Weiss has published over 400 articles in the fields of strategy, innovation, leadership, ethics, diversity, and interpersonal relations, in publications ranging from Management Review to The New York Times. All of his books have been alternate of main book club selections, and two have been translated into German and Italian. He has also authored the Professional Development Series Booklets on major management and self-improvement topics.

He appears frequently on radio and television interview programs to discuss productivity and quality. He is a member of the American Counseling Association and the American Management Association, and is the former president of the New England Speakers Association. He has earned the designation "Certified Speaking Professional" from the National Speakers Consultants, the only accrediting body requiring client references, evidence of successful engagements, and completion of a sitting examination on ethical practices. Weiss holds an appointment as adjunct professor at the Graduate School of Business of The University of Rhode Island, where he teaches a course on advanced consulting skills.

Weiss is the former president of Kepner-Tregoe Continuing Education, and vice president of Kepner-Tragoe, Inc., an international training firm, and the former CEO of Walter V. Clarke Associates, a behavioral consulting firm. He holds a bachelors degree in political science from Rutgers University, masters degrees in political science from Montclair College and psychology from California Coast University, and a doctorate in psychology from California Coast University. He has traveled to 51 countries and 49 states in the course of his career. Success Magazine has cited him in an editorial devoted to his work as "a worldwide expert in executive education."

He once appeared on the popular TV game show Jeopardy, where he lost badly in the first round to a dancing waiter from Iowa.