A Tradition of Legal Excellence

In 1983, Craig Holloway Sr. and Diane Whitfield founded a law firm built on a radical premise: that exceptional legal representation should be defined not by billable hours, but by outcomes achieved. From a modest office on lower Broadway, they set out to prove that meticulous preparation, intellectual honesty, and relentless advocacy could outperform the sprawling machinery of New York's largest firms.

Within a decade, their approach had attracted a clientele that ranged from emerging technology startups to Fortune 500 corporations. The firm's early victories in complex commercial litigation and pioneering corporate restructurings established a reputation that resonated well beyond Manhattan's courtrooms. Opposing counsel learned quickly that Holloway & Whitfield prepared as though every case would go to trial -- and frequently prevailed when it did.

As the firm grew, its founders remained committed to a deliberate, intentional culture. They recruited not simply for academic credentials, but for character, curiosity, and an intrinsic drive to serve. Every attorney who has joined the partnership has been mentored in the Holloway & Whitfield tradition: master the law, know the client, and never cut corners.

Today, with ten distinguished attorneys spanning eight practice areas, the firm remains proudly independent and selectively engaged. We have never pursued growth for its own sake. Instead, we have deepened our expertise, expanded our capabilities, and maintained the intimate, partner-led service model that first distinguished us over forty years ago. Our roots in New York City's legal landscape run deep, but our reach -- through international trade, cross-border transactions, and federal appellate work -- extends across the globe.