Leaders In Payments

Greg Myers

Hear directly from C-level executives in payments/fintech about industry trends, successful strategies, products, services, and what the future holds for the payments/fintech industry. We cover the entire industry from merchant acquiring, payment processing, ISOs, payfacs, fraud, security, issuing, b2b, fintech, to start-ups, if it goes on in payments we will be talking about it.

  1. 3d ago

    Inside Institutional Payments At Scale with Debo Sen, Head of Payments, Services, Citi | Episode 490

    Moving money is easy to describe and brutally hard to do well at global scale. When your network supports thousands of clients across 90+ countries and touches thousands of currency pairs, you start to see a different map of what’s changing in payments and what’s just noise. Greg Myers sits down with Debo Sen, Head of Payments, Services at Citi, to unpack what that vantage point reveals about the future of institutional payments. We get specific on why payments have become strategic for corporate growth, customer experience, and working capital. Debo explains how “always-on” is more than 24/7/365 uptime, it’s about payments being embedded and invisible inside real business workflows. You’ll also hear a sharp reframing of real-time payments as “just-in-time” optionality for treasury, along with a practical example of how holidays and global supply chains expose the limits of legacy rails. From there we dig into cross-border payments trends, including faster velocity across the ecosystem and the remaining friction that lives in the last mile. Debo shares how banks and fintech partnerships can expand endpoints like wallets, debit cards, and instant payment schemes while keeping resiliency and safety at the center. We also cover tokenization and blockchain use cases that are already operating at scale, plus what agentic commerce and AI-driven transactions could mean for controls, standards, fraud, and trust. If you care about real-time treasury, cross-border payments, payments infrastructure, tokenized deposits, and bank-grade security, this episode is for you.

    29 min
  2. 5d ago

    The Mid Market Tech Gap with David Robinson, Founder of Stratos Development Group | Episode 489

    The mid-market is where tech decisions get dangerous. You are big enough that uptime, security, and delivery speed matter every day, but you are not big enough to burn cash on massive consulting retainers or absorb the fallout from a shaky vendor. That “valley in the middle” is exactly where David Robinson lives, and it is why he built Stratos Development Group to offer right-fit technical leadership, managed services, and software development that feels structured without being out of reach.  We walk through David’s journey from building early electronic medical record software in healthcare to leading engineering at a venture-backed startup, and then into entrepreneurship. From there, we get practical about what mid-market teams actually struggle with: competitors using the same licensed infrastructure, product roadmaps hijacked by one or two big customers, and the need to own real intellectual property and architecture to keep a competitive edge.  For payments, fintech, and ISO leaders, the conversation goes deep on what Stratos is seeing right now: consolidation, tougher differentiation, and the technical friction that can make or break net-new deals. David shares how ISOs can approach technology enablement and custom integrations, plus the bigger opportunity of moving from ISO to ISV. If you already have a book of business, you also have a built-in feedback loop, faster validation, and a clearer path to launching software that your clients will actually pay for.  We also tackle AI and the “vibe coding” era, including why agentic development can boost productivity but cannot shortcut PCI, SOC, or HIPAA compliance. If you want to modernize safely and win in a more competitive market, this one is for you.

    22 min
  3. May 19

    Stablecoin Rails For Real-World Payouts with Cyril Mathew, Co-Founder & CEO of Latitude | Episode 488

    Cross-border payouts are one of those problems everyone complains about and then quietly accepts: high fees, slow settlement, and endless workarounds to get money into the hands of real people. I sit down with Cyril Mathew, Co-Founder and CEO of Latitude, to talk about why “faster money movement” only matters when the recipient can actually spend it in local currency, not just hold a stablecoin balance. Cyril walks through the career path that shaped his view of payments infrastructure, from scaling partnerships at Facebook to seeing the payout pain firsthand at Uber, then helping launch international expansion at Coinbase and working on USDC. That experience leads to a hard-earned lesson from Stripe: even if stablecoins let you reach 100 countries, adoption stalls if users cannot convert easily into pesos, reals, or other local currencies to pay for everyday life. The real product is the bridge between stablecoins and fiat, built with compliant rails, strong controls, and the “boring” payment details that enterprises demand. We break down what Latitude is building with its Liquidity Network, how stablecoins can reduce cross-border payment costs, and why real-time settlement can cut the need for prefunding and complex treasury float. We also cover where the biggest growth opportunities are showing up right now, including creator economy payouts, contractor payments, AI data labeling, fintech apps going global on day one, and the looming question of how AI agents may transact across borders. If you care about stablecoins, blockchain payments, real-time payments, or global payout infrastructure, this episode is for you.

    25 min
  4. May 13

    Special Series: The Trust Advantage - Surcharging Done Right with Jim Oberman, CEO, Payroc | Episode 487

    A “credit card fee” can protect your margins or quietly create compliance risk, and the difference usually comes down to one word: clarity. We sit down with Jim Oberman, CEO of Payroc, to unpack credit card surcharging in a way that merchants, software platforms, and payments teams can actually use, without hand-waving and without confusing it with every other fee customers see at checkout. We start with the fundamentals: what surcharging is, why it exists, and why it applies only to credit cards, not debit or prepaid. Then we cut through the biggest source of mistakes by separating four commonly mixed concepts: surcharging, dual pricing, convenience fees, and service fees. From there, we get practical about the rules that matter in the real world, including Visa’s 3% surcharge cap becoming the de facto standard, Mastercard’s different limit, and how brand enforcement programs and secret shopping can expose sloppy implementations. The bigger story is why surcharging has taken off so fast. Technology now makes it possible to present buyer choice at the exact moment of payment, across online and in-person experiences, with options like debit, ACH (electronic check), and emerging rails like real-time payments. Jim explains why embedded payments and ISVs increasingly treat surcharging as more than cost recovery: it can be a strategic feature, a trust-builder, and a way to keep reconciliation and settlement clean for merchants at scale.

    26 min
  5. May 5

    Gift Cards As Payment Rails with Alex Preece, CEO & Co-Founder of Tillo | Episode 485

    Gift cards have a branding problem and it’s costing the payments world a big idea. Alex Preece, CEO and Co-Founder of Tillo, joins us to make the case that gift cards aren’t really “gifts” at all. They’re programmable stored value, a modern redemption rail that can sit inside bank apps, fintech wallets, cashback programs, employee rewards, refunds, and payouts. Once you see them as a payment instrument, the market looks a lot less like novelty and a lot more like infrastructure. We dig into how Tillo built a two-sided marketplace that connects thousands of retail brands with the businesses that want to reward customers and employees. Alex explains why a single API matters in a fragmented global ecosystem, what it takes to support multi-country catalogs, and how better tooling and transparency can make brands more confident partners. We also talk about a surprising insight: most volume is self-use, not gifting, because people are optimizing everyday spending by converting earned value into higher-impact rewards. We zoom out to the bigger payments trends reshaping rewards and loyalty: the demand for real-time gratification, the opportunity created by open banking and faster payments like RTP and FedNow, and the emerging push toward “global but local” benefits that actually work when customers travel or live abroad. If you’re building in payments, loyalty, or fintech growth, this is a practical look at where rewards infrastructure is heading and why it can change behavior at the moment of decision.

    24 min
  6. Apr 28

    Stablecoins For Enterprise Payments with Tony Tom, CRO and Co-Founder of Stable Sea | Episode 484

    “Instant” payments are usually a well-designed illusion. The customer experience feels real-time, but behind the scenes money still crawls through delayed settlement, fragmented rails, and market-by-market workarounds. That gap is exactly where stablecoins start to look less like hype and more like infrastructure. We sit down with Tony Tom, CRO and Co-Founder of Stable Sea, to unpack how enterprise stablecoin payments can improve cross-border payments, shorten settlement times, and reduce the operational drag that finance teams accept as normal. Tony shares how his journey through payments led him to Block and then to building Stable Sea, plus what he learned by watching stablecoin adoption accelerate outside the US. We talk liquidity, on-ramp and off-ramp realities, and why “bank-grade” processes matter when you’re moving serious volume. A big part of the conversation centers on trapped cash: revenue stuck in markets with capital controls or limited FX access, from Argentina to Nigeria and beyond. We also explore stablecoin treasury management, the need for a single view across wallets and bank accounts, and how automation and rules-based movement can turn visibility into action. Finally, Tony lays out why regulated, Wall Street-aligned tokenized real world assets may be the bridge that pulls stablecoin settlement deeper into mainstream enterprise payments.

    26 min
  7. Apr 22

    How vSaaS Platforms are Reshaping Business Operations & the Critical Role of Payments with Brad Pinneke at Worldpay | Ep 483

    Vertical SaaS wins when it feels like it was built by someone who has actually done the job, and that same principle is reshaping payments and fintech. We sit down with Brad Pinneke, Head of Enterprise Business Development at Worldpay (is now Global Payments), to unpack why vertical SaaS platforms have become the day-to-day operating system for small businesses and why “embedded payments” is no longer a nice add-on. When the workflow lives inside the software, money flow becomes unavoidable, and the platform that handles both can deliver a cleaner experience and a stronger business model. We dig into what customers now expect from modern payment processing inside software: one login, one system of record, one support layer, and a single source of truth that connects checkout, settlement, reporting, and reconciliation. Brad explains how natively integrated payments can reduce back-office headaches, improve trust, and increase retention, plus what separates platforms that weave payments into the fabric of the product from those that simply tack it on. Then we get practical about the hard parts. Selling money is not the same as selling software, and the margin for error is smaller when uptime, compliance, PCI, funding, and fraud risk are on the line.  We close with the next wave: AI in fintech and how AI plus payments data can turn a system of record into a system of action through predictive cash flow, risk modeling, automated pricing, and standout fraud detection.

    23 min

Ratings & Reviews

5
out of 5
15 Ratings

About

Hear directly from C-level executives in payments/fintech about industry trends, successful strategies, products, services, and what the future holds for the payments/fintech industry. We cover the entire industry from merchant acquiring, payment processing, ISOs, payfacs, fraud, security, issuing, b2b, fintech, to start-ups, if it goes on in payments we will be talking about it.

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