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TailFin: Built to Fly, Not just Glide

TailFin (formerly Client Pay Direct) was founded to fix overlooked payments - turning refunds and small disbursements from costly admin tasks into secure, efficient, and compliant digital processes.

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TailFin was founded by technologists working with practitioners who saw that progress in payments, specifically the tricky payments in tail spend, doesn’t come from tired processes and manual enrollment campaigns, but from shared purpose and focus. We work shoulder-to-shoulder with our customers, guided by a belief in collaboration without ego, trust in every interaction, and a relentless focus on the people behind every payment.

We’re building a future where overlooked payments are automated with clarity, control, and confidence. By combining intelligent technology with deep financial expertise, TailFin helps enterprises eliminate friction, ensure compliance, and turn complex payout workflows into seamless, trusted experiences.

The TailFin Navigators

At TailFin, leadership means steering together—listening first, adapting fast, and always flying with purpose. Seasoned leaders from fintech, banking, and SaaS. We turn complex payouts into transparent, predictable processes

Donny Hoye

CEO

Former bank leader with deep expertise in treasury, payments, and compliance. Passionate about rethinking overlooked processes, and solving complex problems.

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Trey Lehman - TailFin

Trey Lehman

Head of Sales & Support

Enterprise sales leader with a track record of scaling tech platforms across banking and healthcare

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Alex Ostrovsky - TailFin

Alex Ostrovsky

Head of Product

Product strategist with experience in payments and enterprise SaaS. Leads Tailfin’s product vision and roadmap

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Peter Ungureanu - TailFin

Peter Ungureanu

Head of Engineering

Technologist building secure, scalable payment systems

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Your Money. Your Choice. TailFin Makes Payments Instant, Flexible, and Transparent — for Businesses and Recipients Alike

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