Since 2007, our firm has been serving the best in fintech, payments and B2B software companies in the lower, middle-market. Our offerings are informed by the leading-edge of fintech and tech-enabled software, where innovators are creating the next generation of digital products. We constantly monitor, explore, and evaluate the latest market trends, conditions, and technologies transforming the future of commerce. For startups and scale-ups seeking to exit, raise capital, restructure, or grow through acquisition, Wellesley Hills Financial welcomes the opportunity to work with you.

Since 2007, our firm has been serving the best in fintech, payments and B2B software companies in the lower, middle-market. Our offerings are informed by the leading-edge of fintech and tech-enabled software, where innovators are creating the next generation of digital products. We constantly monitor, explore, and evaluate the latest market trends, conditions, and technologies transforming the future of commerce. For startups and scale-ups seeking to exit, raise capital, restructure, or grow through acquisition, Wellesley Hills Financial welcomes the opportunity to work with you.

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Our Latest White Paper

Stablecoin Mechanics: A Digestible Primer on the “How” of Merchant Acceptance.

Built for payments professionals. Not crypto enthusiasts.

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Strategic Advisory

For valuations, fairness opinions, Go-to-Market Strategies, KPI analyses, financial modeling, budgeting, and capital efficiency optimization, our strategic advisory services offer research and recommendations, planning, and execution assistance, with maximum optionality.

 

Transaction Advisory

Wellesley Hills Financial offers a full range of investment banking services, including buy and sell-side M&A, capital raising, restructuring, and funding. Drawing on 20+ years of transactional expertise in fintech, payments and B2B software, our bankers and advisors couple niche domain expertise with deep capital markets experience.

Strategic Advisory
Transaction Advisory

The digitalization of money movement and commerce is a defining trend of the 21st century, driven by shifting consumer behaviors, increased mobile device use, breakthrough technologies like AI and blockchain, and a growing demand for accessible financial solutions for the globally underbanked. As such, Wellesley Hills Financial focuses on synthesizing overarching market trends with core capabilities to ensure that our services align with client demand, and, our insights and thought leadership are backed by best-in-class research and rigor.

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Episode 5: The $1 Trillion Problem with B2B Payments (And How AI is Fixing It)

Wellesley Hills Financial’s Adam T. Hark, Managing Member, sits down with Sarah Williams, President of Lakeview Payment Services, to explore the modernization of B2B payments. Particular points of interest include the rise of AI-driven AP automation and the accelerating pace of consolidation across the fintech landscape. Are legacy payment rails finally giving way to automated infrastructure? And what does the current wave of M&A mean for where the industry lands next? Check it out as one of payments’ most experienced strategists — with 25+ years across Accenture, CorPay, AvidXchange, and beyond — answers Adam’s questions.

Episode 5

Episode 4: Selling Your ISO or Portfolio? Here's What Buyers Actually Look For

Wellesley Hills Financial’s Lance McCord and Mark Bishop dig into what buyers really look for when acquiring a payments ISO or portfolio — and why most sellers get the timing wrong. Particular points of interest include why the best time to sell is when business is booming (not when it’s declining), how buying out downline agents can boost EBITDA and valuation overnight, and why “quality of earnings” reviews catch sellers off guard. Is your portfolio’s risk mix or residual concentration quietly hurting your multiple? And do you actually know if your buyer has the funding lined up before you sign that letter of intent? Check it out as two veteran payments dealmakers walk through what separates a smooth sale from a painful one.

Episode 4

Episode 3: Clarity ACT

In this segment, Adam Hark sits down with Wayne Johnson III, Executive Advisor, to unpack GameStop’s audacious $56 billion unsolicited bid for eBay — and eBay’s board rejection of it as “neither credible nor attractive.” Drawing on Wayne’s three decades as an equities analyst, they dig into GameStop’s post-turnaround cash position, the strategic logic (and financing gaps) behind combining physical retail with e-commerce reach, and why so many size-mismatched M&A plays like this one struggle to pan out.

Episode 3
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Lower Middle-Market B2B Technology Banking

Core services include restructuring, capital allocation, divestiture, M&A, dual-mandate M&A, debt and equity raises, and defensive work for unsolicited or FSBO processes. 

Facilitate access and connectivity to an expansive network of sector specific, thesis driven financial sponsors that span the capital stack, including venture, private equity, and family offices. 

Representative B2B technology clients provide cutting edge fintech, payments and software automation solutions to unique end-markets in the lower middle market.

ABOUT WELLESLEY HILLS FINANCIAL