# Dan O'Malley

> Dan O'Malley is the CEO of Engageware, the AI-powered customer engagement platform trusted by more than 600 enterprises in regulated industries. A Princeton-trained financial engineer, he spent more than 20 years building and selling fintech: he co-founded PerkStreet Financial, one of the first U.S. neobanks; ran digital at Eastern Bank; launched its Eastern Labs innovation arm; and from it spun out Numerated, an AI lending platform that powered over $70 billion in commercial loans before Moody's acquired it in 2024. He took the Engageware top job in September 2025.

- **Role:** CEO and Board Member at Engageware
- **Organizations:** Engageware, Numerated, Eastern Bank, Eastern Labs, PerkStreet Financial, Capital One, Oliver Wyman
- **Nationality:** American
- **Education:** B.S. in Operations Research and Financial Engineering, Princeton University
- **Known for:** Co-founded PerkStreet Financial, an early U.S. neobank, and grew its annual transaction volume past $1 billion, Helped build Capital One's payment product into one of the company's largest strategic initiatives, Founded Eastern Labs inside Eastern Bank and spun out Numerated as an independent fintech

## Career timeline

- **2000** — Began career as a consultant at Oliver Wyman, advising senior executives on data-driven strategy
- **2000s** — Senior Director at Capital One, where he helped build the company's payments product into a major strategic initiative
- **2008** — Co-founded and led PerkStreet Financial, one of the first U.S. online-only consumer banks
- **2014** — Joined Eastern Bank as Chief Digital Officer and co-founded Eastern Labs, the bank's innovation arm
- **2017** — Spun Numerated out of Eastern Labs and became Co-Founder and CEO of the AI-driven business lending platform
- **2024** — Numerated acquired by Moody's (NYSE: MCO), becoming a core part of the Moody's Lending Suite
- **2025** — Appointed CEO of Engageware in September to drive expansion of its AI-driven customer engagement platform

## Achievements

- Co-founded PerkStreet Financial, an early U.S. neobank, and grew its annual transaction volume past $1 billion
- Helped build Capital One's payment product into one of the company's largest strategic initiatives
- Founded Eastern Labs inside Eastern Bank and spun out Numerated as an independent fintech
- Built Numerated into an AI lending platform serving institutions representing roughly $4 trillion in assets and powering more than $70 billion in commercial lending
- Led Numerated to acquisition by Moody's in 2024
- Named CEO of Engageware in 2025, a platform trusted by 600+ enterprise customers

## Latest updates

- **2025-09** — Appointed CEO and Board Member of Engageware to lead expansion of its AI-driven customer engagement platform.
- **2024** — Numerated, which he co-founded and led, was acquired by Moody's and folded into the Moody's Lending Suite.

## Links

- Website: https://engageware.com
- LinkedIn: http://www.linkedin.com/in/danomalley

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Profile page: https://yespress.io/dan-o-malley
Published by YesPress — https://yespress.io
Last updated: 2026-06-14