The Quarterly Review: Jeff Pomeroy is rewiring PayPal’s global payments stack, and revving up partnerships and VAS


Notes from the desk: Welcome to The Quarterly Review! It is one of the only media pieces that allow readers to track improvements through time. It’s a chance for the industry to learn about what goes on behind an FI’s four walls and how leadership manages their priorities.

And a review mandates a check-in, as I like to say, so stay tuned to hear all about how the exec turns his ideas into reality.


In this edition we focus on Jeff Pomeroy, SVP, Payments, Services, & Platforms at PayPal.

Executive Summary

Enterprise payments are the engine behind modern commerce. As businesses scale globally, they need payment infrastructure that can keep pace with complexity, volume, and ever-changing merchant demands. PayPal, one of the most recognizable names in payments, is doubling down on its enterprise capabilities to serve the world’s largest merchants. 

In today’s story, the spotlight is on a PayPal executive with three decades of payments experience, who shares how the company is unifying its B2B platform across markets, forging partnerships to bring enterprise-grade payments into physical retail, and building value-added services.


The Full Review

[Pomeroy]: When I joined PayPal in 2024, I stepped into a challenge that felt both familiar and fresh. After three decades in payments – from the early days of developing the first consumer e-commerce services in the 90s, to processing payments at scale at Blackhawk, to building issuing and leading the North American product team at Adyen, and creating a brand-new unified cloud-based platform at Fiserv – I knew the opportunity this time was about harnessing PayPal’s tremendous assets and momentum to bring our enterprise payment and service capabilities to full global scale.   

PayPal Enterprise Payments (the artist formerly known as Braintree) sits at the center of that effort. We already had incredible technology, deep merchant relationships, and a trusted global brand when I came on board. 

My focus has been on unification and intense execution with an end goal of growth: Unifying all of the incredible assets that we have built and acquired, and executing around a few key priorities that reflect our customers’ needs.   

The focus: Platform unification and growing value added services and partnership impact

To get there, I’m focused on three core objectives:  

  1. Operate as one unified platform globally: We need to integrate our payments stack across the U.S., Europe, APAC, and Canada, a single integration, one set of APIs, and consistent capabilities for merchants.   
  2. Expand in-store through our partnership with Verifone: This collaboration, which in my view is a best-in-class partnership, allows us to bring PayPal’s enterprise stack directly into physical retail environments. Wherever Verifone has a footprint, which is about half of all global in-store merchants, we can go. By leveraging their existing terminals and software, we can enable in-store payments for merchants in a matter of days rather than months. We’re just getting started in terms of what this partnership can realize for our customers and plan to expand it in the coming months. 
  3. Scale value-added services: We’ve launched a suite of new services, like network tokenization, smart retries, optimized debit routing, and global payout services, that improve authorization rates and reduce costs. These value-added capabilities strengthen our relationships with merchants and create new growth opportunities for PayPal. We plan to double down here in the next six months.    

The goals that we’ve set are about building the kind of payments platform large merchants increasingly need: one that works the same way everywhere, handles scale easily, and gives them a clear view of how their business is performing. Moreover, it’s a payments platform that does more than processing payments. Internally, that means moving from strong individual products to a single and unified system that brings everything together for our customers.   

This approach makes it simpler for merchants to grow with us. They get one way to connect, one set of tools to manage transactions, and the consistency they expect from a global payments partner. When we deliver that, PayPal becomes a bigger part of how their business runs day to day – not just a payments option, but part of the infrastructure they rely on.   

We’ve been quietly building toward this for a while. I always tell my team our North Star is to be the best at what we do, and I think we’re close. If we hit these targets over the next six months, we’ll be in rarefied air and confidently operating at the level of the world’s leading payment providers.    

Plan of action

I mentioned our focus on “intense execution”. When I first joined, the priority was clear: win in enterprise payments globally. To do that, we had to change how we execute.   

Early on, our teams had no shortage of talent or ambition but needed focus. The organization was juggling too many priorities at once, shifting direction whenever a new deal or idea surfaced. To help solve this, we put up guardrails around the way we work.   

Today, every initiative is evaluated through three lenses: merchant demand, ROI, and contractual obligations. That simple discipline has changed everything. It brought clarity to what we build and why we build it and helped us focus our energy where it matters most – on driving performance, efficiency, and merchant satisfaction.    

We’ve also doubled down on listening as a core part of execution. A revamped merchant intake function keeps us close to our customers and ensures their feedback directly shapes our roadmap. Each quarter, we review everything we’re doing and reserve the right to pivot if priorities shift. It’s simple, but it’s transformed how we operate. We’re now driven by what’s meaningful, not just what’s new.   

The culture driving our progress  

It’s hard to describe our culture in a word or phrase, but what I can articulate are the behaviors I try to model, that I’d like to think are helping to drive our progress. One, I roll up my sleeves.  I am a product guy at heart.  I love the details. I meet teams in the weeds: what are you building, what problems are you seeing? After three decades, I’ve seen a lot – I might have simple suggestions. Many are product leaders on the way up; I hope to motivate them or offer a different lens. More time in the trenches makes me a better leader.   

For our teams, that means leaning in one-on-one with our engineering counterparts: what’s in the backlog, what’s deploying? 

That’s not to imply a culture of micromanagement. It’s the opposite. I try to create a culture of empowerment. My door is always open, but I don’t want people to come to me for permission. I might offer advice, but they’re fully empowered to make the call. My goal is to remove obstacles, so we can all move faster.   

Finally, as we are moving fast, I try not to lose sight of the importance of making space to think. I block time for quiet. I walk. You’ll often find me talking or having coffee with people across campus. It frees me up to think, and it helps me deal with day-to-day pressure by giving me that space to reflect and introspect.  


You may have missed

Deposits vs. Payments – What drives more value for banks today?

    The new banking formula: deposits plus payments


    There was a time when banks and fintechs competed mostly on bells and whistles: smoother apps, faster checkout, appealing rewards. But in the world of public markets and quarterly earnings, functionality gives way to fundamentals. At the intersection of traditional banking and modern fintech lies a simple but growing question: what actually drives sustainable value for banks today?

    Is it the buzz‑worthy growth of payment volumes and new revenue streams – or the old‑school strength of deposit balances and net interest income? The answer isn’t as cut-and-dry as headlines might suggest; it’s a mix of factors.

    Banks that are expanding their deposit base while also focusing on building fee-based revenue, payments, and now blockchain payments are pursuing a hybrid model approach. If executed carefully, this model can strike a balance between stability and growth, keeping deposits at the core while payments support expansion. 

    SoFi is a case in point.


    subscription wall for TS Pro

    The Quarterly Review: Miki Van Cleave makes design a cultural expectation at Chase through process optimization and knocking down silos

    Notes from the desk: Welcome to this month’s Quarterly Review and a new year! The Quarterly Review is one of the only media pieces that allow readers to track improvements through time. It’s a chance for the industry to learn about what goes on behind an FI’s four walls and how leadership manages their priorities.
    And a review mandates a check-in, as I like to say, so enjoy reading about how the exec in the hot seat today overcame challenges, and brought her vision to life.


    In this edition, we will check back in with Miki Van Cleave, Chief Design Officer at Chase.

    Executive Summary

    When we last spoke to Chase’s Chief Design Officer, Miki Van Cleave, she had been in the role for only seven months and she had big process-related plans. It seemed fair to allow her plans to bloom before we put her back in The Quarterly Review hot seat and in 2025. Her aim for the past few quarters was to improve the discovery processes to build better alignment between design decisions and customer needs, and improve her team’s presence across other departments.

    “I stepped into the role of Chief Design Officer in August 2024 generally aware of the journey the organization had been on because I had been on the leadership team since 2020. But in 2025, we took everything up a notch,” she said looking back at her year in the new role.

    Here is what Van Cleave accomplished:

    • Strengthened cross-functional collaboration through “the Quad” model, driving measurable results like a 39% conversion boost and 24% reduction in no-shows on key redesigns.
    • Refined the discovery process with the “Customer Why Template”, creating consistent workflows that reduced costly pivots and led to a 10% drop in customer complaints.


    The Full Review

    Our review articles in this series are an exclusive offering for our TS PRO subscribers. If you want to dive into the juicy stuff and read the details of their labors and fruits —beyond the executive summary below— please consider upgrading your subscription.

     

     

    The Financial Evolution of 2025: AI, Crypto, and Regional Banking

      Brains, Blockchain, and Backbone: How finance evolved in 2025


      2025 was anything but ordinary. AI evolved from tools to agentic decision-makers. Crypto roared back and shrugged off skepticism to reclaim a seat at the table. And regional banks, long content to play it safe and lurk in the shadows, began experimenting, innovating, and proving they can move differently yet fast.

      As the year wraps up, we zoom in on the standout trends across publicly traded companies I covered this year — and what they signal for 2026.

      Trend 1: AI — How AI found its place in banking, from a back-office helper to a decision-making partner

      2025 began with a mix of fascination and unease around AI in the financial sector. There was a cloud of uncertainty: could AI take over jobs, reshape banking as we know it, or disrupt entire business models? At industry gatherings like the World Economic Forum 2025 at Davos, AI wasn’t just a topic – it was the topic. Panel after panel debated whether AI would be a villain, a tool, or a teammate.


      subscription wall for TS Pro

      The Quarterly Review: Tom Bianco delivers on Newline by Fifth Third’s roadmap with AI tools and dashboard upgrades

      Notes from the desk: Hello and welcome to another review edition of The Quarterly Review, where I dive into what executives from some of the best brands in financial services are focusing on in this quarter. In the review edition, we compare the exec’s goals with results and see how well his plans stood the test of time.

      Our review articles in this series are an exclusive offering for our TS PRO subscribers. If you want to dive into the juicy stuff and read the details of their labors and fruits —beyond the executive summary below— please consider upgrading your subscription.

      In this edition, we will check back in with Tom Bianco, General Manager at Newline by Fifth Third.

      Executive Summary

      Newline by Fifth Third plays a very important role in positioning the traditional bank at the top of the innovation and BaaS sophistication pyramid. My conversation in April with the GM of Newline by Fifth Third, Tom Bianco, revealed that the exec was intent on doubling down on this potential – through a three-pronged strategy that centered on improving products  and program experiences, and building better brand awareness. 

      Here is how his goals panned out:

      • Launched 3 AI-powered features that enhance developer efficiency, including conversational search, auto-synced documentation, and embedded AI assistance.
      • Rolled out 5 dashboard enhancements that give clients better transaction visibility, testing capabilities, and direct access to support teams.
      • Leveraged the experience of technical leaders and a Sandbox environment to showcase Newline’s capabilities. 


      The Full Review

      Our review articles in this series are an exclusive offering for our TS PRO subscribers. If you want to dive into the juicy stuff and read the details of their labors and fruits —beyond the executive summary below— please consider upgrading your subscription.

      In this edition, we will check back in with Tom Bianco, General Manager at Newline by Fifth Third.

      Executive Summary

      Newline by Fifth Third plays a very important role in positioning the traditional bank at the top of the innovation and BaaS sophistication pyramid. My conversation in April with the GM of Newline by Fifth Third, Tom Bianco, revealed that the exec was intent on doubling down on this potential – through a three-pronged strategy that centered on improving products  and program experiences, and building better brand awareness. 

      Here is how his goals panned out:

      • Launched 3 AI-powered features that enhance developer efficiency, including conversational search, auto-synced documentation, and embedded AI assistance.
      • Rolled out 5 dashboard enhancements that give clients better transaction visibility, testing capabilities, and direct access to support teams.
      • Leveraged the experience of technical leaders and a Sandbox environment to showcase Newline’s capabilities. 


      The Full Review

      Goldman Sachs moves into predictable growth with Innovator acquisition

        The Wall Street incumbent embraces stability over volatility in asset management


        On December 1, Goldman Sachs revealed plans to acquire Innovator Capital Management, a provider of defined-outcome ETFs, bringing 159 defined-outcome ETFs and $28 billion in assets under management into its portfolio. This move underscores where the incumbent bank now prioritizes growth.

        [Defined-outcome ETFs, also called “buffered” ETFs, are exchange-traded funds designed to deliver a specific, pre-set investment result over a defined period. They use options and derivatives to offer upside potential while limiting downside losses.]

        This is a structural pivot. Innovator gives Goldman scale in one of the fastest-growing corners of public markets and nudges the firm a little further out from the revenue volatility that has long defined its dominance. The deal is expected to close in the second quarter of 2026.

        Why Innovator, and why now


        subscription wall for TS Pro

        What’s Left in the Shadows: How 90-year-old Webster Bank punches above its weight by combining purpose with profitability

          A storied beginning and a forward-looking purpose


          In 1935, with $25,000 borrowed from friends and family, Harold Webster Smith founded the First Federal Savings and Loan Association of Waterbury, Connecticut, to help people build homes during the Great Depression. His vision was that banking should serve the people around you, not just the bottom line.

          Webster Bank founder Harold Webster Smith (right) makes the bank’s first loan to Joe Baltrush in December 1935 on the steps of his Waterbury home at 114 Chambers Street. Source: Webster Bank

          The organization was later renamed Webster Bank when it went public in 2002 and converted to a national commercial bank in 2004, enabling broader service offerings while largely preserving its regional identity. 

          Today, Stamford, Connecticut, serves as its headquarters, but its branches extend from suburban New York to Rhode Island and Massachusetts, giving it a solid regional footprint.

          Webster Bank (NYSE: WBS) remains true to its ethos: serving communities across the Northeast while moving billions of dollars of healthcare payments and powering fintech platforms behind the scenes. 

          Webster Bank’s evolution from a local thrift to a publicly traded commercial institution reflects a long-term focus. The bank serves clients across three key areas: commercial banking, consumer banking, and healthcare financial services.

          In today’s 10Q edition: What’s Left in the Shadows, we shine a light on the less-talked-about publicly traded names in the industry that do their own thing but remain integral to the banking ecosystem.


          subscription wall for TS Pro

          Klarna’s American drive and SoFi’s crypto comeback

            Klarna and SoFi: Betting big on credit and crypto


            If fintech competition were a boxing ring, Klarna and SoFi are trading very different kinds of punches, but both are very much in the fight for meaningful scale.

            Case Study 1: Klarna — Stretching the BNPL muscle in the US

            Recent move: Klarna struck a deal with Elliott Investment Management to sell up to $6.5 billion in US “Fair Financing” loans over the next two years. These are not short-term, no-interest BNPL loans — they’re fixed-term installment loans, with Klarna retaining underwriting and servicing duties.

            Why it matters:

            • Capital efficiency — By selling receivables under a forward-flow agreement, Klarna frees up balance sheet capacity to issue more loans. 
            • Scalable risk management — Rather than raising debt or equity, this structure allows Klarna to grow its credit book without taking on too much risk upfront.
            • US-centric growth — Fair Financing is growing faster in the US than globally (Klarna disclosed GMV up 244% in the US, vs. 139% globally over the past year). 


            subscription wall for TS Pro

            The fintechs that refuse to stand still

              The trajectories of Robinhood, Upstart, and LendingClub highlight the broader fintech trends heading into 2026


              The latest round of earnings from Robinhood, Upstart, and LendingClub reads less like a scoreboard and more like a temperature check on what fintech even means now. Each firm, in its own way, is evolving past the product it was born with – the trading app, the AI-driven lender, the online credit marketplace – and chasing something harder: resilience.

              But how they’re getting there couldn’t look more different.

              Robinhood: From trades to everything

              Robinhood’s early years were about giving retail traders a seat at the table, but its recent quarters have been about building a whole new table.


              subscription wall for TS Pro

              The Loyalty Flywheel: How Truist is turning its new business card into a relationship engine

                Why Truist’s new business card isn’t really only about the card


                As competition for SMB loyalty intensifies, financial institutions are rethinking where the first touchpoint begins. Increasingly, that entry point isn’t a checking account or a loan – it’s a card.

                Truist’s recent launch of its Business Premium Visa Infinite card fits squarely into that evolution. The super-regional bank is using the card as a relationship anchor: a gateway into an ecosystem of payments, working capital, and treasury solutions built around how small businesses operate.

                Chris Ward, Head of Enterprise Payments at Truist

                “It’s not just a credit product — it’s a relationship anchor,” says Chris Ward, Head of Enterprise Payments at Truist. That framing reflects a broader shift in banking strategy: away from transactional products and toward integrated, ecosystem-driven relationships where a card becomes both a data engine and a loyalty bridge.


                subscription wall for TS Pro