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The We Are InsurTech Women Podcast
Melanie Hayes on Building KYND and the “Silent AI” Risk
This week Charlotte Gregory is joined by Melanie Hayes, co-founder of KYND — grown from three people in a room in Brixton to a company working with insurers, brokers, and MGAs across 35 countries.
In this conversation, Melanie shares:
✅ The moment that taught her just how many hats a founder has to wear
✅ A first look at KYND's new AI white paper — built from months of conversations with insurers, brokers, underwriters and AI specialists
✅ Why "silent AI" is emerging as the market's biggest shared concern
✅ How 8 years of proprietary cyber risk data gives KYND an edge no generic AI model can replicate
✅ Her honest advice for future founders
It's a conversation about building something no one else had built yet, staying customer-centric through every pivot, and why representation in cyber, AI and insurance still matters.
#WeAreInsurTechWomen #Insurtech #WomenInInsurance #CyberInsurance #AI #Leadership
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Advocacy, Allies and Ambition: Inside Eloise Morgan's Insurance Career
29:01|This week Eloise Morgan, MD of Price Forbes Ventures, joins Charlotte Gregory to talk about the mentors and allies who backed her and the curiosity, confidence, and bold decisions she brought to every opportunity.In this episode, Eloise shares:✅ How 21 years in the industry started with a job advert in a local newspaper ✅ The one skill she wishes more people in insurance mastered✅ How she ended up leading an all-female team ✅ How male allies backed her early and why advocacy is "about what happens when you're not in the room"✅ Her advice for anyone starting out in InsurtechWhether you're a founder pitching for investment, a broker building relationships, or just starting out in the industry, this episode is packed with honest, practical advice on confidence, mentorship, and building a career that doesn't look like anyone else's.
Megan Bingham-Walker on Founding Anansi, Investor Bias, and Solving One Problem Really Well
28:13|🎙️ NEW EPISODE: We Are InsurTech WomenThis week Charlotte Gregory is joined by Megan Bingham-Walker, co-founder and CEO of Anansi, for her first ever in-person podcast recording.From government energy policy to venture capital to machine learning to an e-commerce business selling stainless steel straws, Megan's path to insurtech was anything but conventional.In this conversation, Megan shares:✅ How selling stainless steel straws online exposed her to a huge gap in small business insurance — and led her to found Anansi✅ Why she chose to focus Anansi on one problem, shipping insurance, rather than spreading across a diverse product range — despite people calling it "niche" (it's a $60bn market)✅ The hard data behind female founders and venture capital, and why "restrictive vs. expansive" investor questioning, not a pipeline problem, is the real barrier✅ A genuine allyship story, starting with a cold email to one of Anansi's earliest investors✅ How her team has upskilled to build their own AI agents, and why she sees AI as an opportunity rather than a threat It's a conversation about staying laser-focused on a single problem, the systemic issues still holding back female founders, and why normalising failure might be the insurance industry's next big cultural shift.
Caroline "Caz" Taylor on Neurodiversity, Hustle, and Building From the Ground Up
42:44|🎙️ NEW EPISODE: We Are InsurTech WomenThis week Charlotte Gregory is joined by Caroline "Caz" Taylor, Chief Insurance and Delegated Authority Officer at Crux Underwriting — whose route into the C-suite ran through claims, law, startups and two boardrooms, and who only recently discovered why she's always worked that way.In this conversation, Caz shares:✅ The accidental interview that changed everything — including the ultimatum from a colleague that got her through the door✅ How growing up in a socially disadvantaged household shaped the hustle and resilience she still relies on today✅ Why her ADHD, dyslexic, autistic "3D brain" thrives in cross-functional, ground-up roles — and struggles in a narrow one✅ Why claims is one of the best entry points into a career in insurance✅ Her views on AI in recruitment, and how rigid screening criteria can quietly filter out brilliant people It's a conversation about turning a non-traditional background into a superpower, why insurance needs more people who think differently, and what leaders should really be asking about diversity, equity and hiring.
Leading Through Risk: Darcy Rittinger on Career, Culture & Cover Genius’ $100M Raise
34:43|NEW EPISODE: We Are InsurTech WomenThis week Charlotte Gregory is joined by Darcy Rittinger, Chief Legal and Risk Officer at Cover Genius — who joined the business in 2018 as its first American employee and has helped build it into a global embedded Insurtech powerhouse ever since.We're recording this one hot off the back of Cover Genius' $100M Series E, led by Vista Credit Partners — a raise that comes as the business hits EBITDA positive and doubles down on AI infrastructure and acquisitions.Darcy also shares a detail from the round well worth celebrating: for the first time, the VCs and the lawyers on both sides of the table were women.In this conversation, Darcy shares:✅ Her path from private practice, to claims counsel at AIG, to building the Hartford's first admitted cyber policy, to InsurTech✅ Why understanding risk from the claims side made her a stronger product and portfolio leader✅ The reality of building a career in law, risk, and insurance — three still male-dominated fields — and the mentors and sponsors, both men and women, who opened doors along the way✅ Why allyship has to run both ways, including candid advice on helping male leaders recognise their own unconscious bias✅ Her honest advice for the next generation of women considering a career in insuranceA brilliant conversation about building distribution, building trust, and building a career on your own terms.
Melissa Collett on Why Insurtech UK Needs More Female Founders
27:50|This week new host Charlotte Gregory is joined by Melissa Collett, the first-ever CEO of Insurtech UK and someone whose 25-year career spans law, the Financial Ombudsman, Fairer Finance, the CII, and now leading Insurtech UK.In this conversation, Melissa shares:✅ What building a role — and an organisation — from scratch feels like✅ Why founders and trade body leaders have more in common than you'd think✅ The real stats behind gender parity in Insurtech, including the gap in equity investment and funding for female-led AI startups✅ The sponsor who changed the trajectory of her career, and what real allyship looks like in practice✅ Her honest advice for anyone — especially women — considering a move into InsurtechIt's a conversation about building something new, taking risks, and why representation still matters, even when the numbers are moving in the right direction.#WeAreInsurTechWomen #InsurTech #WomenInInsurance #Leadership #DiversityInTech #InsurTechUK
Charlotte Gregory: Confidence, Curiosity and Allyship in Insurtech
32:07|🎙️ We Are Insurtech Women is back — and this new series kicks off with a twist.For the relaunch, our host Charlotte Gregory, Partner at Capital Law, swaps seats and steps into the guest chair herself — interviewed by Alex Bond, founder of FinPro, WAIW sponsor, and host of The Leadership in Insurance podcast.In this episode, Charlotte shares:🔹 Her path from insurance litigator to one of the go-to legal voices in insurtech — and why she made the leap when the sector was still finding its feet back in 2017🔹 Why staying curious and comfortable with the unknown has been the key to building a career at the intersection of law, regulation and fast-moving tech🔹 Her honest take on why conversations about women in insurtech matter — and why they're not only for women🔹 Reflections on how the market has matured, why round sizes and access to capital still differ for female founders, and why some of the same voices keep getting the platform at industry events🔹 What good allyship really looks like — and why staying curious and asking better questions beats making assumptions, every timeThis episode sets the tone for a series built around spotlighting brilliant women in Insurtech, having more nuanced conversations about leadership and diversity, and making space for everyone — not just women — to learn from them.🎧 Tune in to the first episode of the new series of We Are Insurtech Women.#Insurtech #WomenInInsurtech #Insurance #Leadership #Podcast #DiversityAndInclusion
The Future of Auto Repair: Inside ServiceUp with Stephanie Mier
30:22|Delighted to share this weeks We Are InsurTech Women podcast where I had the pleasure of chatting with Stephanie Mier, Chief Insurance Officer at ServiceUp. ServiceUp have had a huuge year! their platform is modernizing the vehicle repair process through a seamless, tech-enabled platform. By connecting insurers, fleets, and repair shops, they reduce repair cycle times, eliminate manual follow-ups, and deliver a better experience for everyone involved.Stephanie and I discuss...🔹 What sparked her transition from insurance to insurtech 🔹 How ServiceUp is solving real-world pain points for insurers, fleets, and consumers 🔹 How they’re cutting repair cycle times by over 30% !! 🔹 The role of automation and AI in transforming the repair journey 🔹 Their recent $55M Series B raise and expansion into Canada 🔹 The future of insurtech, mobility, and the biggest areas ripe for disruptionStephanie brings a sharp perspective, deep expertise, and a passion for building solutions that truly work. Whether you're in insurance, tech, mobility, or just love a good founder story this episode is a must!
Accelerating Change: Wrisk, Auto Insurance, and Global Leadership a conversation with Christen Smith
22:45|Loved having Christen Smith on the latest We Are InsurTech Women podcast who is the Director of Platform Solutions at Wrisk.🚗 Wrisk is redefining automotive insurance through cutting-edge technology and customer-first solutions, enabling car brands to deliver smarter, seamless insurance experiences.From moving from the U.S. to London early in her career, to now leading from France for a UK-based startup, Christen shares her unique perspective on working across borders, insights to Wrisks unique platform and the exciting insurtech trends in the space. We discuss:🔹 What sparked Christens passion for insurance and technology🔹 Lessons learned from navigating international career moves🔹 The experiences that most shaped her approach to innovation🔹 What drew her to Wrisk and how their platform is standing out🔹 The company’s recent £12M Series B milestone and what's next🔹 Key insights on European expansion and embedded insurance trends🔹 Her advice for InsurTech professionals eyeing global roles