Payments Expert & Trusted Advisor

Tom E. Dailey provides independent expert strategic and practical advice to merchants, payment processors, investors, law firms and other organizations.

He is a recognized, trusted expert in the card and payments space. As a senior executive at Discover, he managed the multi-billion dollar merchant business unit, including a team over 2,000 across 28 facilities. More recently as CEO at international ecommerce payments processor 2Checkout, Dailey led more than $70 million in funding rounds and a quadrupling of the company’s market valuation.

In addition to consulting, Tom serves in expert witness and litigation support roles for payments-related matters, including expert reports, depositions, court testimony, document reviews and forensic analysis.

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“Dailey has been on the front lines leading results-driven organizations, navigating the complex rules and structures of the payments industry, making the tough decisions, and inspiring high-achieving employee performance. With his quick grasp of the industry’s business and financial situations—and no-nonsense style—Dailey can help organizations overcome strategy, risk, growth, and organizational roadblocks.”

– Thomas Kossler, former VP, Discover Financial Services

“Tom has vast experience as a Chief Executive in the financial technology industry. He has been a long-time advisor to me and my partners on all issues related to payments and his insightfulness is only surpassed by his trustworthiness.”

– Devin Mathews, Partner, ParkerGale Capital

“Tom is a person of outstanding character. He brings high integrity to everything he does and behaves in an ethical manner at all times. He leads by example with customers, superiors, colleagues and subordinates. He can seamlessly go back and forth between the details and the strategy.”

– Martin Slusarz, former CFO, C-SAM and former VP, Finance, Discover Card