Shows
Fintech MavericksProfits Over Hype: How Biller Genie Turns “Unsexy” Invoicing Into a Power BusinessWelcome to a special live episode of Fintech Mavericks 🎙️ recorded at Money20/20 Las Vegas. Hosts Nicole Casperson and Drew Glover sit down with Garima Shah, Co-Founder & President of Biller Genie, to unpack one of the least glamorous but most critical problems in finance: getting small businesses paid on time. Garima shares how Biller Genie cuts payment cycles from 47 to 50 days down to about a week, why 64 percent of SMEs dealing with delayed payments is a real threat to survival, and how one tribal utility collected $400K of tiny overdue invoices in 24 hours once the product went live.Garim...
2025-11-2639 minFintech MavericksAI, Student Debt & the 99%: Inside Candidly with Laurel TaylorWelcome back to Fintech Mavericks 🎙️ This live episode goes inside one of the most urgent problems in America: student debt, and what it really takes to build infrastructure that can unlock wealth instead of killing it.Hosted by Nicole Casperson and Drew Glover, this conversation features Laurel Taylor, Founder & CEO of Candidly. Laurel is not just talking about student debt reform. She is building the pipes that could help tackle $1.8T in student loans, after raising $60M+ and partnering with giants like Bank of America, Merrill Lynch, Empower, Lincoln Financial Group, PNC, Schwab, and Vanguard.
2025-11-1933 minFintech MavericksFintech’s Frontier: How Tala Turns Access into ImpactWelcome to a new episode of Fintech Mavericks! 🎙️ This time, we’re diving into what it really takes to build financial infrastructure for billions at venture scale.Hosted by Nicole Casperson and Drew Glover, this episode features Shivani Siroya, Founder & CEO of Tala. Shivani has raised nearly $500M to build a financial system that serves the global majority, and Tala has now disbursed $6B+ in credit to 11M customers across Kenya, the Philippines, Mexico, and India.She shares how 3,500 on-the-ground interviews informed Tala’s underwriting, why listening first beats “move fast” dogma, and how AI pl...
2025-09-1055 minFintech MavericksFintech’s Next Chapter with Flourish Ventures’ Emmalyn ShawWelcome to a new episode of Fintech Mavericks! 🎙️ This time, we’re diving into the future of mission-driven fintech, the lessons from one of the biggest success stories in the space, and what’s next for founders navigating today’s market.Hosted by Nicole Casperson and Drew Glover, this episode features Emmalyn Shaw, Co-founder and Managing Partner at Flourish Ventures, an $850M early-stage fund backing 100+ fintechs globally.Emmalyn was one of Chime’s earliest believers, writing a check at Series B in 2017—and having a front-row seat as the company scaled from scrappy disruptor to IPO-ready giant...
2025-09-0353 minFintech MavericksMastercard’s Stefany Bello: Building Bridges Between Startups & GiantsWelcome to a new episode of Fintech Mavericks! 🎙️ This time, we’re diving into the partnerships powering fintech’s future and why collaboration between startups and giants has never mattered more.Hosted by Nicole Casperson and Drew Glover, this episode features Stefany Bello, Senior Vice President of Digital Partnerships, Fintechs & Enablers at Mastercard.Since joining Mastercard in 2009, Stefany has held leadership roles across multiple regions, helping scale digital innovation while building bridges between fintechs, neobanks, and one of the world’s biggest financial institutions. She also holds a patent for a global aid distribution network, sits on mul...
2025-08-2743 minFintech MavericksThe Startup the World Tried to Kill (But Cindy Gallop Won’t Let Die)Welcome to a groundbreaking episode of Fintech Mavericks! 🎙️ Nicole Casperson and Drew Glover sit down with Cindy Gallop, advertising icon, founder of Make Love Not Porn, and now fintech disruptor, to unpack her fearless journey of breaking rules, challenging stigma, and building businesses no one else dared to.From walking away from corporate advertising to launching a global social sex-tech movement, Cindy has made a career out of saying the things others won’t, and proving the power (and profit) of designing with the female lens. She shares how Make Love Not Porn went from a TEDx talk to...
2025-08-2056 minFintech MavericksFrom Side Project to $500M in Deals: Andrew Gazdecki’s Founder PlaybookWelcome to a new episode of Fintech Mavericks! 🎙️ This time, we’re diving into one of the most under-discussed but life-changing chapters in a founder’s journey: selling your company.Hosted by Nicole Casperson alongside Drew Glover, this episode features the founder who made startup exits a product—and a conversation worth having.Andrew Gazdecki, Founder & CEO of Acquire.com, has helped thousands of startups get acquired and facilitated over $500 million in closed deals. From building companies no one else would to redefining how acquisitions get done, Andrew has become the go-to voice for founders looking to...
2025-08-1351 minFintech MavericksCristina Cordova on Building Stripe, Notion & Linear Before They Were CoolWelcome to a new episode of Fintech Mavericks! 🎙️ Today, we’re diving into what it takes to scale world-changing products from zero to obsession-worthy.Hosted by fintech journalist and Fintech Is Femme founder Nicole Casperson, alongside Drew Glover, co-founder of Fiat Growth, this episode features an operator who’s helped shape the fintech ecosystem as we know it:Cristina Cordova, COO at Linear, previously Head of Platform & Partnerships at Notion, and one of Stripe’s first 20 employees, where she built foundational partnerships that fueled the company’s early hypergrowth.From cold-emailing global media companies at...
2025-08-0656 minFintech MavericksData Don’t Lie: Carta’s Peter Walker Spills the Startup Trends You’re MissingWelcome to a live episode of Fintech Mavericks! 🎙️ Recorded at the Fintech Summit, this conversation brings sharp insight and refreshing transparency straight from the heart of the startup economy.Nicole Casperson and Drew Glover are joined by Peter Walker, Head of Insights at Carta, where he translates data from over 45,000 U.S. startups into narratives that founders, operators, and investors can actually use.From debunking VC myths to revealing what Carta data shows about AI hype, Series A expectations, and the new rules of fintech GTM, Peter unpacks what’s real and what’s noise in today’...
2025-07-3051 minFintech MavericksThe Investor’s Experiment: How Laura Bock Bets on What’s Next in FintechWelcome back to Fintech Mavericks! 🎙️This week, hosts Nicole Casperson and Drew Glover sit down with Laura Bock, Partner at QED Investors, one of the most active and forward-thinking VC firms in fintech today.With a background in biophysics and a career that spans global finance and data-driven investing, Laura brings a rare blend of scientific rigor and startup intuition to every deal she backs. In this episode, she breaks down why venture capital is “one giant experiment,” the founder red flags she can spot in seconds, and how to tell a story that investors can’t sto...
2025-07-2349 minFintech MavericksFrom NFL to Fintech: How Kevin Jurovich Is Monetizing the Knowledge EconomyIn this episode of Fintech Mavericks, Nicole Casperson and Drew Glover sit down with Kevin Jurovich—former NFL player, wealth manager, and now founder of hubble—for a powerful conversation about the evolving value of expertise in the digital age.Kevin’s journey is anything but traditional. After navigating the highs of professional sports and the fast-paced world of wealth management, he turned his sights to fintech, building hubble: a platform that helps everyday experts monetize their hard-earned knowledge through paid one-on-one calls, resources, and content.With a 125,000+ strong founder community and a pre-seed round fueled...
2025-07-1658 minFintech MavericksBacking Bold Founders: How Haley Bryant Is Changing Early-Stage VCIn this episode of Fintech Mavericks, Nicole Casperson and Drew Glover sit down with Haley Bryant, Principal at Hustle Fund, for a high-energy conversation on backing overlooked talent, building fast with purpose, and redefining what makes a founder investable.Haley brings deep operator experience—from scaling teams at Apple to helping agencies grow—and now channels that drive into writing early-stage checks at one of the most founder-first funds in the game. She shares why fancy résumés are overrated, what makes a great pitch before there’s traction, and the key moves every startup should make in...
2025-07-0944 minFintech MavericksOwning the Story: Ryan Breslow on Leadership, Legacy & the Power of LoveIn Episode 2 of Fintech Mavericks Season 2, hosts Nicole Casperson and Drew Glover sit down with Ryan Breslow, Founder and returning CEO of Bolt, for a raw and revealing conversation about founder identity, public perception, and what it really takes to rebuild after controversy.Known for pioneering one-click checkout and stirring up headlines with his unfiltered takes, Ryan is back at the helm of Bolt with a bold new vision: turning the company into fintech’s everything app. He opens up about the infamous loan saga, why his real regret was trusting the wrong investors, and how he’s re...
2025-07-0249 minFintech MavericksReimagining Generosity: Adam Nash on Building Fintech with PurposeIn this episode of Fintech Mavericks, Nicole Casperson and Drew Glover kick off Season 2 with none other than Adam Nash, Co-Founder and CEO of Daffy—a platform transforming how we think about giving.From leading product at LinkedIn to scaling Wealthfront into a major fintech player, Adam has long been at the intersection of innovation and impact. Now, with Daffy, he’s bringing that expertise to charitable giving—designing a platform that makes generosity easier and habitual.In this conversation, Adam breaks down why donor-advised funds are the future of giving, how behavioral economics shaped Daffy’...
2025-06-2554 minFintech MavericksScaling Inclusion: The Fintech Legacy Elizabeth Gore Is BuildingIn this episode of Fintech Mavericks, Nicole Casperson and Drew Glover sit down with Elizabeth Gore, Co-Founder and President of Hello Alice, for a powerful live conversation recorded at the Fintech Is Femme Leadership Summit at The Times Center Mainstage.Elizabeth has helped grow Hello Alice into a $130 million fintech platform serving over 1.5 million small business owners—providing access to capital, education, and community to the entrepreneurs who need it most. Under her leadership, the company has distributed more than $50 million in grants, built partnerships across sectors, and stood firm in its mission, even in the face of...
2025-04-3030 minFintech MavericksLeading with Purpose: The Next Chapter of Ellevest with Emily GreenIn this episode of Fintech Mavericks, Nicole Casperson and Drew Glover sit down with Emily Green, Head of Wealth Management at Ellevest, to talk about bold pivots, purpose-driven leadership, and the future of wealth for women.Since joining Ellevest in 2017, when the company had just $40 million AUM, Emily has helped scale the platform to over $2 billion, all while staying rooted in one mission: getting more money in the hands of women.Emily unpacks Ellevest’s recent decision to sunset its robo-advisory product and transition clients to Betterment, allowing the firm to double down on high-impact we...
2025-04-2345 minFintech MavericksBuilding, Breaking, and Rebuilding Fintech with Simon Taylor📢 What happens when a bank insider becomes one of fintech’s boldest builders and most trusted voices?In this episode of Fintech Mavericks, Nicole Casperson and Drew Glover sit down with Simon Taylor, Head of Content & Strategy at Sardine, and the mind behind some of fintech’s most influential platforms - from Fintech Insider to Fintech Brainfood.Simon’s journey spans traditional finance, blockchain R&D at Barclays, co-founding the game-changing 11:FS, and now shaping strategy at Sardine. He’s advised regulators, launched top-rated podcasts, and helped define the conversation around what fintech can and should be.
2025-04-1641 minFintech MavericksTeaching the Next Generation to Build Wealth - with Tanya Van Court📱What if the key to closing the wealth gap starts with teaching kids how to save, spend, and invest—before they even hit high school?In this episode of Fintech Mavericks, Nicole Casperson and Drew Glover sit down with Tanya Van Court, Founder and CEO of Goalsetter, the award-winning fintech platform empowering families to build generational wealth through financial literacy.Tanya’s path to fintech wasn’t typical—she went from leading digital strategy at Nickelodeon to building a banking and education app that puts kids and parents at the center. With innovative features like “Learn Before...
2025-04-0945 minFintech MavericksScaling Smart: Sophia Goldberg on Building Ansa & Raising $20M with 95% Female Investors💳 What if businesses could launch their own digital wallets to keep customers engaged and drive new revenue?In this episode of Fintech Mavericks, Nicole Casperson and Drew Glover sit down with Sophia Goldberg, Co-Founder & CEO of Ansa, the payments startup redefining how merchants interact with their customers. Since launching in 2022, Ansa has been making waves, earning a spot on The Information’s 50 Most Promising Startups of 2023. Their stored value wallet solution is giving businesses a powerful way to boost retention and increase revenue.Sophia, a self-proclaimed “payments nerd”, is also the author of The Field Guide to...
2025-04-0246 minFintech MavericksThe Power of Instant Money: Orum’s $82M Journey with CEO Stephany Kirkpatrick💸 What if getting paid instantly was the norm?In this episode of Fintech Mavericks, Nicole Casperson and Drew Glover sit down with Stephany Kirkpatrick, Founder & CEO of Orum, the company redefining how money moves with instant access to all major payment rails. Since launching in 2019, Orum has raised $82M+ and built an API that enables seamless, real-time payouts for businesses and consumers alike.With a background as a Certified Financial Planner and the daughter of an immigrant, Stephany’s mission is deeply personal: ensuring that financial access is no longer a privilege but a standard. She s...
2025-03-2634 min
Humans of FintechNY Fintech Week & The Future of Fintech with Jon ZanoffIn this episode of Humans of Fintech, host Nicole Casperson sits down with Jon Zanoff, the Founder of Empire Startups—better known as the "Mayor of Fintech" in NYC. For over 15 years, Jon has been at the forefront of the fintech community, bringing together founders, investors, and banking leaders through the country’s largest fintech meetup and the highly anticipated New York Fintech Week.But this year, there’s something even bigger on the horizon. Nicole’s Fintech Is Femme Leadership Summit is back, and it’s redefining fintech as we know it. Following the success of last year’...
2025-03-2042 minFintech MavericksBeyond the Deal: How Super.com is Redefining Travel, Retail & Fintech with Hussein Fazal🚀 Fintech Mavericks is back with another game-changing conversation!In this episode, Nicole Casperson (Fintech Is Femme) and Drew Glover (Fiat Growth) sit down with Hussein Fazal, Co-founder & CEO of Super.com, the mobile commerce giant that’s reshaping travel, retail, and fintech.What started as a simple hotel deal app has exploded into a savings-driven platform with 30M+ users, $2B+ in sales, and $150M+ in funding. Hussein’s journey is a masterclass in scaling, from bootstrapping his first company (Ad Parlor, which later sold for $100M+) to building Super.com into a fintech powerhouse. Don’t miss th...
2025-03-1939 minFintech MavericksRedefining Wealth Tech and Pet Insurance with Alinea Invest & WagmoWelcome to the first-ever episode of Fintech Mavericks! 🎙️ Recorded live from Brex HQ in NYC, we’re kicking off Women’s History Month with a powerhouse convo about disruption, innovation, and the future of fintech.Hosted by fintech journalist and Fintech Is Femme founder Nicole Casperson, alongside Drew Glover, co-founder of Fiat Growth, this episode brings together two incredible founders who are flipping their industries on their heads:✨ Eve Halimi, Co-founder & CEO of Alinea Invest—empowering Gen Z women to take control of their wealth, with over 90% female users and explosive growth.✨ Christie Horvath, Founde...
2025-03-1241 minFintech MavericksFintech Mavericks Trailer - Sponsored by BrexJoin fintech journalist Nicole Casperson and prolific investor Drew Glover as they chat with some of the most innovative fintech founders around. Each week, we’re diving into the strategies and insights behind scaling a business while staying true to purpose—and, of course, making a profit. Sponsored by Brex.► Brex has been redefining how financial services and software work together since 2017—built by founders, for founders. They know runway is everything, so they designed a banking experience that helps startups make every dollar count. With no minimums, no transaction fees, and 20x the standard FDIC protection, Brex giv...
2025-03-0402 min
Humans of FintechFintech Mavericks Mini-Series Trailer - Sponsored by Brex“Fintech Mavericks” Podcast Mini-Series – Join fintech journalist Nicole Casperson and prolific investor Drew Glover for an exciting 8-part podcast mini-series, Fintech Mavericks. Together, they’ll dive deep into the success strategies and valuable insights from some of the most innovative fintech founders who are going against the grain to create a brighter financial future for all. Sponsored by Brex.► Listen to Fintech Mavericks on Apple Podcast, Spotify & YouTube.► Brex has been redefining how financial services and software work together since 2017—built by founders, for founders. They know runway is everything, so they designed a banking experience tha...
2025-02-2802 minHumans of FintechS7 Ep2: Banks, Fintech, and the Latin American Landscape: A Candid Conversation with Cristina Ciaravalli
In this candid conversation, Nicole takes a beat to talk with Cristina Ciaravalli about her storied career in the fintech industry, from her early beginnings working for Goldman Sachs to meeting and falling in love with tech startup, Plaid. The two chat about the differences between working for an organization like Goldman versus working for fintech startups and discuss what, exactly, drew Cristina to Plaid. Then, they pivot into dissecting how regulation makes banking as a service fundamentally different from fintech, before diving into the latest trends in fintech in Latin America. Plus, Cristina divulges why...
2023-10-1833 min
Humans of FintechFireside Chat: Drew Glover - Co-founder of Fiat Ventures and Fiat Growth
Hold on for this lightning round of questions, getting to know Drew a little deeper.From the best advice to dream collabs - this is 3-minutes you can’t miss!And if you love listening to Humans of Fintech, please leave me a 5-star review on Rate My Podcast: https://ratethispodcast.com/humansoffintechThank you so much!Follow Drew:LinkedIn: linkedin.com/in/drewbailergloverLinkedIn: https://twitter.com/DrewBailerYou can keep up-to-date with everything Humans of...
2023-01-2603 min
Humans of FintechS4 Ep4: Meet The Unconventional Fintech Founder Changing The VC World
From struggling to read to becoming a highly successful VC and Founder, this is the unique story of Drew Glover.Drew is Co-Founder of Fiat Ventures and Fiat Growth, helping fintech startups scale through mentorship and investment. He grew up overcoming learning difficulties, thanks to his own determination and an encouraging mom, and is now a successful investor and mentor.Nicole and Drew get into how his success as an athlete helped him become the best communicator, why admitting your weaknesses is the key to self-growth, and why he believes fintech investment will unlock opportunities...
2023-01-2533 min