Small business banking has always had a structural problem: the companies that hold your money and the companies that build your financial software have been two different things. One moves the money, the other tracks it, and small business owners are stuck in the gap between them. A new generation of fintechs has been trying to fix that, but most are still building horizontal tools for every business everywhere. The more interesting bet is vertical, going deep into the specific workflows of a particular industry and automating them completely.

My guest today is Victor Cardenas, co-founder and CEO of Slash, a business banking platform that started with teenage sneaker resellers and has grown into a $1.4 billion company by doing exactly that — building industry-specific financial products that legacy banks will never prioritize. Slash processes nearly $3 billion in stablecoin payment volume annually, and the company has been doing serious work rethinking how AI fits into both how they operate internally and what their customers experience.

Most people leave money on the table every time they swipe — not because they're careless, but because the credit card rewards ecosystem is genuinely complicated. Thousands of cards, millions of merchants, shifting bonus categories, buried benefits. The promise of AI is that it can do that optimization work invisibly, in the background. Today I'm joined by Tikue Anazodo, co-founder and CEO of Kudos — an AI-powered smart wallet that tells you which card to use at checkout, recommends cards based on your spending habits, and layers on additional rewards on top of what your cards already earn. Kudos has raised over $17 million, is backed by QED Investors, and was named to Forbes' Fintech 50. Tikue, welcome to Tearsheet.

Unlock how stablecoin infrastructure is transforming cross-border payments, global treasury, and enterprise fintech strategy. In this episode, Avinash Chidambaram, Founder & CEO of Cybrid, breaks down how stablecoin rails are becoming production-ready payment infrastructure for fintechs, neobanks, and enterprises seeking faster settlement, lower fees, and programmable global money movement.

Discover why regulatory clarity through frameworks like the GENIUS Act and MiCA is accelerating stablecoin adoption, how compliance APIs are simplifying implementation, and why CFOs, treasury leaders, and product teams are shifting from exploration to execution.

Key topics include:

Stablecoin-powered cross-border supplier payments

Real-time global contractor payouts

Treasury liquidity management

Compliance, KYC, AML, and custody infrastructure

Embedded finance and programmable ERP workflows

The future of sovereign stablecoins and digital asset regulation

How fintechs can operationalize stablecoin strategy today

If you're a fintech operator, payments executive, CFO, or enterprise product leader, this conversation offers critical insights into the next generation of international payments infrastructure.

Subscribe for more conversations on fintech innovation, digital assets, embedded finance, banking infrastructure, and the future of money.

#Stablecoins #CrossBorderPayments #Fintech #DigitalAssets #PaymentsInfrastructure #BlockchainPayments #EmbeddedFinance #TreasuryManagement #Neobanks #CryptoRegulation #GENIUSAct #MiCA #EnterprisePayments #GlobalPayments #Cybrid

The credit system in the US was built on a fundamental assumption: that past borrowing behavior predicts future risk. That assumption has left roughly 100 million Americans essentially invisible to lenders — no score, thin file, or a history that doesn't reflect who they actually are financially today. The result is a system that compounds exclusion, requiring debt to unlock debt, and pricing risk so conservatively for anyone outside the norm that the cost of capital itself becomes a barrier.

Juan Hernandez has spent the last decade at Block building lending products for exactly those customers. As head of credit and underwriting, he leads the teams behind Cash App Borrow, Square Loans, and Afterpay — three distinct products serving consumers and small businesses that traditional underwriting models consistently misread or ignore. Block recently crossed $200 billion in credit extended to customers globally.

The engine behind that number is a data advantage. By underwriting from first-party signals native to the Cash App and Square ecosystems rather than relying on sparse bureau data, Block has built models that are both more accurate and more inclusive. Hernandez sat down with Tearsheet to talk about how they built a credit operation at that scale, what it takes to serve the underserved responsibly, and where the product suite is heading next.

The pressure building on commercial banks today comes from several directions at once. Corporate treasurers are younger, more digitally native, and less tolerant of manual reconciliation. Business structures are more complex: A franchisee group running fifty locations needs fifty entities managed cleanly, not fifty separate bank accounts generating a month's worth of reconciliation work. And the banking core, the ledger system that underpins it all, was never designed to flex at this pace.

The standard prescription for this problem is core replacement. However, banks are increasingly moving toward augmentation. Rather than replacing the core, banks are building around it, layering modern infrastructure above it to deliver capabilities the core was never meant to provide.

Huntington National Bank's connected deposits product, built in partnership with payments infrastructure provider Qolo, is one example of that approach in practice. For Deepak Kapoor, Huntington's H ead of Payment Products, the realization was straightforward: "We quickly realized we don't have all the Lego pieces in place to build the card that we want to build, and the ledger and the virtual account provide us with that missing Lego piece that we needed."

The result is a virtual account structure that sits above the core and behaves, externally, like a real bank account, complete with routing numbers, inbound wires, and automated reconciliation, without requiring banks to touch the underlying system of record.

For two decades, Squarespace has been the platform entrepreneurs turn to when they want to build something that looks like they hired a designer. But over the past few years, something has changed. Squarespace has been building a financial stack. Payments launched in 2023. Capital followed in 2025, offering merchants flexible financing based on their sales history. And just two weeks ago, Squarespace launched Balance, a native business financial account integrated directly with Squarespace Payments, giving merchants a business Visa card, cash rewards, and faster access to their funds, all without leaving the platform.

It's a familiar playbook, Shopify has run it, Stripe has run it, but Squarespace is doing it for a specific kind of entrepreneur: the creative, the maker, the small business owner who wants to run their whole business from one place.

Today I'm joined by the person architecting that vision. Corey Zettler is Director of Product, Financial Solutions at Squarespace, where he leads strategy across Payments, Capital, and Checkout. Before Squarespace, Corey spent more than 15 years at companies like Shutterstock, MakerBot, and Chief, and before that he was a wealth planner, which means he came into product from the money side, not the tech side, which makes him an interesting person to think about what financial services actually needs to do for real people.

Early Warning built Zelle into the dominant peer-to-peer payments network in the U.S. — processing over a trillion dollars in yearly transactions. Paze is their next bet: a bank-backed digital wallet for e-commerce checkout, backed by the same seven major banks, designed to bring that same institutional trust to online shopping.

Serge Elkiner came on as GM in late 2024, brought over from Visa where he ran product for money movement globally. His mandate is to unlock what that network can do at checkout — with 165 million eligible cards now in place and distribution deals closing with Fiserv, Worldpay, and ACI.

Today we talk about what it takes to convert infrastructure into consumer behavior, and whether the banks can do for e-commerce what they did for P2P.

A mid-market company with dozens of bank accounts shouldn't have to deploy a small army to figure out where its money is. But for most commercial banking clients, that's still the reality because the systems tracking it haven't kept up.

Banks know this. Most of their commercial clients know this. The gap between what legacy infrastructure can deliver and what today's treasury teams actually need has been widening for years, and the banks that aren't solving it are starting to lose ground to those that are.

KeyBank and Qolo are building a way out of that problem. Bennie Pennington, Head of Embedded Banking at KeyBank, and Patricia Montesi, CEO of Qolo, joined Tearsheet to talk about how they designed and launched a real-time virtual account management platform together — and what it's already proving in the market.

For years, companies that needed to move money at scale faced the same frustrating tradeoff: build their own bank integrations and compliance infrastructure — a process that could take months — or stitch together a patchwork of specialized vendors, each covering a different rail.

Modern Treasury has spent years sitting inside that problem, providing software infrastructure to help companies integrate with their banks, track funds, and manage ledgering at scale.

Now, the founders have taken the company a significant step further, launching Payments, an integrated PSP that handles onboarding, KYB, and banking infrastructure on a client's behalf, compressing what used to be a six-month setup into days.

Stablecoins are built in natively from day one, powered by Modern Treasury's acquisition of Beam, a stablecoin infrastructure company founded by Dan Mottice, who previously led crypto products at Visa and now heads stablecoin strategy at Modern Treasury.

The result is what the company calls a "forever payments platform," designed to let companies start with fiat or stablecoin payments quickly with a single integration and expand over time, without the painful migrations that have historically defined scaling a payments stack.

Listen to the podcast to learn about how Modern Treasury is thinking about fiat rails and stablecoins as complementary infrastructure, how the Beam acquisition shaped the new product, and why President Dimitri Dadiomov and Mottice believe the most significant near-term stablecoin opportunity lies in how companies manage working capital.

There's a tension at the heart of modern banking that technology doesn't seem to totally resolve: how do you be both, digitally excellent and deeply human at the same time? Most banks have picked a lane: either betting on digital efficiency or doubling down on relationship banking. But consumers aren't asking for one or the other. They want both. They want their banking app to work flawlessly when they need it, and they want someone who actually knows them when it matters.

My guest today is Dontá Wilson, Truist's Chief Consumer and Small Business Banking Officer. He leads 20,000 teammates serving clients through both digital channels and more than 1,900 community banking branches. His portfolio spans core deposits and loans to mortgage, auto, credit cards, and the full stack of consumer products. He also oversees Truist's multi-year growth plan that's reimagining both their digital experience and their physical branches using insights and AI.

We talked about how AI is redefining consumer expectations and trust, what it takes to innovate inside a highly regulated industry while keeping client purpose at the center, and why Dontá believes innovation without empathy is empty.