Wednesday, January 14, 2026

James A. Weiss on Digital Strategy, Leadership & Big Drop Inc.

Welcome to a new edition of the Famous Interviews with Joe Dimino series. On this episode, we talk with James A. Weiss, Managing Director of Big Drop Inc., entrepreneur, marketing thought-leader, and business strategist.

James leads Big Drop Inc., a nationally recognized digital agency known for delivering high-impact websites, brand experiences, and digital transformation initiatives for organizations across a wide range of industries. With a career rooted in both creative strategy and technical execution, James has been instrumental in building Big Drop’s reputation for innovation, operational precision, and problem-solving excellence.

Beyond the digital world, James brings a unique personal background that shapes his leadership philosophy. A former competitive fencer, he credits the sport with developing his strategic mindset, adaptability, and ability to perform under pressure—qualities that translate directly into leading complex, cross-functional teams and high-stakes client engagements. From his base in Florida, we dive into leadership, marketing strategy, digital transformation, and the mindset required to build enduring success. Enjoy this conversation.

More on James:
https://www.bigdropinc.com/

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