Memo: “Gray Commerce”

Global eCommerce isn’t just about splashy DTC brands or eye-catching platform launches anymore. It’s not about headline-grabbing unicorns or the meteoric rise of new apps — it’s about something quieter, subtler, and, in many ways, more impactful. It’s about the uncelebrated yet steady growth of mid-sized to enterprise-sized online retail businesses, many of which are powered by niche agencies with a keen understanding of a complex new market dynamic. In some circles, this niche is called “gray commerce” — the space between the black-and-white divisions of traditional, domestic retail and the truly, global digital economy that’s emerging.

The Shift to Quiet Profitability

The eCommerce landscape has been shifting in ways that aren’t always visible on the surface. In the years following the pandemic boom, growth metrics have cooled, and the era of easy venture capital ended. We entered a phase where profitability is the new growth, and the companies that thrive are those that have moved beyond the unsustainable chase for scale-at-any-cost.

The spotlight is no longer on DTC darlings with hefty ad spends and thin margins. Instead, it’s the under-the-radar, operationally sound businesses that are quietly expanding their reach, often by focusing on niche markets, specific product categories, or untapped international audiences. Many of these companies are building sustainable, profitable eCommerce operations not by following the loudest trends, but by honing in on the practical, durable aspects of their business. Many of these retailers aren’t here; they’re wherever “there” is. From rising software solutions to notable open-sourced eCommerce platforms to the retailers that use them.

Agencies at the Helm: Facilitators of Gray Commerce

The agencies that are poised to thrive in this environment are not the flashy firms pushing the latest SaaS solution or funnel hack. Instead, they’re lean, adaptable, and deeply integrated with their clients’ operations. These are the agencies that understand the subtle nuances of platform selection, the critical importance of integrating supply chains, and the complexity of international expansion.

Rather than being generalists, the successful agencies in Gray Commerce are specialists. They know their chosen platforms inside and out — whether it’s Shopify for its merchant-first ecosystem, BigCommerce for its enterprise flexibility, or Webflow for unique, design-focused projects. They’re building systems that don’t just scale but adapt, systems that can flex to accommodate shifts in market demand, regulatory changes, and supply chain disruptions.

But what truly sets these agencies apart is their ability to bridge the divide between North American technologies and the emerging opportunities in global markets. They’re facilitating connections not just across borders, but across cultural and operational divides, enabling a new wave of eCommerce growth that thrives in the gray area between established and emerging markets.

Bridging the Divide: The Role of International Relationships

The growth of Gray Commerce is rooted in the ability to bridge the gap between the domestic eCommerce landscape and the untapped potential of international markets. Agencies that have cultivated strong international relationships are at a distinct advantage. They bring an understanding of local regulations, consumer preferences, and the unique logistical challenges of cross-border trade.

Consider the rise of well-known platforms like Temu and the increasing influence of Shein in Western markets. These companies didn’t simply expand their existing models; they adapted them, using social commerce strategies honed in China and tailored to fit Western consumer expectations. The agencies that can help North American eCommerce technologies navigate this kind of international expansion, leveraging insights from both sides, are the ones positioned to succeed.

These agencies are building what I call Gray Bridges — the operational and cultural pathways that connect the domestic market’s appetite for growth with the international market’s untapped potential. It’s not about choosing between black (domestic) and white (international) but finding a way to merge the two into a cohesive, gray strategy.

Platform Decisions in a Gray Market

In Gray Commerce, platform choice isn’t a one-size-fits-all decision; it’s a tailored strategy. Shopify remains a go-to for its ease of use and robust app ecosystem, but for many agencies working in the gray space, it’s about selecting the platform that best aligns with the specific needs of a client’s market and growth trajectory.

BigCommerce is becoming a favorite for businesses that require flexibility and enterprise-level features without the Salesforce price tag. Webflow offers a unique solution for brands that prioritize creative design and storytelling, particularly in markets where visual differentiation is key. The agencies that succeed will be those that understand not just how to implement these platforms, but how to customize and extend them in ways that align with diverse market needs and international complexities.

The Quiet Impact of Gray Commerce

This quieter segment of eCommerce is driving substantial growth, but it’s not the kind of growth that makes headlines. It’s incremental, built on the back of strong operations, efficient supply chains, and an understanding of diverse consumer needs. It’s a departure from the previous decade’s focus on blitzscaling and market share grabs. Gray Commerce prioritizes profitability, sustainability, and adaptability — qualities that are essential as the industry matures.

The agencies leading this movement are those who aren’t afraid to operate in the shadows, away from the hype cycle. They’re not launching flashy marketing campaigns or touting the next big tech trend. Instead, they’re investing in long-term relationships, building cross-border capabilities, and implementing the kind of granular operational improvements that truly move the needle.

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As we look towards 2025, the future of eCommerce growth will be shaped by these quiet operators who thrive in the gray area between the familiar domestic market and the burgeoning international opportunity. The agencies that succeed will be those that embrace this complexity, bridging the gap between different markets and different ways of doing business. They’ll help build the next generation of profitable eCommerce brands not by focusing on what’s loud and obvious, but by mastering the subtle, the nuanced, and the gray.

This is where the real growth lies — not in the black-and-white headlines, but in the understated, consistent work that takes place behind the scenes. In Gray Commerce, it’s not about making the biggest splash; it’s about creating the strongest, most enduring body of work.

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Memo: Shopify’s Nexus of Growth is Finance

The commerce, payments, and debt products industries are converging. Shopify is one of the few companies that sits at the nexus of these three.

Over the last few months, I spent a substantial amount of time preparing for and passing my Securities Industry Essentials Exam (SIE) to gain at least a rudimentary understanding of consumer, fiduciary, and monetary principles and how they impact equity and debt markets. I learned a lot along the way. The motivation was and is to understand the mechanics of financial markets with some proficiency (and maybe pursue a Series 7, who knows). As I went through this studying process, it became clear that understanding today’s online retail landscape requires a firm grasp of the financial systems.

Payments, debt, and commerce are all converging. Shopify is at its nexus.

Shopify is one company at the intersection of commerce, payments, and debt. To properly analyze the growth of companies like it, you also have to understand the financial systems that it relies on for growth businesses.

At its core, Shopify is a platform that enables small and medium-sized businesses to build and operate online stores. The company’s value proposition and its ability to support merchant growth have positioned it as a pillar of the eCommerce ecosystem. But many on the outside may not realize that Shopify’s growth trajectory is tied not just to the number of new stores it enables, but also to the financial products it offers. Shopify’s venture into lending and merchant cash advances (MCAs) through Shopify Capital has positioned it as both a commerce enabler and a financial services player.

This dual role becomes even more interesting when you consider that new store growth is slowing, as indicated in its most recent earnings call. While Shopify remains a dominant force in eCommerce, the platform is maturing. The initial and later surges of new store creations, the latter driven by a combination of pandemic-driven digital adoption and Shopify’s user-friendly interface, has naturally slowed. Today, the company faces a new challenge: sustaining growth not through the sheer number of stores created, but through deepening its relationships with existing merchants, which is where its Capital division becomes crucial.

Shopify Capital: The Key Growth Business

In 2024, Shopify Capital became an understated yet vital piece of Shopify’s growth strategy. In Q2 of this year, Shopify originated $700 million in loans. Shopify CFO Jeff Hoffmeister referred to this arm of the company as a “growth business,” highlighting its increasing importance. Yet, despite these numbers, Shopify has downplayed the role of Capital in its overall strategy, a stark contrast to earlier years when it would broadcast the growth of its lending arm during earnings calls. Amazon followed a similar model, until recently. It now refers its clients to third-party lenders.

One of the reasons for Shopify’s newfound reticence could be tied to market conditions. With U.S. credit card debt reaching a record $1.14 trillion by Q2 2024 and delinquency rates rising, the financial environment is becoming increasingly precarious for both consumers and small businesses. Shopify’s merchants, most of whom are small businesses, are particularly vulnerable to these macroeconomic trends. Shopify’s hesitation to promote its lending growth could be a protective measure, shielding itself from scrutiny should the economic environment worsen, leading to higher default rates among its loan recipients.

Financial Strain and the Broader Economic Picture

To truly understand the risks Shopify faces, it’s essential to look at the broader financial landscape. The latest data from the Federal Deposit Insurance Corporation (FDIC) shows a sharp increase in past-due and nonaccrual rates for non-owner occupied, nonfarm, nonresidential loans, particularly for banks with assets exceeding $250 billion. This indicates stress in the commercial real estate market, a crucial segment for many small business owners, particularly those operating physical stores.

Source: FDIC

Shopify Capital’s loan recipients, who are predominantly online merchants, might seem insulated from this trend, but they are not immune to broader economic pressures. Rising consumer debt levels signal that end customers may reduce discretionary spending, which directly impacts Shopify merchants’ revenue streams. If consumers tighten their belts, small businesses – many of which operate on razor-thin margins – will struggle to maintain cash flow, driving demand for short-term capital (often MCAs) to bridge gaps in revenue.

Source: CNBC

This increased demand for Shopify’s primary growth market, MCAs, comes amidst heightened risk. The more merchants turn to Shopify for financial support, the greater Shopify’s exposure to potential defaults, especially as economic conditions worsen. In an environment where loan delinquencies are rising across the board, Shopify will need to strike a careful balance between sustaining growth through lending and managing the risk that accompanies it.

A Shift in Growth Strategy: Beyond New Store Creation

The slowing growth in new store creation means that Shopify can no longer rely on onboarding new merchants to fuel its financial growth. Instead, it is now identifying clients from existing legacy platforms. Additionally, the company is maximizing the value of its existing merchant base while helping each of these merchants find new ways to drive their own increase in revenues. This is where the intersection of commerce, payments, and debt becomes critical. Shopify is no longer just a commerce platform; it has evolved into a multi-faceted financial services provider, using its intimate knowledge of merchants’ sales data to offer targeted lending products.

By leveraging its financial data and payment processing capabilities, Shopify has created a flywheel effect. It enables merchants to grow their businesses, process payments through Shopify Payments, and then access capital through Shopify Capital when needed. This ecosystem not only ties merchants deeper into the Shopify platform but also creates multiple revenue streams for the company. However, this financial flywheel is not without its challenges during periods of systemic risk.

As consumer and commercial debt levels rise, Shopify faces increasing risk exposure. The company’s balance sheet shows $815 million in loans and MCAs as of Q1 2024, a slight decrease from the previous quarter ($816 million). While Shopify has yet to provide transparency on whether it is offloading some of these receivables to banks like Synchrony, the flat growth in receivables is notable, especially in a time when demand for small business funding should be increasing.

Shopify is navigating a delicate balance. On the one hand, it must continue to grow its lending division to maintain momentum as new store creation slows. On the other hand, it must manage the growing risks associated with rising default rates and the increasing financial stress on small businesses and consumers alike.

The Road Ahead for Shopify

As Shopify’s business models continue to evolve, its future growth will increasingly hinge on its ability to operate effectively at the convergence of commerce, payments, and debt.

While the company has been quiet about its lending business in recent quarters, its growing importance is hard to ignore. Shopify Capital long represented an opportunity for the company to deepen its relationships with existing merchants, generate recurring revenue, and diversify its income streams. However, the growing risks are outside of Shopify’s control and the company will need to be vigilant in managing its exposure to defaults as economic pressures mount.

In an environment where financial literacy is becoming a crucial part of understanding company growth, Shopify serves as a prime example of how deeply intertwined commerce and financial services have become. Understanding the company’s future means not only tracking new store growth but also keeping a close eye on its balance sheet, its lending practices, and the broader economic conditions that will shape the trajectory of the industry’s major players.

Research, Data, and Writing by Web Smith

Future: TipTop May Redefine Payments

In December of last year, I proposed a novel concept to a returns management software company. I suggested that adding an exchange function to their technology stack would shape the industry by promoting a method of reCommerce and a post-purchase marketplace led by the company’s many direct-to-consumer clients currently using the software to simplify returns.

The idea’s crux was built on a critical issue rapidly gaining momentum: microplastics management. This environmental challenge pushes companies to reconsider their approach to product returns, recycling, and resale. The essence of my proposal was simple: companies need systems to upcycle and recycle materials, leveraging these efforts for tax incentives, public goodwill, or even profit. I ended the proposal with the following words (edited for brevity):

This idea is infinitely scalable and will be a prominent business with or without [company]. But you are positioned with several advantages and a head start to include: existing portfolio of companies to offer the service, a brand that suggests the power of upcycling, a network of potentially interested partners who can help you facilitate. I just happen to believe that this can transform [company] – moving it to a higher plane. And it can transform the industry that I love with all of my heart.

The proposal was scalable, innovative, and essential to addressing the growing microplastics crisis in the fashion industry. My proposal to the returns management company was not accepted. Fast-forward to the fourth quarter of 2024 and a better solution has been brewing for nearly three years. TipTop is a venture-backed development billed as a payments solution from Postmates founder Bastian Lehmann.

Recycled goods can be a downpayment on future purchase.

Lehmann’s TipTop is taking bold steps to reimagine the lifecycle of consumer goods: how they’re sold, acquired, and ultimately resold or recycled. With the rise of reCommerce (the resale of products), TipTop’s new payment system is an answer to a forward-thinking vision, one that aligns sustainability with profitability in the world of fast-moving consumer goods. Tiptop is designed to make it easy to resell and repurpose items and is not only a business model innovation but it can be a solution to an environmental dilemma that has been long overlooked until recently. On September 24, The Guardian published this legislative news on textiles in the state of California:

If passed, Californians will be able to bring unwanted and even damaged apparel and household textiles to thrift stores, charities and other accessible collection sites throughout the state for sorting and recycling. This first-in-the-nation bill, known as the Responsible Textile Recovery Act, requires producers of apparel, towels, bedding and upholstery to implement and fund a statewide reuse, repair and recycling program for their products. [cite]

It doesn’t require tremendous vision to see how TipTop’s payments architecture could replace altruism-alone for a more profitable version.

How It Works: The Power of TipTop’s Payment System

TipTop’s system addresses a fundamental problem in the retail ecosystem: it’s easier to buy than it is to sell. Consumers accumulate products—tech gadgets, clothing, accessories—often with no clear pathway for reselling or discarding them responsibly. Lehmann identified this gap and seized upon the opportunity to create a two-pronged platform that leverages consumer habits for both immediate monetary returns and longer-term resale plans.

With TipTop, users can receive instant cash offers for their old products, like electronics or fashion items, simply by connecting their Gmail or Amazon accounts. The platform scans for eligible items and predicts their resale value. This seamless experience removes the friction of traditional resale models, where consumers often have to stage, price, and list their items across multiple platforms like eBay or Facebook Marketplace. TipTop brings liquidity to this otherwise sluggish market, offering sellers cash in hand, while a delivery service picks up the product.

But TipTop’s real innovation is its payment solution, TipTop Pay, where the system allows buyers to receive an upfront discount on new items in exchange for committing to return them after a fixed period. This introduces an entirely new way to think about consumption—a shift from ownership to usage, akin to the “buy-now-pay-later” models that have reshaped retail finance. TipTop resells these items in bulk to wholesalers or via third-party marketplaces like eBay, creating a virtuous cycle of consumption and resale. If this vision can become a reality – at scale – it will revolutionize retail in ways yet to be seen.

For brands, this model is a game-changer. They can capture value from products after their initial sale, extending the lifecycle of goods and reducing the environmental impact associated with waste and overproduction. The speed of liquidity for the consumer is the “killer app.” And back to that sense of altruism, this concept ties directly to the need for sustainable initiatives I outlined in my original proposal: brands must move toward recycling, upcycling, and innovative disposal methods for microplastic-laden products to remain competitive and appease a more eco-conscious consumer base.

ReCommerce and Environmental Responsibility

The rise of reCommerce, or the resale of goods, is not just a trend but a critical business strategy for fashion and consumer brands navigating an era of heightened environmental awareness. As I noted in my 2023 study on the subject, the fast fashion and athleisure sectors are facing increasing scrutiny for their reliance on non-biodegradable synthetic fibers. By 2050, it’s estimated that 590 million tons of plastic will be produced annually, much of which will end up in landfills or the ocean.

Legislative intervention, such as the aforementioned California’s Responsible Textile Recovery Act, is creating pressure for brands to address the environmental impact of their products. TipTop’s solution offers the path forward without relying on government, enabling brands to monetize the resale of their products while simultaneously contributing to a reduction in waste. By simplifying the process for consumers to return goods, and by providing a scalable marketplace for brands to resell items, I believe that TipTop aligns financial incentives with environmental responsibility.

This connection between reCommerce and sustainability is already evident in the actions of major players in the retail space. Brands like Patagonia, Levi’s, and Nike have introduced their own resale platforms, recognizing that the resale value of their products is an important metric for both sustainability and consumer loyalty. However, for smaller brands without the resources to build proprietary resale platforms, a solution like TipTop offers the same benefits without the infrastructure investment. And even the larger enterprise brands don’t have veriable, speedy liquidity built into their models.

A Solution for Microplastic-Fueled Industries

Industries heavily reliant on synthetic fibers: athleisure, fast fashion, and performance wear – are the most at risk in this new regulatory environment. As consumers become more aware of the health risks associated with the build up of microplastics in landfills and waterways, and as governments begin to legislate against this accumulation, brands will need systems in place to manage product lifecycles responsibly.

TipTop’s resale model offers a unique advantage for these brands. By facilitating the resale of synthetic products, it extends their lifecycle, potentially offsetting the negative environmental impact of their initial production. Moreover, as brands adopt recycling and upcycling strategies, TipTop’s system could evolve to accommodate returns of materials for recycling or resale: closing the loop on product lifecycles.

In this way, TipTop could answer one of the most pressing challenges facing the fashion industry: how to monetize sustainability. By creating a frictionless way for consumers to resell items, the platform not only encourages responsible consumption but also provides brands with a new revenue stream and a powerful marketing tool. Brands that adopt this model can position themselves as leaders in the sustainability space, differentiating themselves from competitors who continue to ignore the issue.

Smarter Than What I Envisioned

When I proposed to a returns management company in 2023 that they take ownership of the recycling and material return initiatives for microplastic-heavy brands, I knew that the conversation around fast fashion and environmental responsibility was only beginning. What I couldn’t have predicted was how quickly a solution like TipTop would emerge to fulfill that vision. Transactional ease for the consumer positively influences demand for the trade

TipTop represents the intersection of technological innovation and enviro-economic necessity. It’s a system that not only simplifies the resale process for consumers but also creates a viable, scalable solution for brands looking to reduce their environmental impact. Whether through electronics or fashion: the rise of reCommerce will define the next decade of retail, offering a new way for brands to engage with consumers and a new way for consumers to think about their role in the lifecycle of the products they buy.

As TipTop’s payment system gains traction, it may become the standard for brands seeking to integrate reCommerce-led sustainability into their business models. And for those brands that are ready to embrace this shift, the opportunity is clear: not only to meet consumer demand for more sustainable practices but also to monetize those efforts in ways that benefit each their bottom lines, consumers, and the planet. TipTop can shape sustainability and recommence by redefining payments.

Research, Data, and Writing by Web Smith