performance (not weaker), and how mindfulness and boundaries help her stay present both at work and at home. 

In this episode, I interview Lindsey DiGangi, Vice President of Field Operations and Marketing at Pennsylvania Lumberman's Mutual Insurance Company to talk about her leadership journey and what it really looks like to grow a career from the inside out. Lindsey shared how a single risk management class in college sparked her interest in insurance, which eventually led her to an internship and then a 12-year career spanning field operations, marketing, process improvement, and customer relationships. We talked about the creativity required to make complex insurance topics resonate, how gaining diverse perspectives across an organization shapes better solutions, and why meaningful projects and strong support matter so much when developing interns and early-career talent. Lindsey also offered honest insights about career growth in smaller organizations, where progress may feel slower but often comes with deeper experience and broader exposure. She points out that titles matter far less than the skills you build along the way, and that saying yes to unexpected opportunities can open doors you didn’t even know existed. We also discuss employee engagement, lateral mobility, and her vision for creating a more equitable playing field in insurance through accessible entry points and upskilling opportunities. 

In this episode, I interview Jennifer (Jen) Marino, Chief Marketing Officer at MSIG USA, to talk about her impressive career journey and the evolving role of marketing in insurance. Jen shared how she transitioned from consumer products into financial services, bringing with her a sharp focus on data, customer experience, and brand strategy. We explored how she’s used data-driven insights to move marketing beyond activity metrics and into real business impact, shifting the conversation from spending to effectiveness, and earning marketing a true seat at the leadership table. Jen also shared how marketing can be a powerful growth accelerator when aligned with underwriting and distribution strategies, strengthening broker relationships, and helping insurers become more proactive and relevant in the market. What I loved most about this conversation was Jen’s perspective on influence and equity in leadership. We talked about how moving from execution to impact requires business fluency, visibility, and courage, and how influence is built over time through credibility and consistency. Jen also shared her passion for advancing women in leadership, emphasizing the importance of intentional opportunity, transparency, and mutual support in the C-suite. 

In this episode, I interview Marya Propis, Executive Vice President of Retail Distribution at RT Specialty, to continue an important conversation she had recently sparked alongside Leanne Berry through RT’s WOW (Women Opportunity Winning) program and APIW, Inc. The engagement from that virtual event was buzzing, proof that ageism in our industry, especially for women, deserves more space. We unpacked the familiar “Goldilocks” assumption that women are either too young and underestimated or too experienced and overlooked, never just right. Marya offered a powerful reframe: the real shift happens when you decide you’re appropriately positioned in your life and career, regardless of outside perception. We also talked about how men often seem to gain value with age while women are expected to fade quietly, and why Marya believes it’s time we take a page from their playbook. She shared how she’s learned to wear her decades of experience proudly, leveraging depth and perspective as strengths instead of something to minimize. Toward the end of our conversation, Marya bravely brought perimenopause and menopause into the spotlight, advocating for more thoughtful support for women navigating physiological changes. This episode is a reminder that experience is not a liability, it’s an asset, and that advancing women in insurance means honoring every chapter of their careers.

In this episode, I interview Layna Thompson, Founding Head of Customer Success and Growth at PowerBroker.ai, to talk about how insurance can modernize without losing its humanity. With nearly two decades of industry experience, Layna brings a refreshingly grounded perspective on AI and automation, emphasizing that talent has never been the issue, it’s the amount of time insurance professionals spend stuck in administrative work. We discuss how thoughtfully applied technology can clear space for better thinking, stronger advising, and more meaningful human connections. What I loved most about this conversation is Layna’s unwavering belief that curiosity, trust, and real human connection are still the foundation of our industry, and always should be. We talked about why trust isn’t built through forms and e-signatures alone, but through moments that people remember. Layna shared how thoughtful automation can move busy work into the background so insurance professionals can spend less time typing and more time thinking, interpreting, and showing up when it matters most.

In this episode, I interview Kaiza Molina, Co-Founder and Chief Operating Officer at StretchDollar. Kaiza discusses how we think about health insurance and why it so often feels overwhelming, emotional, and inaccessible. She shares how many people equate choice with risk, questioning whether coverage is “good” or even legitimate, and how much of her work is rooted in myth-busting and helping people move through the fear and uncertainty tied to healthcare decisions. We discussed how health insurance is rarely a rational, spreadsheet-based decision and is often a household-level choice shaped by trust, past experiences, family needs, and risk tolerance.  We also dug into her “why” behind StretchDollar and her mission to empower small business owners to offer meaningful health benefits without carrying impossible pressure. Kaiza reframed the problem in a way that feels immediately approachable: the job isn’t picking the perfect plan for everyone, it’s setting the right budget. Kaiza emphasized that there is no longer an “average employee,” and that solutions must account for real life, from unplanned medical needs to caregiving, fertility, and mental health. Ultimately, Kaiza believes that accessible health insurance starts with simplicity, empathy, and designing systems that respect how people actually make decisions.

In this episode, I interview Angelina Vereshchagina, a sophomore student at St. John’s University. Angelina shares what initially drew her into insurance, the sheer scope of what can be insured, and the realization that this industry touches nearly every part of the world around us. We talk about that moment of curiosity when you start to see insurance not as rigid or boring, but as endlessly complex, creative, and full of opportunity.  Angelina also discusses what it takes to attract and engage the next generation of insurance professionals, and why young voices need to be at the forefront of that effort. Through her work with Gamma Iota Sigma and as a university ambassador, she’s on the front lines of introducing students to the industry. We discuss how early exposure, honest conversations, and visible role models can significantly impact the way students perceive insurance as a career filled with purpose and growth.

One year ago today, the LA wildfires changed lives, neighborhoods, and the way many of us think about risk, resilience, and recovery. In the first episode of season 3, I interview Shanna McIntyre, co-founder and Chief Data Officer at Delos. Shanna’s journey into the industry began far from it, with a background in physics, aerospace, and satellite data, before she and her co-founder recognized the urgent need to apply serious science to one of the most personal challenges facing homeowners today. We talk about why insurance is such a critical enabler of stability and recovery, how wildfires have exposed the limits of traditional risk models, and what the industry has learned in the year since communities were forced to rebuild. Shanna shares how Delos’s wildfire hazard models performed during recent fires, and how better data, automation, and climate-aware science can actually expand insurability rather than restrict it. We discuss the role insurers played in recovery, the emotional weight these moments carry for homeowners, and why understanding the full insurance ecosystem is essential to creating equitable, sustainable solutions. What stayed with me most was Shanna’s belief that curiosity is a catalyst for progress: when we truly understand risk, we can price it more fairly, respond faster, and design coverage that meets people where they are, especially when they need it most.

In my final 2025 collaboration episode with ISC Group, I interviewed Alisa Grafton for a timely and intriguing conversation about Generation Z and how their digital-first upbringing is reshaping the workplace. Alisa breaks down what truly sets Gen Z apart, from being the first generation to never know an analog world, to growing up amid constant global crises and identity-driven conversations around diversity and authenticity. We talked about how this exposure has shaped a generation that is purpose-driven, entrepreneurial, and deeply values transparency, while also sometimes struggling to build offline connections in a hyper-connected world. We also dug into the real challenges leaders are facing as Gen Z enters the workforce, especially after the pandemic disrupted traditional professional development. Alisa debunks common myths, reframing Gen Z as pragmatic, transactional, and intentional about where they invest their energy. Our conversation explores how this generation is rewriting workplace rules through flexibility, side hustles, and reverse mentorship, and what leaders can do to meet them where they are. 

In this episode, I interview Carrie Conejo, Executive Vice President of Client Services at C3. Carrie shares her journey from claims into leadership, and how building systems, processes, and efficiencies became her way of supporting the people who serve clients every day. We also talk about the impact of a supportive company culture, leadership that models positive behavior, and colleagues who work passionately towards the company's goals and have fun while doing it.  My favorite part of my conversation with Carrie was her openness about life outside of work. As a remote professional long before it became common, she shares how that flexibility allowed her to show up fully for her youngest son, who has Down Syndrome, and how navigating therapy schedules, appointments, and milestones deepened her understanding of what real support looks like in the workplace. We talk about the power of finding “your people,” of getting into the room with others who understand your stage of life, and of leadership that lifts, not stifles, talent. Carrie is someone whose honesty, heart, and operational brilliance shine through in everything she does. 

In this episode, I interview Dana Marie Applegate, and we discuss her destiny in claims. After participating in mock interviews while looking for her lifelong career path, every single evaluator told her that claims were for her. With her legal background, her ability to think critically, and her lifelong superpower of asking a million questions (a self-proclaimed five-year-old “but why?” kid), she stepped into a field where every claim is a puzzle, sometimes missing pieces, sometimes oddly shaped, always uniquely human. And that complexity is what made her fall in love with the work. Claims, she says, will always be home. We also dive deep into the leadership lessons Dana has learned along the way, starting with some of the toughest and most transformative feedback she ever received. Dana is the opposite of a “yes woman.” She’s a truth-teller, someone who believes bad news is manageable when paired with solutions and honesty. She also opens up about navigating the hard moments with other women and how she actively restores her faith by reaching out to the women who lift her up. Dana has a grounding belief that you must always return to who you are at your core and carry yourself with integrity, even when others don’t deserve that kindness.

At the RISE Summit in Fort Lauderdale this June, I had the privilege of sitting down with six extraordinary young women who were recognized as part of the RISE 35 Under 35 Awards, and this conversation left me completely energized about the future of our industry. These women aren’t just rising talent; they’re already shaping what insurance will look like in the years ahead. I was joined by Alyssa Sanchez (RYZE Claim Solutions), Angel Song (Sunereum Labs), Emily Cameron (Gain Life), Mykaela Ionta (The Hartford), Peyton Rudolph (GradGuard), and Siena Pizzano (Sompo), a powerhouse group representing recruitment, innovation, underwriting, product, marketing, and then some. If these six are any indication of what's ahead, our industry’s future is in exceptional hands. I’m deeply grateful to RISE Professionals for creating a platform that uplifts, celebrates, and invests in emerging talent, and honored to showcase the voices of the next generation of insurance leaders.

In this episode, I interview Caryn Siebert, Vice President, National Director of Carrier Engagement at Gallagher Bassett, and a respected leader, mentor, and advocate. Caryn’s career has spanned law, claims leadership, and executive roles across the industry, but an unchanging value is her lifelong commitment to developing people and leading with purpose. We talk about her journey, from navigating complex claims and litigation to building inclusive, high-performing teams. Caryn shares how her work has always been about more than results, it’s about raising the bar for professionalism and creating a culture where people feel seen, supported, and challenged to grow. Caryn also discusses the importance of effective communication, what it means to listen, to mentor with intention, and to make space for new voices at the table.

In this episode, I sit down with Heather Blevins, Content Programming Lead at JS Held, and a passionate leader and advocate who’s shining a much-needed light on the mental health challenges faced by claims professionals. Heather shares how her own experiences in the field inspired her to take action, to name what so many in the industry feel but rarely talk about: burnout, compassion fatigue, and the emotional toll of the work.  Heather discusses the important work of Project 55, a non-profit examining the mental well-being of insurance professionals, and a study she is working on, Heather is helping bring data and humanity together to drive meaningful change. Heather also talks about what it means to create psychological safety in an industry built around other people’s hardest moments.

In this episode, I interview two incredible women who turned connection into community impact: Maggie Potter, Managing Shareholder at Segal McCambridge’s Tampa office, and Misty Carson, Business Development Executive and Workforce Strategist at OneDigital. What began as a chance meeting at an APIW Tampa event quickly blossomed into a deep friendship and shared purpose. Together, Maggie and Misty founded the Florida chapter of the Insurance Industry Charitable Foundation (IICF), a vision born from their desire to create something lasting and meaningful in their state.  Throughout our conversation, Maggie and Misty reflect on how friendship, purpose, and community are all beautifully intertwined. Their work with organizations like the PACE Center for Girls has not only changed lives but also reshaped their own perspectives on leadership, opportunity, and self-belief. Misty shared, “Our mindset can get in our way so much… if we don’t believe that we deserve opportunity, it’s really difficult to take that opportunity and do something with it.” Together, they embody what it means to “build a longer table”, lifting others as they lead, challenging each other to grow, and reminding us that true impact starts when we combine passion with partnership.

In this episode, I interview Dr. Claire Muselman, Founder of DCM, professor at Drake University, and then some. Plus, one of the most passionate advocates for human-centered experience in workers’ compensation. Claire is challenging the industry to replace compliance-driven checklists with compassion, curiosity, and connection. We talked about her journey from claims professional to educator and thought leader, and how she’s rewriting the narrative around recovery and work. Claire’s perspective is deeply grounded in empathy: that healing, whether physical or professional, starts when people feel seen and valued. I love Claire’s ability to bridge the gap between process and purpose. Her powerful message is that every claim, every case, and every data point represents a human being, and that compassion and accountability go hand-in-hand. We also explored her mission to educate the next generation of professionals through storytelling, mentorship, and advocacy for women in the industry, and her involvement with the Global Insurance Accelerator, where she is seeing exciting advancements for products and solutions designed for the future of insurance. 

In this episode, I interview Cara McFadyen, Founder and Principal Consultant at Ooshka, for a conversation that’s equal parts raw, inspiring, and real. Cara shared how she’s found her footing as both a leader and a founder, channeling purpose into something new during a period of transition. That clarity helped her move past expectations of what life should look like and start creating a career path she never expected. We also talk about the courage it takes to step out on your own, to become the product, the operator, and the brand — and how Cara stays grounded through it all with storytelling, connection, and a deep belief in culture-driven leadership. She emphasizes that the insurance industry was built on relationships and that marketers and leaders alike have the opportunity to humanize the business. From tackling talent retention and equity to reframing how the industry tells its story, Cara believes that when culture sits at the top of the agenda, everything else flows from it.

In this special crossover episode, I sat down with another women in insurance podcast host, Meg McKeen of Bound & Determined℠. We came together for an open, honest conversation about purpose, community, and the power of sharing women's stories. With deep respect for one another’s work, we reflected on what it means to create space for women in the insurance industry, why collaboration matters more than ever, and how podcasting has transformed the way we show up as leaders, listeners, and women. This conversation was held live on October 1st.

In this episode, I interview Alex Eidenberg, President of The Insurance People, to hear her inspiring story of designing a career where she could be her authentic self, and her team could too. Alex shares how she has built her career by leaning into curiosity, authenticity, and a deep commitment to people-first leadership. From navigating challenges in the industry to stepping into her role as President, she opens up about what it means to lead with empathy while still driving strong business results. Alex is dedicated to creating an environment where both clients and colleagues feel valued and supported. She talks about how intentional culture-building fuels growth, how confidence evolves when you trust yourself, and why women should never shrink themselves in spaces of leadership. What I loved most is Alex’s passion for mentorship, especially among women. She reflects on the importance of women supporting women, creating a ripple effect that lifts others up and broadens opportunities across the industry.

In this episode, I interview Trindl Reeves, Chief Revenue Officer at Marsh McLennan Agency (MMA), whose journey into insurance was shaped by resilience, perspective, and a little wisdom from her grandmother. Trindl shares how her dream of becoming an Olympic athlete shifted after a health challenge, leading her to pursue insurance, a path that has given her both opportunity and fulfillment. With more than 30 years in the industry, she’s grown alongside MMA, helping it expand from a regional firm into a national powerhouse. I admire how her early experiences taught her not to fear challenges, but to embrace them with focus and resilience. We also discuss her leadership philosophy and the impact of her GROW initiative, Growth and Relationships and Opportunities for Women, which began small at Barney & Barney and is now a full-fledged program across MMA. Trindl is passionate about mentoring young talent, empowering women to see what’s possible, and encouraging everyone to step into stretch opportunities, even (and especially) if failure is part of the journey. Trindl believes that success comes from curiosity, human connection, and making your aspirations known, and of course, women and men working together along the way. 

In this episode, I interview Morgan Scott, Chief Operating Officer at The Mahoney Group, to talk about her career path, leadership philosophy, and what it means to drive meaningful impact in the insurance industry. Morgan shared her journey from starting in the business at a young age to rising into executive leadership, reflecting on the resilience, adaptability, and intentionality it took along the way. We talked about how her diverse experiences shaped her perspective on operations, culture, and strategy, and why she believes insurance remains a people-first business at its core. Morgan has so much openness about growth, both personal and professional. She shared how mentorship and collaboration have shaped her leadership style, how she balances data-driven decisions with empathy, and why creating inclusive, supportive teams is central to her role as COO. Morgan also gave powerful advice for women in the industry about stepping into leadership with confidence, finding their voice, and redefining what success looks like on their own terms. My favorite part of our conversation was her idea to revisit the construction paper chains we made as kids. Listen to her episode to hear more!

In this episode, I interview Loretta Worters, Vice President of Media Relations at the Insurance Information Institute (III). Loretta has been a steady voice during some of the most challenging moments for the insurance industry, everything from natural disasters to civil unrest to the COVID-19 pandemic. Beyond crisis communications, Loretta has devoted her career to improving understanding of insurance and the pivotal role it plays in people’s lives. Her ability to take complex industry issues and translate them into accessible, human-centered stories is one of her greatest strengths. What I loved most about our conversation is how Loretta ties her professional work to her personal passion for advocacy, particularly for women. She’s helped shape initiatives that spotlight women leaders in insurance and continues to mentor and amplify voices across the industry. We also discussed the evolution of media relations, the importance of trust and credibility in communications, and how she approaches telling stories that resonate not just with reporters, but with everyday consumers. 

In this episode, I interview Rose Shamash, Supervising Partner at Jones, Jones, LLC, to explore her journey into insurance litigation, a path she stumbled into after law school but quickly grew to love. Rose describes the field as dynamic, complex, and even strategic, comparing it to a game of chess. Rose speaks passionately about the relationships she’s built along the way and her ability to transform challenges into opportunities, like leading the formalization of her firm’s dedicated construction practice. Rose also shared that she is exploring guest lecturing at her former law school, opening students’ eyes to underexplored career paths like workers’ compensation defense, roles that offer both intellectual challenge and the possibility of true work-life balance. Rose and I also delved into her experiences as a woman in traditionally male-dominated fields like construction law and insurance. She shared relatable stories about overcoming gender assumptions early in her career, including the time she was mistaken for a paralegal, and how she developed confidence and quiet certainty in her expertise. I loved hearing how her role as a parent has also shaped her professional life, making her more empathetic, efficient, and skilled at negotiation and team management. 

In this episode, I sit down with Keri-Lynne “KL” Shaw, Founder of The Salary Bump. KL’s career began in the automotive industry before she built a long career in HR, eventually serving as a Chief People Officer. Along the way, she discovered a calling: helping professionals confidently own their worth, navigate career transitions, and negotiate for the pay and opportunities they deserve. I admired her calm authority when I first heard her speak, and in our conversation, KL shares the same mix of strategy, authenticity, and actionable tools that make her work so impactful. KL also explains how salary negotiation is about so much more than just numbers, it’s about alignment, self-worth, and creating win-win outcomes that empower both professionals and organizations. KL also reflects on the ways women, in particular, can step into their power by reframing the conversation around value, not just compensation. Whether you’re in insurance or not, KL’s approach will inspire you to take the driver’s seat in your career and find a road that feels both ambitious and authentic.

In this episode, I interview Paige Roepers, CEO of Ocean Ledger, whose career path took her from marine biology to banking, consulting, and ultimately to creating a company at the intersection of the Blue Economy and insurance. Paige shares how her passion for the ocean inspired her to build technology that uses satellite imagery and machine learning to map coastal risk, offering insurers and real estate investors sharper insights into storm surge exposure. What started as curiosity about the lack of financial support for marine conservation has evolved into a mission-driven business bridging risk gaps across the globe, from the US Gulf Coast and Northeast to APAC and the Caribbean. We also discuss Ocean Ledger’s participation in Lloyd’s Lab, where Paige’s team demonstrated how their shoreline data could have generated significant savings during past hurricane events. Paige opens up about her experience as a young female founder navigating the insurance space, her belief in collaboration over competition with existing risk modeling vendors, and her vision for making insurance more inclusive and equitable, from simplifying industry jargon to prioritizing cultural fit and diverse skillsets in hiring. Paige shares how building a sustainable insurance future is about acting as the “glue” between stakeholders and staying anchored in transparency, equity, and innovation.

In this episode, I interview Gemma Ros, Chief Technology Officer at The Zebra, to talk about her fascinating journey from Wall Street to tech leader in insurance. Gemma shares how her passion for technology and problem-solving ultimately led her to The Zebra, where she’s on a mission to simplify insurance shopping through innovation, personalization, and intelligent automation. We explore how her teams are modernizing data infrastructure, cutting quoting times, and enhancing the customer experience, while never losing sight of the human side of insurance.  What really struck me was Gemma’s commitment to building teams, and products, that reflect the world we live in. She describes The Zebra’s inclusive culture, from its Employee Resource Groups to its support for different work styles, and shares why connecting everyday work to a bigger purpose is critical for engagement and decision-making. We also talk about the value of risk-taking, learning from failure, and creating psychologically safe environments where innovation can thrive. 

In this episode, I interview Chantelle Davis, Business Manager, Turnkey Reinsurance at Beazley, to talk about her incredible journey through the insurance industry—from studying finance and working at the FDIC during the wake of Dodd-Frank, to finding her niche in cyber, product development, and now turnkey reinsurance. Chantelle is one of those people who brings thoughtful strategy and creativity to every seat she’s held, and her story is a tapestry of when curiosity, mentorship, and the right culture come together to shape a career. We also discuss the human element of regulation, the value of learning through failure, and the leaders who helped her lean into her questions with confidence. What I loved most about our conversation was how deeply personal Chantelle’s definition of success has become. We explore how her passion for sustainability led to launching her own fashion brand, Beau Davis, and how her commitment to community now drives her leadership style. Chantelle is thinking big, about equity in the industry, about wealth-building in under-served communities, and about helping the next generation find their footing. She’s proof that you don’t have to choose between analytical excellence and creative expression. You can make space for both, and still make an impact.

In this first-of-its-kind episode, I interview the anonymous force behind the Instagram account @Insurancewomen, a platform that has quickly become a trusted voice for equity, transparency, and real talk in the insurance industry. She created the account over three years ago to address the gender pay gap and make it easier for women to access honest information, like parental leave policies and company culture insights. What started as a small idea is now a growing movement, fueled by DMs, community crowdsourcing, and the collective will of women who want better, better pay, better support, and a better future in this industry. We talked candidly about everything from return-to-office mandates and open-plan distractions to the surprising intel she receives from women across the country. She’s building something powerful, balancing hard truths with humor, and creating a safe space for connection, advocacy, and actionable change. Her hope? That leaders are paying attention. That women feel less alone. And that the industry starts meeting the moment. This conversation was raw, real, and a much-needed look at what happens when women build something for each other, with no corporate filter. If you aren’t already, make sure to follow @insurancewomen on Instagram: https://www.instagram.com/insurancewomen/ 

In this episode, I speak with Natalie Kojababian, Vice President at Amwins Access, whose journey into insurance started at just 18 through a summer job in her university’s risk management department. From sorting through policies to sitting in on broker calls and meetings, she got a hands-on introduction that sparked something bigger. At USC, she helped revive a risk management course on the verge of cancellation, ultimately laying the groundwork for what has now grown into a full minor open to all majors. It’s a powerful reminder that even small actions can ripple into lasting impact for future generations in our industry. Now leading an all-women team at Amwins Access, Natalie brings passion, purpose, and a whole lot of heart to everything she does. We talk about her two-year grind to build a book of business, what it means to lead with intention, and her commitment to creating space for other women to thrive. She’s also the creator of “Be Kind & Bind”, a mantra that’s more than a personal brand; it’s a culture rooted in being a good human. 

In this episode, I interview Seraina Lamlin, Associate Vice President at USI Insurance Services. From starting her insurance career as a receptionist in a small Florida agency to leading client strategy at USI, Seraina’s story is a powerful example of growth and self-belief. We talk about how she navigated a sink-or-swim learning environment, pursued her degree while raising three boys, and made a bold move from Florida to Philadelphia in pursuit of something greater, not just for her career, but for her life. But what makes Seraina’s journey especially compelling is the personal transformation she shares with courage and candor. Now celebrating two years of sobriety, Seraina opens up about overcoming addiction, finding clarity, and the confidence that comes with living in alignment with your values. We explore the stigma surrounding mental health and addiction in corporate spaces and the importance of leading with empathy, vulnerability, and integrity. Seraina is a beautiful reminder that reinvention is possible.

In this episode, I interview Lawanda "Elle Michell" Hall, CEO and Founder of Intelligent Intentions LLC, for a powerful and inspiring conversation. Elle is one of my only guests who intentionally pursued a career in insurance. She opens up about her early passion for math and her decision to pursue actuarial science at Georgia State University. She eventually transitioned to a concentration in risk management and insurance as she was drawn to the problem-solving possibilities. It’s no surprise she excelled in her career, but ran into limitations in corporate, which inspired her to seek out her “Oz” - somewhere Elle could show up fully herself and feel the fullness of her passion for insurance.  We talk about her visionary work with the Professional Development Academy (PDA), which is a career readiness program that equips students in risk management with real-world coaching, exposure, and tools to confidently navigate their careers. Elle also shares an amazing perspective on integrity being something evergreen and not selectively applied. Elle challenges us to think differently about how we value people inside organizations, viewing employees as complex, volatile, and highly valuable assets. 

In my second collaboration episode with ISC Group, I interview Carmen Powell, CEO of the ISC Group, to explore a topic that’s rarely addressed out loud: ageism in the insurance industry. Carmen shared eye-opening insights into how age-related bias against women often hides in plain sight: being overlooked for promotions, subtle pay inequities through job title manipulation, or job descriptions written to favor younger candidates. We discussed how this issue is deeply intertwined with gender bias and how it quietly impacts confidence, career progression, and leadership visibility. Carmen shared that many of the barriers women face begin as early as 45, and for some, even earlier. We also talked about the incredible untapped value of experienced women in insurance and the need for inclusive re-entry pathways, particularly for those returning after caregiving. Carmen highlighted how ISC Group is actively building networks and opportunities for mid- to late-career women to reclaim their professional power and stay visible. We discussed the importance of intergenerational collaboration, male allyship, and intentional policy change. Carmen’s message is clear: experience isn’t a liability. And we need to create space for women to own it, share it, and thrive at every stage of their careers.

In this episode, I had the pleasure of speaking with Erika Duda, Founder and CEO of InsureQuest, about her refreshingly human approach to building confidence, clarity, and career growth in the adjusting world. With 20+ years of experience, Erika brings a well-rounded perspective to what adjusters really need to thrive. We talked about the inspiration behind InsureQuest, her mission-driven training and onboarding company, and how she’s closing critical education gaps in the industry. Erika also shared how the 2008 recession helped her realize that careers are personal, and the most powerful thing we can do is take ownership of our path. Our conversation also explores Erika’s recent diagnosis with a brain disorder and her neurodivergent identity, experiences that have challenged her deeply but also reshaped the way she leads and creates. From introverted conference strategies to resilience in entrepreneurship, Erika speaks with honesty and strength about what it takes to show up fully as yourself. 

In this episode, I had the incredible opportunity to interview Cayce Lynch and Ashley Paige Fetyko of Tyson & Mendes. Two women whose friendship and leadership journey exemplify what it means to rise together. Cayce, the firm’s National Managing Partner, first crossed paths with Ashley years ago in another firm, and what began as shared office walls and parallel seasons of life has grown into a deep bond rooted in shared purpose. We talked about how their connection has shaped not only their careers but also the culture they're building at Tyson & Mendes, where authenticity, growth, and support aren’t just words, but they’re the foundation. From leading national educational initiatives to standing firm on their values, they’re creating real change in the legal and insurance defense industries. What I appreciated most was their commitment to showing up fully, not just as professionals, but as women, mothers, and mentors. Cayce and Ashley shared the risks and rewards of living their values out loud. They spoke truthfully about the realities of caregiving, the power of asking for what you need (like pumping breaks at court), and how to create inclusive spaces where others feel seen. And of course, creating content that bridged the ideals of two very different powerhouse females: Ruth Bader Ginsburg and Taylor Swift, to share their wisdom with their firm and the broader industry. 

In this episode, I interview Molly Stewart, Regional Sales Operations Leader at High Street Insurance and Financial Services. Molly brings a rare 360-degree view of the insurance world, having worked across frontline operations, outside sales, agency ownership, and sales leadership. Her holistic experience informs a leadership style grounded in purpose, strategy, and heart. We dive into how she empowers agents to lead with integrity, reminding them that selling insurance isn't about pushing products; it's about protecting people and businesses from life’s worst moments. Molly shares powerful insights on what it means to truly serve clients, including when to walk away from the wrong fit and how vulnerability and storytelling can strengthen relationships. She challenges the outdated stigma of insurance sales and offers a compelling vision of what happens when agents ask the hard questions and stand confidently in their expertise. Molly proves that real impact in our industry comes from showing up with authenticity, courage, and care.  

In this episode, I interview Sheila Dye, Chief Operating Officer at Latitude Segregation Services, who found insurance through her husband. He even got a referral bonus for recruiting her to Nationwide! Sheila spent an impressive tenure there before finding Latitude. Her journey at a large organization, followed by a move to a smaller one, influenced her leadership style and approach to processes. Sheila shares the pivotal lessons she learned along the way, including the importance of listening, mentorship, and intentionally stepping out of your comfort zone to grow. What struck me most about Sheila is her blend of operational discipline and genuine care for people. We talk about leading through change, how to navigate tough transitions, and why creating a culture of accountability and compassion matters. Sheila also opens up about how motherhood shaped her leadership and the value she sees in investing in other women. 

In this episode, I sit down with Lydia Ramos, Director of Student Relations for Young Risk Professionals of Denver, to explore how she turned a chance moment in an urban auto insurance office into a life of purpose, leadership, and fierce love. Her resilience, shaped by a childhood marked by instability, hunger, and survival, is awe-inspiring. In spite of her hardship, she speaks of it not with bitterness, but with profound reflection, saying, “Only in the past few years have I truly embraced how resilient I am.” Lydia opens up about being a gang-involved teen, a young mother in an abusive relationship, and a woman who found her footing in insurance when she needed a new path most. Today, she’s not just building a career, she’s building a legacy. With six children under one roof (and one already in her own house), Lydia’s home is a multigenerational, love-filled hub of support, laughter, and safety. We talk about authenticity in leadership, the future of the industry, and how Lydia’s mission is to create the kind of family, community, and professional space she never had growing up. “Insurance,” she says, “was my segway to a real life.” 

In this episode, I sit down with someone whose digital presence precedes her in the best way possible. Ema Roloff, Co-Founder and Chief Growth Officer at Roloff Consulting, joins me to talk about her journey from the classroom to the world of digital transformation. With a background in teaching and more than a decade of experience helping companies modernize, Emma brings a powerful mix of curiosity, compassion, and communication to the table. We dig into how her unique approach to change management empowers businesses to not only adopt technology but truly embrace it with purpose and clarity. What I loved most about our conversation is Ema’s commitment to being a thoughtful leader in a space that’s often dominated by buzzwords and complexity. She breaks things down in a way that feels personal and actionable, whether she’s talking about automation, customer experience, or the empathetic side of leading change. We also talk about what it means to show up authentically online, the power of building in public, and how Emma’s role as an educator still shows up in her work every day.