Perspectives

PART I: The Battle for Middle Earth: We’re in the End Game Now

By 
and 
Jack Freeman
and 
Justin Kelly
and 
Chase Goree
and 
Cassie Alexe
June 6, 2022

FinTechs Versus Traditional Financials Services

There’s no denying it. Financial services providers as we originally knew them, are exposed. Payment networks are seeing their oligopoly begin to crumble in the face of several new payment rails, including blockchain-based payments. Traditional lenders are facing an onslaught of frictionless and more flexible alternatives from FinTechs. Banks are losing consumers to neobanks. Credit card companies are seeing pressure on fee-models and are losing the connection to their customer in light of Integrated card experiences that are bundled with slick and multi-faceted software platforms. Borrowing in general is being offered at the point of need (BNPL) rather than from lenders directly. Businesses are empowered to choose from a buffet of next-generation finance automation suites with embedded financial products. And lastly, new technologies such as the blockchain are calling into question the longevity of entire categories of financial services altogether, not to mention disruption being placed on the currencies themselves. The battle for middle earth has begun.

The battle for middle earth refers to Tolkien’s imagined mythological world depicted in the Lord of the Rings trilogy and the Hobbit (…obviously!). This feels like the most appropriate analogy given the varying parties at play. In this battle, you have: traditional banks, business banks, lenders, insurance companies, credit unions, investment brokerages, payment processors, credit card companies, etc. No one is safe. More recently, we have seen new armies make their way onto the battlefield including neobanks, tech-enabled lenders, alternative lenders, marketplaces, and let’s not forget the biggest army of all, software. Nearly any software company can now come to market with a lethal combination of software and essentially any financial service — just offered in a more friendly, tech- enabled way. The rise of embedded finance has catalyzed a battle for the end-customer and there is no turning back.

You can trace FinTech back to the 1850s, but for our purposes let’s agree on 2008. Since 2008, we have seen consistent and prolific growth in FinTech startups, new unicorns, overall funding volumes and innovation. For the first decade post-2008 — these new platforms were still working things out, still achieving scale and were dismissed by non-tech incumbent providers out of pure ignorance or perhaps out of fear. More recently, we’ve reached an inflection point whereby traditional financial services providers can’t ignore this threat and moreover, are actively scrambling to retool before it’s truly too late. To steal an analogy I heard from a payments entrepreneur — the incumbency just woke up, and their houses are on fire.

The evidence is everywhere:

1. JP Morgan’s $12 Billion Tech Investment Could Disrupt Banking

2. Banking Giant Capital One Enters B2B Software Industry With Launch Of New Business

3. UBS purchases Wealthfront for $1.4BN

4. J.P. Morgan to acquire a stake in Viva Wallet for $1.6BN

5. H&R Block to acquire Wave Financial

6. Santander Bank Debuts Santander eLockBox to Consolidate Digital Payments

7. Indian neobank Open hits unicorn status

8. Canada’s Neo Financial becomes a unicorn

The above are just a small sampling of recent announcements underscoring some of the forces at play. Everyday, thousands of tech entrepreneurs wake up every day on a mission to steal customers from financial services providers and similarly, financial services executives are making serious efforts to fend of FinTechs.

We’re in the end game now.

As PeakSpan, we are looking to back the next generation of financial technology and payments platforms and as it pertains to this thesis, we see two flavors: 1) back the platforms overthrowing the incumbency, or 2) arm the incumbency with tools and technologies to fend off tech-driven financial services providers. Regardless of whose side you are on — it’s clear that technology-enabled solutions are the future for businesses and consumers alike. End-customers will eventually pick tech over non-tech solutions simply because the removal of friction and bureaucratic processes lend themselves to a superior customer experience. The question remains: will traditional financial services firms + third party technology (or acquired tech) be enough to fend off emerging FinTech platforms — or will we see a new group of financial services market leaders.

In Part II of this series, we will dive into what solutions are disrupting traditional financials services and in Part III, we will dive into solutions helping traditional financial services fight back.

About Jack Freeman

Jack has worked with growth-stage technology businesses his whole career and has partnered with over 25 portfolio companies at PeakSpan. He currently leads PeakSpan’s FinTech and Supply Chain investment themes. Jack was named to GrowthCap’s Top 40 Under 40 Growth Investors List in 2025. Prior to joining PeakSpan, Jack worked at Stackpop, an early-stage startup, where he helped build a SaaS spend management platform that enabled CTOs and IT teams to buy and manage internet infrastructure. After Stackpop was disrupted by AWS, Jack joined Macquarie Capital, where he spent three years executing software M&A and capital markets transactions for technology businesses.

Jack holds a B.A. in Economics from Middlebury College. Prior to Middlebury, he played Division I soccer at Seton Hall University and for the New York Red Bulls U-23 team. Jack lives in Larchmont, NY, with his wife and two dogs, Willow and Leeuwen. Once a year, Jack captains a team in a charity bike ride to the Hamptons to support his brother’s autism program, Quest, where he has raised over $100K. Since retiring from collegiate soccer, Jack has become an avid endurance athlete, completing five of the “Big Six” World Marathon Majors (London remaining), an Ironman, and a 50-mile ultramarathon. He is currently focused on improving his marathon time from 2:32:30 to sub-2:30.

About Justin Kelly

Justin joined PeakSpan Capital in 2022 and has made investments across the firm’s Digital Health, FinTech & Payments, and Customer Experience Management themes. Today, he leads PeakSpan’s Digital Health practice and co-leads the firm’s FinTech & Payments coverage. Prior to joining PeakSpan, Justin invested in early- and growth-stage businesses across healthcare, insurtech, and vertical software at AXA Venture Partners. Justin started his career as an investment banker at Houlihan Lokey, where he worked on M&A and private financing transactions in software and tech-enabled services. Justin graduated with honors from the University of Pennsylvania, where he earned a B.A. in Political Science. Outside of work, he enjoys playing tennis, hiking national parks with his brothers, and rooting for the New York Knicks.

About Chase Goree

Chase joined PeakSpan Capital in 2021 and has since worked closely with 10+ growth-stage software and technology businesses in the PeakSpan portfolio. Prior to joining PeakSpan, Chase was an investment banker at Houlihan Lokey, where he advised on M&A and private financing transactions across software, internet, FinTech, and tech-enabled services. Chase holds a B.A. in Economics from Middlebury College, where he graduated Magna Cum Laude and with departmental honors while also serving as a member of the men’s lacrosse team. In his free time, Chase enjoys international travel, exercise, cheering on Washington D.C. sports teams, and trying new restaurants in New York City.

About Cassie Alexe

Cassie grew up in New Jersey and is currently based in New York. She graduated Summa Cum Laude from the University of Michigan’s Ross School of Business (Go Blue), where she received her BBA and a minor in Entrepreneurship. Before joining PeakSpan, Cassie worked at multiple startups, which gave her a firsthand view into the challenges and pace of building a company from the ground up. Over the past several years, she has worked closely with founders as an investor, advisor, and board observer. Today, Cassie is a board observer at Routefusion, Boostly, Finally, and Sales Layer.

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