Private holding company · New York

Building SMB alternative lending into an institutional asset class.

Pinetail builds, backs, and holds the market’s infrastructure — data, capital, and the platforms in between.

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Strategic investments across alternative lending.

AI-powered portfolio and risk intelligence for SMB alternative lending — performance analytics, proprietary risk scoring, and the shared source of truth this market has lacked.For originators, investors, and platform partners.

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AIQ Capital Group

Syndication and acquisitions in merchant cash advance and revenue-based finance — participating on deals, acquiring seasoned portfolios, platforms, and originators, all underwritten with AdvanceIQ.ai intelligence.For originators seeking syndication partners, investors seeking private credit exposure, and owners ready to exit.

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Pinetail Ventures

Venture and private equity positions in the companies building the infrastructure this market still needs — the pieces that will make SMB alternative lending investable at institutional scale.For founders and strategic partners.

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Founder-led, founder-held.

Tomo Matsuo

Tomo Matsuo

Managing Member · LinkedIn ↗

Tomo Matsuo is a seasoned fintech and SaaS executive with over a decade of senior executive experience in global lending, payments, and analytics. He is the Founder & CEO of AdvanceIQ.ai, a leading provider of risk and portfolio intelligence for the SMB lending and private credit market. Previously, he co-founded Yardline Capital (acquired by Thrasio) and held executive roles at Bizfi, Paysafe Group (NYSE: PSFE), Thrasio, and Swiftline. He pioneered revenue-based financing in Japan through a joint venture with Credit Saison (TYO: 8253), one of Japan's largest consumer finance companies.

Outside of business, Tomo serves as Music Director and Conductor of both the World Civic Orchestra and the Doctors' Orchestra (Doctors' Orchestral Society of New York). He was previously Music Director of the 92nd Street Y Orchestra, one of New York's longest-running community ensembles.

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Pinetail rarely announces anything. If you originate, invest, or build in SMB alternative lending — or are ready to exit — we should talk.