
This Month in Fintech
This Month in Fintech is a showcase podcast that features deep, one-on-one conversations with leaders in the fintech industry. Host Sasha Pilch explores questions about the industry's next moves, where to focus energies, and how to lead through paradigm-shifting technologies. Each month, the podcast delves into the challenges and opportunities facing fintech innovators.
Episodes

Robinhood Ventures’ Sarah Pinto on Opening Venture Capital to Everyone
What happens when venture capital stops being reserved for a small group of institutions and accredited investors?In this episode of This Month in Fintech, Sasha Pilch sits down with Sarah Pinto, Head of Robinhood Ventures, to discuss Robinhood’s push to open private-market investing to a much broader audience.Sarah explains the thinking behind Robinhood Ventures and its new RV2 fund, which is des

Scaling Finance From Startup To IPO with Wealthfront's Alan Imberman
Sasha Pilch is joined by Alan Imberman, CFO at Wealthfront, to talk about what it really takes to scale a modern fintech from early scrappiness to a successful IPO, without losing the product instincts that got you there.The conversation starts with the finance leadership side: how the finance function changes across stages, why audits and regulation create discipline, and what the public-company

How AI Shopping Moves From Chat To Checkout with Adyen's Karan Katyal
AI is changing how people shop, but the real story is what happens after the recommendation. When buying moves into ChatGPT-style interfaces, merchants suddenly face a new maze of platforms, protocols, and trust questions and nobody wants to rebuild checkout for every new “browser” of the AI era. We sit down with Karan, VP, Head of Agentic Commerce at Adyen, to get specific about what’s real today

Why Finance Teams Are Moving From Cloud to AI
In this episode, host Sasha Pilch sits down with John Glasgow, CEO and CFO of Campfire, to explore what it takes to build an AI-native ERP for modern finance teams.John shares why the next major shift in accounting software is not from on-premise systems to the cloud, but from cloud tools to AI-native platforms. They discuss the reporting, consolidation, and planning challenges that still force fi

How Experian Is Making Agentic Commerce Trustworthy
AI agents can already shop, compare prices, and check out for you — but would you actually trust one with your credit card?In this episode of This Month in Fintech host Sasha Pilch sits down with Kathleen Peters, Chief Innovation Officer at Experian, to explore the trust layer behind agentic commerce. From the shift from KYC to KYA (“Know Your Agent”) to Experian Agent Trust and digital identity t

From Screen Scraping to Open Banking with Ximena Aleman
In this episode of This Month in Fintech, Sasha Pilch sits down with Ximena Aleman, Co-founder and Co-CEO of Prometeo, to unpack what it really takes to build a single banking API across Latin America and the US.They dig into the realities of cross-border fintech infrastructure, from early workarounds like screen scraping to the impact of Brazil’s open banking movement, and how Prometeo is pushing

Leading FIS Through A Fintech Reset with Stephanie Ferris
We talk with FIS CEO Stephanie Ferris about building a career by leaning into risk, leading teams through complex M&A, and simplifying a legacy fintech business to focus on financial institutions. We also dig into why trust is the real infrastructure of banking, how tokenization is evolving, and why AI should make fintech leaders more optimistic, not fearful.• Career path from PwC to Fifth Thi

AI, Automation, and the Future of Fintech Platforms with Diya Jolly
We sit down with Xero’s CTO/CPO Diya Jolly to unpack how AI, product conviction, and human judgment are reshaping small business finance. From JAX, Xero’s financial superagent, to passwordless lessons at Okta, we dig into saving time, making better calls, and building faster.• Xero vs QuickBooks and why orchestration matters• Jax as a unified financial superagent• Transparent automation that invit

This Month in Fintech with Sasha Pilch
Announcing the next chapter of the This Month in Fintech Podcast.We are excited to welcome Sasha Pilch as the new host, leading conversations with the founders, operators, and thinkers shaping the future of fintech.Each episode will explore the ideas, products, and decisions driving the next generation of fintech, from AI and financial infrastructure to the platforms redefining how businesses and

Sierra CEO & OpenAI Chair Bret Taylor - Live at M2020. AI Bubbles, SaaS Future, and Why Sierra WinsUntitled Episode
In today’s episode, Ryan Zauk sits down with Bret Taylor, Co-Founder & CEO of Sierra and Chairman of the Board at OpenAI. Bret’s career is the stuff of valley legend…he is the former Co-CEO of Salesforce, former CTO of Facebook, and has been credited with building products like Google Maps and Facebook's 'Like' button. There may not be anyone closer to AI, spanning the app layer

Anthropic's Kate Earle Jensen: Enabling AI in the Enterprise
In today’s episode, Ryan Zauk sits down with Kate Earle Jensen, Head of Americas for Anthropic. Kate joined Anthropic in 2023 after 8 years helping scale GTM at Stripe. Over the last 2 years, she has had a front row seat to the AI revolution at one of the fastest-growing companies in history. In this episode, Kate dives into how Claude is being used by major enterprises to revolutionize their busi
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