In A Pinch

Pinch AI

In A Pinch is a podcast hosted by founders of Pinch AI, self described fraud nerds! Each episode features unfiltered interviews with industry experts who have seen it all. We dive deep into the rising tide of first-party fraud, dissecting the psychology and the mechanics behind the "trenches." Expect tactical advice, cautionary tales, and expert perspectives on managing abuse without ruining the customer experience.

Episodes

  1. May 28

    Ep 6: Michael Rasile

    Michael Rasile — touring drummer turned fan-experience leader at Front Row and partner at Ceremony of Roses — joins Arthi and Jayan to talk about what really happens inside the war room when a major artist drop goes live. He walks through the Harry Styles drop that "looked like a roulette machine," the trade-off between blocking freight forwarders and protecting Billboard chart eligibility, why the line between a super-fan and a fraudster is razor-thin, and the under-discussed rise in chargeback abuse he believes is being fueled by AI cynicism toward the internet. ---------------------------------------- SHOW NOTES Guest: Michael Rasile Founder & Director of Customer Experience, Front Row Partner, Ceremony of Roses (Sony Music) Hosts: Arthi Rajan Makhija & Jayan Tharayil, Cofounders, Pinch AI In this episode we cover: How a touring musician ended up running merch ops for some of the world's biggest artistsWhy he calls his work a "fan experience" company, not a customer experience oneWhat a typical day in the life of artist merch ops actually looks like (spoiler: a lot of "hurry up and wait")The Harry Styles drop that he says he'll "never forget as long as I live"The "freight forwarder belt" (Florida, Delaware, Oregon) and the trade-off between blocking resellers and protecting Billboard chart positionWhy the line between a super-fan and a fraudster is razor-thin — and the fiduciary duty Michael feels to get the call rightThe chargeback feature he wishes Pinch would build next (and the alpha we're already cooking)His craziest fraud story: 50,000 $10 t-shirt orders in five minutes, on the weekend of his mom's 60th birthday, during COVIDThe behavior shift he's seeing in chargeback abuse and why he thinks AI cynicism is partly to blameHis three-pillar playbook for any ops lead taking over an artist e-commerce drop with no fraud toolingIf you operate, protect, or build for any high-velocity e-commerce business — not just music — this one is worth your 40 minutes. ---------------------------------------- CHAPTERS: 00:00 Intro — meet Michael Rasile02:06 From touring drummer to merch ops: the pandemic pivot05:31 Both sides of the merch table — building a fan experience company08:11 A day in the life of artist merch operations10:49 Inside the war room when a drop goes live13:30 The Harry Styles drop: "like watching a roulette machine"15:09 Freight forwarders vs. Billboard chart eligibility — when to cancel, when to let it ride19:10 What "good" looks like with Pinch: protecting the super-fan22:41 Closing the loop — the chargeback feature Michael wants next25:28 Lightning round25:50 Craziest fraud story: the $10 tee Billboard fiasco30:11 What keeps him up at night — chargeback abuse and the AI trust gap34:09 Advice to a new ops lead with no fraud tooling38:36 About Front Row40:14 Wrap---------------------------------------- KEYWORDS artist merch, music merch, e-commerce fraud, freight forwarders, chargeback abuse, fan experience, super-fan, bots at checkout, drop protection

    41 min
  2. Apr 18

    Ep 5: Michael Vergara

    SummaryWe sit down with Mike Vergara - a fraud and risk leader with more than two decades in the space, spanning RSA, PayPal, Blackhawk, and now Trustly. Mike brings a rare product-first lens to risk, and the conversation draws out how he's built multi-tiered risk systems that are not just defensive but powerful business enablers. We get into why the "I Love You" virus era looks quaint compared to today's adversaries, how a Brazilian credit-card-sharing lesson reshaped PayPal's global models, why first-party abuse is fundamentally harder than third-party fraud (including the rise of "affluent abusers" who return their couch before they move apartments), how PayPal built "human-in-the-loop" before the term existed, and what the AI era means for risk leaders and product managers. A candid, insightful episode for anyone building or leading in fraud, risk, product, or fintech. Show NotesGuest: Mike Vergara — VP of Risk Management, Trustly Hosts: Arthi Rajan Makhija & Jayan Tharayil Key Topics Discussed: Mike's career journey from RSA through PayPal, Blackhawk, and TrustlyWhy risk is a scale, not a binary — and the limits of the InfoSec mindsetBuilding multi-tiered risk systems on "people and data"The Brazil credit-card-sharing lesson that reshaped PayPal's global modelsRisk as a business enabler — committing numbers to the CFODolphins in the net: CAC as the hidden ROI of nuanced riskWhy first-party abuse is harder than third-party fraudAffluent abusers, policy abuse, and the "I didn't know" defenseTrust vs. friction — letting customers know you're watchingGift card fraud and victim-assisted scams at BlackhawkPinch's "three strike" problem: stolen card, empty-box return, chargebackML vs. LLMs — and why explainability still mattersBuilding "human-in-the-loop" at PayPal before it had a nameWhat a great risk PM does that AI can't — and the eBay Live storyRapid-fire: crisis leadership, consumer trust in the AI era, and the PayPal risk mafiaChapters00:00 Mike's Career Journey — From RSA & Public Key Infrastructure to Trustly 01:54 From InfoSec to Product Thinking — "How Much Is a New York Times Article Worth?" 05:44 Building Multi-Tiered Risk Systems — People, Data & the Brazil Lesson 10:00 Risk as a Business Enabler — Committing Revenue Numbers to the CFO 11:16 The Business Case for Nuance — Dolphins in the Net & the Hidden ROI of CAC 15:51 First-Party Abuse vs. Third-Party Fraud — Why Intent Is So Hard 19:24 Affluent Abusers, Policy Abuse & Letting Customers Know You're Watching 25:45 Lessons from Blackhawk — Gift Card Fraud & Victim-Assisted Scams 29:32 Pinch's "Three Strike" Problem — Connecting Return & Redemption Systems 31:37 ML vs. LLMs — Strengths, Weaknesses & Why Explainability Still Matters 35:30 Building "Human-in-the-Loop" at PayPal Before the Term Existed 38:35 The Modern Risk PM in the AI Era — and the eBay Live Story 44:22 The "In a Pinch" Round — Crisis, Consumer Trust & the PayPal Risk Mafia 50:37 The Most Creative Abuse MO Mike Ever Tipped His Hat To 52:45 ClosingKeywordsfraud prevention, risk management, Trustly, Blackhawk, RSA, first-party abuse, third-party fraud, return abuse, policy abuse, multi-tiered risk, human-in-the-loop, gift card fraud, victim-assisted scams, affluent abusers, product management, risk as business enabler

    53 min
  3. Mar 30

    Ep 4: Philipp Barthold

    SummaryWe sit down with Philipp, CTO of Lux Experience — the parent company behind iconic luxury fashion retailers Mytheresa, Net-a-Porter, and Mr. Porter. Philipp shares his journey from building neural networks for payment fraud detection in 2004 to running technology for one of the world's largest luxury e-commerce operations. The conversation dives deep into the unique fraud challenges of high-end retail (including a wild fake FedEx truck heist), the realities of bridging data silos post-acquisition, the promise and limits of blockchain for product authentication, and why agentic commerce may be the biggest underestimated disruptor in e-commerce. A candid, insightful episode for anyone in fraud, risk, retail tech, or leadership. Show NotesGuest: Philipp Barthold — Chief Technology Officer, Lux Experience (MyTheresa, Net-a-Porter, Mr. Porter) Hosts: Arthi Rajan Makhija & Jayan Tharayil Key Topics Discussed: Philipp's career journey from economics and neural network research (2004) through PayPal, eBay, Magento, and Adobe to his current CTO role at Lux ExperienceLeadership philosophy: running organizations as networks rather than dictatorships — distributing knowledge and decision-making power while maintaining robust processesHow fraud and abuse differ in luxury retail vs. mass market — high AOVs, high resale value, and the ability to invest more in per-transaction risk assessmentCounterfeit return fraud as the most damaging abuse vector in luxury, and the reputational risk of restocking counterfeit goodsWardrobing and influencer return abuse — and the opportunity for dynamic, surgical returns policiesThe legendary fake FedEx truck warehouse heist storyThe challenge of siloed data across warehouse, ERP, and transaction systems — and a use-case-by-use-case approach to unifying customer dataPhilipp's advisory role at BVNK and whether blockchain can realistically help verify product authenticity (spoiler: there are lower-hanging fruits first)AI adoption at Lux Experience — starting with catalog data enrichment, AI-generated product videos, and enhanced product tagging as a foundation for future agentic commerceThe risks of agentic commerce: rogue agents, prompt injection, policy exploitation at machine scale, and why luxury still values the human discovery experiencePredicting future VIP customers from their very first purchase and how that classification flows through fulfillment, customer care, and fraud reviewPhilipp's "In a Pinch" moment: staying calm during large-scale IT migrations and remembering that "it's just a website" Chapters 00:00 Philipp's Career Journey — From Neural Networks to Luxury E-Commerce07:17 Fraud & Abuse in Luxury Retail — What Makes It Different10:08 Counterfeit Returns — The Most Damaging Fraud in Luxury11:49 Wildest Fraud Stories — The Fake FedEx Truck Heist13:30 Data Silos — The Real Barrier to Fighting Fraud at Scale16:49 Blockchain, BVNK & Product Authentication — Hype vs. Reality19:14 AI Adoption at Lux Experience — Starting with Catalog Data21:37 Agentic Commerce — Opportunities, Risks & the Unknown25:50 Predicting VIP Customers from Their First Purchase28:48 The "In a Pinch" Round — Staying Calm in Crisis30:30 Looking Ahead 31:33 Closing Keywordsreturn abuse, luxury retail, e-commerce, agentic commerce, counterfeit returns, AI, data architecture, organized retail crime, wardrobing, warehouse fraud, VIP prediction

    32 min
  4. Mar 12

    Ep 3: Tushar Shah

    Summary In this episode of In a Pinch, we sit down with Tushar Shah, Chief Product Officer at Uniphore, for a wide-ranging conversation spanning leadership, AI, fraud, and the future of agentic commerce. Key Topics Tushar Shah's career journey across banking, payments, healthcare, and AIThe rapid velocity of AI development and democratizationStrategies for building expertise quickly in fast-moving industriesFostering a culture of risk-taking and innovation at PayPalThe role of humility and listening in effective leadershipThe impact of strong women in shaping leadership styleBalancing safety, ethics, and innovation in AIThe future of agentic commerce and AI-driven decision makingMeasuring success beyond single metrics in fraud and risk managementThe importance of diversity and thought leadership in leadership Chapters 00:00 Career Transitions and Industry Insights01:37 Navigating Change and Building Expertise03:49 The PayPal Mafia and Team Dynamics06:33 Winning Team Traits and Execution Strategies08:53 AI and Human-Led Innovation12:49 Future of AI in Business and Compliance17:59 Integrating Technology for Enhanced Productivity19:29 Understanding Fraud and Abuse in Transactions23:03 The Mindset of Decision Makers in Risk Management26:14 The Future of Agentic Commerce and AI31:36 Leadership Insights and Personal Reflections Keywords AI, leadership, industry disruption, team building, innovation, fintech, healthcare, Silicon Valley, fraud detection, customer experience

    37 min
  5. Feb 18

    Ep 2: Corin Dennison

    Summary In this conversation, Corin shares his extensive background in law enforcement and how it shaped his transition into corporate investigations, particularly in the retail sector. He discusses the challenges of navigating retail security, the differences between organized retail crime and opportunism, and the importance of data and technology in loss prevention. Corin emphasizes the need for retailers to record crime effectively and the role of AI in shaping the future of retail security. Takeaways Corin's journey from law enforcement to corporate investigations highlights the importance of adaptability.The shift from policing to corporate environments requires a change in communication style.Understanding consumer behavior is crucial in retail security.Organized retail crime is often confused with opportunism, which complicates prevention efforts.Data and technology are essential tools for modern loss prevention strategies.Retailers must balance sales objectives with loss prevention measures.Effective crime reporting can empower law enforcement and improve retail security.The retail landscape is evolving, and so are the methods of theft and fraud.Education and awareness are key in combating retail crime. Chapters 00:00 Introduction and Background of Corin01:11 Corin's Journey in Law Enforcement05:45 Transition to Corporate Investigations10:35 Theft in Retail: Burberry vs. Adidas14:21 Understanding Organized Retail Crime15:44 Shifting Perspectives in Retail Security16:50 Navigating Stressful Situations in Retail18:46 The Complexity of Online Fraud21:54 The Role of AI in Retail Security23:26 The Rise of Post-Purchase Fraud23:32 Defining Organized Retail Crime27:43 Consequences of Retail Theft32:54 Challenges in Retail Data Management35:34 Future Risks in Retail Security Keywords Corin, law enforcement, retail security, organized crime, fraud prevention, technology, loss prevention, corporate investigations, AI in retail, consumer behavior

    39 min

About

In A Pinch is a podcast hosted by founders of Pinch AI, self described fraud nerds! Each episode features unfiltered interviews with industry experts who have seen it all. We dive deep into the rising tide of first-party fraud, dissecting the psychology and the mechanics behind the "trenches." Expect tactical advice, cautionary tales, and expert perspectives on managing abuse without ruining the customer experience.